We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals near Portland Castle

Portland Castle Liberty Road, Castletown, DT5 1AZ, England
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    £150 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Travellers to Isle of Portland are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 98 Rentals in Isle of Portland
    Little Gem - Lovely Sea views1 / 19
    (49)Excellent
    2.0 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check-in Check-out
    Show Prices
    Payment Protection
    Chesil Holiday Lodge, Weymouth1 / 23
    (9)Excellent
    1.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    1 The Old Police Station1 / 38
    (12)Excellent
    0.3 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Marina Bay View Apartment1 / 23
    (3)Very good
    0.0 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2016
    Easy booking process. Estate agents very friendly and answered all questions quickly.Directions to the apartment and getting the keys made the checkin process easy.Apartment...
    Reviewed 30 August 2016
    My husband and I stayed here for a week in August with a five year old and a 21 month old. The apartment was very clean and had great facilities. The kitchen had almost...
    See all reviews
    About this property
    Marina View Apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation on two floors is well presented and offers three spacious bedrooms. Use of indoor pool and great as a base for water sports or fishing....
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Artist Cottage - Charming coastal cottage on Portland :-)1 / 28
    (6)Average
    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Shared Garden
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We stayed with friends on New Years Eve in this beautiful terraced cottage. The experience was amazing: Portland Bill seems to exist in a time warp and I will always remember...
    Reviewed 30 March 2017
    We have stayed here 3 or 4 times and always had a lovely time. The house is a very pretty old traditional Portland Stone building. It is in a no through road so very quiet...
    See all reviews
    About this property
    Built in the 1800's, this sweet little original Portland stone Fisherman's cottage promises a lovely holiday experience.Artist Cottage sleeps four people in two bedrooms and has been delightfully restored.The cottage is found in Fortuneswell just five minutes from the National Sailing Academy and a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Dory Cottage1 / 20
    (4)Excellent
    0.5 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2019
    I've just had the most perfect weekend at this beautiful, light airy, perfect for Chesil Beach, cottage. It is perfectly placed to watch the ocean roll onto Chesil which you can...
    Reviewed 4 October 2018
    The cottage was very lovely but not for people with disabilities. All up hill even in the cottage the stairs were so steep and with on were to hold on to. My Mother had to...
    See all reviews
    About this property
    A well-situated three-bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Perched on the hill of the island overlooking the Jurassic Coast, you can see why Chesil Beach is part of a World Heritage Site. Just a short walk from Chesil Beach....
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Cliff House1 / 8
    (9)Average
    0.4 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 September 2020
    Cliff House was in the perfect location for us. Backed onto the beach for ease of access, yards from a great takeaway and lovely pub which overlooked the sea, and within driving...
    Reviewed 6 June 2019
    It was very good, my family liked it too. the mattress is comfortable. I hope to get vacancies when I come back. Thank you.
    See all reviews
    About this property
    Portland Stone detached house backing onto Chisel Beach. 3 bedrooms, gas central heating, large bathroom on the first floor, and ample parking for two cars. Ideal for sailing holidays, dog walkers, in fact anyone who wants to make use of all that Portland has to offer. The property also has a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Two bedroom holiday bungalow1 / 8
    (13)Excellent
    2.1 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Patio
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    Lovely place to stay ,would recommend.we were surprised at having tea coffee ,milk left for us .Lesley is a lovely lady who met us at the bungalow with the keys and gave us...
    Reviewed 1 September 2018
    Perfect cottage in a great location on the isle of Portland. Our second stay on the island but our 1st stay in this cottage and we'll definitely come back to the cottage again...
    See all reviews
    About this property
    A comfortable terraced bungalow with lounge/diner, kitchen and patio area in grounds near to Pennsylvania Castle so ideal for anyone attending functions there. Portland is a nature lovers paradise particularly of interest to birdwatching enthusiasts also to sailors as the National Sailing Academy...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Summer Lodge with panoramic views over Fleet Lagoon and Chesil Beach1 / 23
    (3)Excellent
    1.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Sauna
    • Central Heating
    • Washer
    • Waterfront
    • Ocean Views
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2019
    Spent 3 nights at your lovely property. It has a very nice location and view and it is well appointed and clean. The holiday park was convenient for quick meals and offered lots...
