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Windsor and Maidenhead House Rentals

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    Travellers to Windsor and Maidenhead are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    31 Matching Rentals in Windsor and MaidenheadView all 118 rentals
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    Windsor Townhouse in Eton - 'The Henley'1 / 5
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    STABLE HOUSE1 / 14
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Beautifully renovated 5-bed near Ascot and Windsor1 / 16
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    OFFERS, RIVERSIDE, WEST LONDON, ROYAL WINDSOR, LEGOLAND, FREE WIFI & PARKING1 / 54
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
    • Balcony
    • Wi-Fi
    • Washer
    • Patio
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2019
    Was recently in this house . An ideal choice where all your needs are provided. A perfect stay by all means. All is shiny clean. Comfortable, deluxe furniture. Fresh air inside...
    Reviewed 5 July 2019
    Great house, top location, plenty of space, beautiful setting and hard to fault. Short drive to Windsor Castle, Hampton Court Palace and Legoland, Short train journey to London...
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    About this property
    - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open decking for dining overlooking the river. - Home from home. - 55' TV in the lounge and a TV in the master...
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    Windsor, Windsor and Maidenhead SL4 2JY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Bijoux Boutique Studio With Private Garden 30 mins to London by train.1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Washer
    • Sauna
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    The bijou boutique studio and garden is a fantastic pet friendly studio..decorated immaculately with its own private garden..ideal to chill in the garden and have a bbq on a...
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    About this property
    'Bijou Boutique Garden Studio with BBQ'... compact with everything you need, 'It's fun, fabulous and beautiful!' are what guests are saying, set within the grounds of the main house amongst a gated front facing garden, lots of trees, it's own independent entrance and secluded private front garden...
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    Maidenhead, Windsor and Maidenhead SL6 8RJ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Detached 5 Bedroom, 3 Bathroom House Centre of Royal Windsor1 / 8
    (4)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2018
    We stayed at the house over Xmas, all the family together. It was fantastic. A lovely large and very comfortable house, perfect for a family stay. The house was very clean...
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    About this property
    This is a fantastic detached house in a private cud de sac in the centre of Windsor. You just need to walk ten minutes and you are at the Castle, town centre and Windsor Great Park. There is room in the driveway to park three cars. Next to the house is a big park including gated children's play...
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    Windsor, Windsor and Maidenhead SL4
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 2 bedroom townhouse superbly located in Eton, next to the pedestrian bridge by the side of the River Thames that links Eton and Windsor. A kitchen/dining room on the ground floor with cloakroom, 2 ensuite bedrooms on the first floor, a living room with separate media room on the second floor...
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    Eton, Windsor SL4 6BW
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Washer
    • DVD Player
    • Patio
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Bijou Boutique Studio & Garden *Compact and quiet with everything you need a ' Gorgeous little haven, perfect peaceful and luxurious!” are what guests are saying! Set within the grounds of the main house amongst a gated front facing garden with lots of trees and it's own independent entrance...
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    Maidenhead, Windsor and Maidenhead SL6 8RJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lake View Lodge1 / 33
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Patio
    • Central Heating
    • Balcony
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    Stayed here for the weekend with friends and had the best time. The house is so clean and well equipped. Plenty of room for the 7 of us. The owners Marie and Jim were amazing...
    Reviewed 30 July 2018
    Well what can say? Myself and six friends booked to stay last weekend to celebrate a hen do. We had activities booked at liquid leisure so the location was perfect for us. The...
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    About this property
    Here is a opportunity to stay in our huge modern & comfortable Lake View house. With Fantastic commuting connections to Windsor, London and all surrounding areas. 3 large reception rooms, 2 modern high spec kitchens with modern furnishings throughout. T3 huge reception rooms with modern...
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    Wraysbury, Windsor and Maidenhead TW19 5EP
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland1 / 55
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • Porch
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2019
    The view from the lounge , decking and conservatory over the river is excellent and there is plenty of space to sit in a relaxing manner, with a glass of wine. The kitchen is...
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    About this property
    - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open decking for dining overlooking the river. - Home from home. - 55' TV in the lounge and a TV in the master...
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    Windsor, Windsor and Maidenhead SL4 2JY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Rose Cottage - Listed 16th Century Cottage1 / 23
    (34)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2019
    We booked Rose cottage to end a visit from our American friends who fell in love with this charming cottage as soon as they saw it.. Lots of old world influences beams, volted...
    Reviewed 20 February 2019
    This was our third visit to Rose Cottage and again had a lovely time. Always warm and welcoming on arrival, the cottage is beautiful and our stay is always comfortable. The...
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    About this property
    This charming detached Grade ll listed 16th Century cottage offers an abundance of beautiful character features. Nestled behind secure gates, in mature gardens in this charming Buckinghamshire village. It retains its original character combined with 21st century facilities and five star amenities....
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    Windsor, Windsor and Maidenhead SL4 6QS
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful spacious detached family home 10 mins to Legoland1 / 14
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    • Patio
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    the house is nice and tidy, the owner is kind as well, only thing is need car or taxi to lego land.the girls like it.