    See all reviews
    About this property
    The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea View1 / 8
    (1)Excellent
    0.4 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation. A character cottage designed to sleep six in three bedrooms in a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Save time - get the best Isle of Portland rentals sent straight to your email!
    Get the List
    Chiswell Cottage1 / 22
    (10)Excellent
    0.3 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2019
    Great place to stay. Home from Home. Lovely beach and local establishments to visit. Had a lovely family weekend get together.
    Reviewed 7 September 2016
    The house looked good inside and was nicely decorated and well equipped in terms of crockery, glasses etc. On arrival at the house the bin was overflowing and the door and...
    See all reviews
    About this property
    A spacious, comfortable cottage in this pretty road, a short walk down to Chesil Beach and Cove, and being in a convenient position for The National Sailing Academy and Portland Harbour. A four bedroom cottage over three floors with views over Chesil Beach. There is a private, fully enclosed rear...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Luxery Holiday Home former Olympic Sailing Village. Super fast Wifi & Netflix.1 / 27
    (1)Excellent
    0.2 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Central Heating
    • Private Garden
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2020
    The house is very close to beach, sailing academy and Portland Castle. Very quit location. Super clean and swish. Highly recommended.
    See all reviews
    About this property
    2 double bedroom in a semi-detached house on the isle of Portland (Dorset). Located in what was the Olympic Sailing Village, used by the USA athletes for the sailing events during London 2012. Very close to the WPNSA for guests visiting for sailing events Perfect location for exploring our...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Ted's House1 / 18
    (4)Very good
    0.4 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2019
    We found the property to be very clean, spacious and comfortable. Fairly well equipped, apart from no iron & ironing board. We did have a issue with the shower flooding as a...
    Reviewed 2 June 2018
    Just arrived home after staying for the Whitsun Week at Teds House and enjoyed our stay very much. Chesil Beach just down the road and 4 local pubs within walking distance, we...
    See all reviews
    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Tompot Cottage - Character cottage by the sea1 / 14
    (6)Very good
    0.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • DVD Player
    • Washer
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2019
    We were looking for a relaxing weekend away with our dog, doing beech walks and chilling in pubs. This cottage filled with loads of character in a position within walking...
    Reviewed 23 September 2019
    Just back after a wonderful stay at Tompot cottage, there was everything we needed in a lovely little place. Location was fantastic with the sea and coastal walks right on the...
    See all reviews
    About this property
    A character cottage by the sea, 400 years old with beams, steep stairs, quirky walls and creaky floors, just a stone’s throw from the world famous Chesil Beach and Portland Harbour, sleeping seven in three bedrooms. Based in the iconic sailing location with access to water sports, walks and outdoor...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    2 Cove Holiday Park1 / 9
    (1)Terrible
    2.0 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A two-bedroom bungalow set in a unique coastal park within the grounds of a castle offering total relaxation and a fantastic coastal location. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully presented house has been completely renovated ready for Summer 2019. It offers everything you could need. The house is situated in the heart of Easton village, near to the picturesque Easton Gardens. You have everything you need within walking distance, from a café and pubs to a...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    0.1 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seascape apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation is well presented and offers one bedroom and a sofa bed in the living area. A family bathroom with bath with a overhead shower. Kitchen/dining...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.2 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A modern spacious 2 bedroom house which formed part of the award winning Olympic Village built in 2012. There is a private garden great for barbecues. This property features an open plan kitchen & dining area and a spacious living room. Minutes away from Chesil Beach and Portland Marina....
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Coral Cove Cottage1 / 8
    (1)Terrible
    0.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming three bedroom cottage ticked away a pebble's throw from Chesil Beach. Coral Cove is found between Sea View and Coastguard Cottages at the north end of the island. Ideal as a base for sailing, walking, diving and exploring the island and the rest of the county of Dorset. Vibrant night...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Private Garden
    • Patio
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guillemot Cottage is a three storey terraced cottage in the heart of the small village of Easton and is a wonderful base for exploring Portland, Weymouth and the scenic Chesil Beach. The Cottage is newly refurbished over three floors. On entering the cottage you will find yourself in a cosy...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    List your property for free!
    List your holiday rental where Tripadvisor travellers can find it.
    Add a Listing
    1.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Ocean Views
    • Wi-Fi
    • Sauna
    • Waterfront
    • Patio
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the Jurassic coast path. Situated just one mile from the Isle of Portland and two miles from Weymouth town center, our luxurious accommodation...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.Delimara is a charming, detached cottage set in a quiet cul-de-sac in Easton on the Isle of Portland near Weymouth. With one ground floor king-size double, plus one...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    2.1 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jurassic Apartments Penthouse at Martleaves Farm boasts stunning views from the Velux window of the Isle of Portland, Chesil Beach and beyond. Overlooking our gardens with over 100 ducks, chickens, geese, bantams and 3 pigs there is never a dull moment! The Penthouse is accessed through the...
    View all property information
    Location Information
    Weymouth, Dorset
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Superb holiday lodge with sea views.1 / 34
    (4)Excellent
    1.7 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Shared Indoor Pool
    • Sauna
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2019
    We are a young family with 3 children who stayed in this lodge for a sailing event/holiday for the week. It is a fantastic lodge which is very comfortable, stylish and also...
    See all reviews
    About this property
    ***Please note minimum seven night stays Saturday to Saturday.*** Our luxury lodge is located on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth in Dorset. It has two bedrooms and can sleep up to six people. The lodge benefits from a light and airy lounge/diner opening out...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    199 Atlantic House, Ocean View, Portland, Dorset1 / 6
    (1)Excellent
    0.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Ocean Views
    • Sauna
    • Shared Indoor Pool
    • Patio
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    We booked this appartment for a short stay of 5 nights , we were very suprised to find it nice and clean and with everything that you could need while staying There .Nothing to...
    See all reviews
    About this property
    This luxury 7th floor apartment at 199 Atlantic House is part of the prestigious Ocean View complex in Portland, Dorset. The apartment has been rated as 4* by the AA and overlooks Weymouth Bay and Portland Marina and is less than a mile from the National Sailing Academy, venue of the 2012 Olympics...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Henley House1 / 31
    (45)Excellent
    2.4 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Ocean Views
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2020
    Perfect location on hill just above Weymouth harbour, short walk into town or to beach. This was our second visit, there’s so much to do close to the property that we hope to be...
    Reviewed 29 December 2019
    A great place to stay with 3 generations. Plenty of space, very well equipped and fab Christmas decorations and items. Walking distance to the sea and town (with a steep hill...
    See all reviews
    About this property
    COVID 19 -PLEASE NOTE OUR PROPERTY WILL BE PREPARED UTLISING SPECIALCLEANING ARRANGEMENTS. For more detail contact owner by email. Henley House is a large, four bedroomed detached property with sunny private garden and patio areas. It offers comfortable accommodation for up to 8 people ideal for 1...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.6 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wavecrest is in the village of Fortuneswell, overlooking Chesil Beach and close to the Weymouth and Portland Sailing Academy and Windsurfing Centre. Perfectly located for sailors, windsurfers, divers, walkers and cyclists with storage for boards, sails, bikes and wetsuits as well as a 72 hour free...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    17th Century House above Church Ope Cove1 / 15
    (2)Excellent
    2.0 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Great location close to the beach. House was comfortable and clean and well equipped. Steep hill down to lovely quiet cove. Interesting walks to the lighthouse and the pirates...
    Reviewed 1 August 2020
    Spacious and comfortable character cottage in great location. Relaxing garden. Wonderful see views. Excellent communication with Richard. We had a fantastic holiday.
    See all reviews
    About this property
    This home built in 1650 stands above Church Ope Cove and 100metres from Rufus Castle ruins and the coastal path to the Lighthouse. The Cove is ideal for picnicking, swimming and just taking in the view. There are wild walks, climbing, water sports, cycling in abundance. Treetops features original...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1.5 miles from Portland Castle
    Studio, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    White Stones Studios is a newly built combination of three contemporary Eco holiday studios adjacent to owner and artists, David Nicholls, working art studio. It is all nestled within the tranquil gardens of his other business White Stones Art Cafe and is the perfect location as your base to get...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 1 Bathroom, Sleeps 3
    0.6 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Number '107' positioned on the Isle of Portland with it's close proximity to Chesil Beach is a spacious, comfy & well equipped cottage within 5 mins walk of the beach. On entrance the cottage has a vestibule leading to a lounge/diner. A well equipped galley style kitchen, a separate utility room,...
    View all property information
    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Kiama1 / 21
    (37)Excellent
    2.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Central Heating
    • Patio
    • Balcony
    • DVD Player
    • Parking
    • Washer
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2020
    We have just returned from an amazing holiday at Kiama. The property is situated in a beautiful spot with uninterrupted and stunning views of Sandsfoot Gardens, castle ruins and...
    Reviewed 13 July 2020
    A perfectly located and well appointed townhouse, lying opposite the lovely Sandsfoot Gardens (complete with Tudor castle) and with stunning views over Portland Harbour...
    See all reviews
    About this property
    This modern town house over three floors has stunning views along the coast towards Lulworth and across Portland Harbour. It is situated on a quiet road overlooking Sandsfoot Gardens and the ruins of Sandsfoot Castle and is just 100m from the sheltered beaches of Castle Cove and Sandsfoot. The...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.1 / 32
    (1)Excellent
    0.4 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ammonite Cottage is a traditional Portland stone cottage situated on the Isle of Portland, near Weymouth and can sleep four people in two bedrooms.Ammonite Cottage is traditional Portland stone cottage on the Isle of Portland, near to Weymouth in Dorset, benefits from two bedrooms and one bathroom...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2.1 miles from Portland Castle
    9 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Private Indoor Pool
    • Central Heating
    • Washer
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This alluring five star gold castle dominates the coastline near Easton on the Isle of Portland and can sleep 20 people in nine bedrooms.Pennsylvania Castle has been awarded a fie star gold rating and is set in private grounds overlooking Church Ope Cove on the Isle of Portland. Set over two floors...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 20
    Home Waters, Wyke regis1 / 20
    (1)Excellent
    1.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Private Garden
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2019
    Brilliant setting right on top of Portland Harbour, close to so many activities, walks or just to sit in the sun. Many choices of places to eat out or take away who deliver to...
    See all reviews
    About this property
    This terraced cottage is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Home Waters is a terraced cottage situated in the outskirts of the town of Weymouth in Dorset close to small beach in a quiet location. The cottage can sleep 5 people in 1 king-size, 1 twin, 1 single...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    2.3 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This detached character property is in the town of Weymouth in Dorset and can sleep 6 people in 3 bedrooms.Redcliff View Lodge is a detached character property situated in the town of Weymouth in Dorset boasting conservatory and roof terrace. The property can sleep 6 people in 1 twin single (super...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Quarr Cottage, Wakeham, Portland1 / 22
    (3)Excellent
    1.9 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Quarr Cottage is a lovely old Portland stone cottage in a convenient location. The cottage has everything for a perfect winter stay. It is cosy and warm. We really enjoyed...
    Reviewed 5 September 2020
    The cottage is very clean, very cosy and it has everything you need and more for your stay. It has a real charm to it, with original features and sympathetic modern touches...
    See all reviews
    About this property
    This quirky cottage rests on the Isle of Portland, Dorset on the and can sleep four people in two bedrooms.Quarr Cottage is a traditionally-styled cottage sitting in the hamlet of Wakeham on the Isle of Portland, Dorset. The dwelling has two bedrooms consisting of a double and a twin, accompanied...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.5 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Central Heating
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This superb cottage rests in Dorset and can sleep two people in one bedroom.Cove Cottage Hideaway is a charming beachfront dwelling resting in Chiswell on the Isle of Portland in Dorset. There is one double bedroom in the property, sleeping two guests, served by a bathroom. The cottage also houses...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Panoramic View, Castletown, Portland1 / 22
    (1)Terrible
    0.1 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Balcony
    • Terrace
    • Parking
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities: Gas central heating. Electric hob and oven, microwave, fridge, freezer, dishwasher, washer/dryer. TV, DVD player and WiFi. Fuel and power inc. in rent. Bed linen and towels inc. in rent. Allocated parking space for one car. Access to the indoor swimming pool and gym onsite at the...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.5 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Ocean Views
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This traditional terraced cottage is in Fortuneswell on the Isle of Portland in Dorset and can sleep 4 people in 2 bedrooms.Unicorn is a traditional terraced cottage situated in Fortuneswell on the Isle of Portland in Dorset and is a short walk from Chesil Beach. The cottage can sleep 4 people in...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.1 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lodge-style cottage rests in Wakeham and can sleep three people in two bedrooms.Chalet 1 is a lodge-style cottage resting on the outskirts of Wakeham. It comes with two bedrooms, comprising of a double bedroom and a single bedroom, together sleeping up to three people and served by a shower...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
    2.1 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Ocean Views
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This semi-detached cottage rests in the Pennsylvania Castle Estate on the Isle of Portland and can sleep two people in one bedroom.Little Lodge is a charming semi-detached property resting in the Pennsylvania Castle Estate on the Isle of Portland. Hosting one double bedroom, along with a bathroom,...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Pitt Hayes Cottage, Fotrtuneswell1 / 23
    (1)Excellent
    0.7 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2019
    From the warm welcome and first exploration of the cottage we felt at home. We stayed a week but it wasnt long enough. The view from the conservatory window was exquisite, an...
    See all reviews
    About this property
    This Portland stone semi-detached cottage is in Fortuneswell, Portland in Dorset and can sleep 8 people in 4 bedrooms.Pitt Hayes Cottage is a Portland stone semi-detached cottage situated in Fortuneswell in Portland in Dorset boasting stunning sea views and conservatory. The cottage can sleep 8...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.5 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary detached house is in Fortuneswell in Portland in Dorset and can sleep 4 people in 2 bedrooms.St Johns View is a contemporary detached house situated in Fortuneswell in Portland in Dorset with sea views. The house can sleep 4 people in king-size double with en-suite shower and...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2.0 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Washer
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary terraced house is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.Sea King House is a contemporary terraced house situated in the town of Weymouth in Dorset and benefits from balcony overlooking Sandsfoot gardens. House can sleep 5 people in king-size...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    1.7 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Parking
    • Ocean Views
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This mid-terrace property rests within the village of Wyke Regis and sleeps up to six people, in three bedrooms. 53 Dumbarton Road is a mid-terrace property set within the village of Wyke Regis. It houses three bedrooms comprising of a second-floor king-size bedroom, a double bedroom and a twin...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.2 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A terraced Edwardian cottage located close to Sandsfoot beach in Weymouth, Dorset. This cottage can sleep four people in two bedrooms.Covecastle Cottage is in a quiet residential street just 10 mins walk from the beach in Weymout, Dorset. The cottage has two bedrooms, 1 x king-size and 1 x twin...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful stone house which can sleep six people in three bedrooms situated in the Isle of Portland in Dorset.Charlton House situated on the Isle of Portland near Weymouth in Dorset can sleep six people in three bedrooms, 2 x double and 1 x twin and a family bathroom. The cottage has a fully...
    View all property information
    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    ROWINGTON, beautiful detached house, sleeps 8, 2 sitting rooms, WiFi, Weymouth1 / 42
    (7)Excellent
    2.3 miles from Portland Castle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Parking
    • Central Heating
    • Wi-Fi
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2020
    Absolutely fantastic house. The pictures do not do it credit. Ann (the owner) was excellent. Great communication before and during the holiday but not intrusive at all. The...
    Reviewed 1 June 2019
    We had a wonderful week at Rowington and would certainly recommend it.There were six of us, and our dog, and we had loads of space plus everything we needed.The house is...
    See all reviews
    About this property
    This Victorian detached house is in the town of Weymouth in Dorset and can sleep 8 people in 4 bedrooms.Rowington is a Victorian detached house situated in the town of Weymouth in Dorset and boasts with luxury, pets welcome. The house can sleep 8 people in 4 double of which 2 with en-suite shower...
    View all property information
    Location Information
    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.2 miles from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Grade II listed converted house is in Fortuneswell, Portland in Dorset and can sleep 8 people in 4 bedrooms.The Old Portland Courthouse is a Grade II listed converted house situated in Fortuneswell, Portland in Dorset with antique furnishings and sea views. The house can sleep 8 people in 1...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2.1 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check-in Check-out
    Show Prices
    Amenities & Details
    • Private Garden
    • Ocean Views
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern terraced house is in Portand in Dorset and can sleep 5 people in 3 bedrooms.Quarry Trails is a modern terraced house situated in Portland in Dorset and benefits from exceptionally spacious and bright interior. The house can sleep 5 people in 1 king-size double with en-suite shower, 1...
    View all property information
    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    1
    List your property
    Owner log in