    Reviewed 19 July 2016
    We have just arrived home to Ireland after a charming 5 night stay at Willow Court. After two busy days and nights at the Legoland Resort, it was a welcome relief to spend the...
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    About this property
    Willow Court is a lovely, spacious, light filled home. Located in a semi rural setting just outside of Windsor (3 miles), in the heart of polo country (Royal Berks Polo Club and Guards Polo Club are both within easy reach). Yet also within easy reach of Central London. There are three large double...
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    Windsor, Windsor and Maidenhead SL4 4PZ
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Central Heating
    • Balcony
    • Wi-Fi
    • Washer
    • Terrace
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Capacity Of The House Is For Up To 7 People. Sofa Bed Is Available In The Study/4th Bedroom On Request - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open...
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    Old Windsor, Windsor SL4 2JY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • Terrace
    • Balcony
    • Parking
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Capacity Of The House Is For Up To 7 People. Sofa Bed Is Available In The Study/4th Bedroom On Request - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open...
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    Old Windsor, Windsor SL4 2JY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Garfield Place1 / 21
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely two bedroom cottage in the centre of Windsor with private off-road parking. Two bedrooms (one double one twin), new bathroom with shower over bath tub, combined living/dining room with leather sofas and flat screen TV. Small enclosed outside patio space at the rear. Parking at the front....
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    Windsor, Windsor and Maidenhead SL4 3BT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    King Edward House Windsor - luxury riverside property for short term holiday let1 / 51
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Waterfront
    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2019
    We had a very memorable stay at King Edward House over Christmas. The house is absolutely beautiful and in a wonderful location. Kellie and her husband had done an amazing job...
    Reviewed 17 August 2018
    I can truly say I am blown away! King Edward house is the most amazing property in the South East I have ever had the privilege of staying at. It’s enchanting, beautifully...
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    About this property
    King Edward House is a stunning private riverside retreat in Royal Windsor, set in its own grounds with large Thameside mooring. We are ideally situated on the banks of the River Thames for local events such as the Windsor Horse Show, Henley Regatta, Windsor and Ascot Racecourses as well as its...
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    Windsor, Windsor and Maidenhead SL45TH
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland1 / 44
    (37)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Waterfront
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2019
    This is the 4th year of staying at Pixie Place. With a repeat booking for 2020. The house has everything you could need in an outstanding location. I couldn’t recommend the...
    Reviewed 17 July 2017
    I was faced with the challenge of looking for a holiday that would suit my ten year old son, my eighteen year old niece, myself and my sister and our parents who are in their...
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    About this property
    - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open decking for dining overlooking the river. - Home from home. - 55' TV in the lounge and a TV in the master...
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    Windsor, Windsor and Maidenhead SL4
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is just a short walk to the town’s excellent collection of clothes boutiques,pubs,restaurants and tearooms,along with a wealth of attractions including boat trips on the River Thames,horse-drawn carriage rides through Windsor’s Great Park and Legoland,only 2 miles away. Discover the...
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    Windsor, Windsor and Maidenhead SL4 1LD
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Luxury Townhouse next to Windsor Castle1 / 43
    (7)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2019
    Myself and the rest of the bridal party used the house as a base for my wedding around the corner in the Guildhall. Everything about our stay was just perfect. We loved the...
    Reviewed 29 April 2019
    Excellent location for visiting Windsor and the castle. The house was very well decorated and very well furnished. The bedding was all of a high standard and pillows were...
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    About this property
    Located just 75 yards from the entrance of Windsor Castle, this luxury accommodation by Castle Properties, is the closest property for guests wanting to stay next to Windsor Castle, The Guild Hall & Eton High Street. This idyllic townhouse is situated right outside the castle walls, along the...
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    Windsor, Windsor and Maidenhead SL4 1PE
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    NEW - Windsor spacious converted stable 5 mins Legoland, perfect for families1 / 19
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2019
    Beautiful converted stable offering a great base for Windsor. Perfect for our family of 4. Accommodation is of a high standard, most things look brand new. Lots of thoughtful...
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    About this property
    Owner was awarded a Trip Advisor Certificate of Excellent 2018. Semi-rural area, detached spacious and private converted stable cottage (single storey). Idyllic for families as the cottage has a large secure garden plus access to the enormous shared garden with various play equipment. Outdoor...
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    Windsor, Windsor and Maidenhead SL4 4PZ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    The property is situated in the lovely Thames-side village of Datchet,just two miles from Windsor,offering an excellent choice of amenities including shops,pubs,restaurants and tea rooms. Popular local attractions include Windsor Castle,museums,boat trips on the River Thames and Eton just across...
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    Datchet, Windsor and Maidenhead SL3 9AH
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    RIVERSIDE, WESTLONDON, ROYAL WINDSOR,FAMILY HOME SLEEPS 7, Free WIFI+PARKING1 / 50
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Patio
    • Waterfront
    • Housekeeping Included
    • Washer
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2019
    Absolutely beautiful house with excellent amenities- great for a visit to the Windsor area/Ascot/Legoland and central London. Good value considering this amazing house is right...
    Reviewed 24 July 2018
    I just loved being at Pixie Place. It's so spacious we could all relax and take in the river views from both the lounge and the amazing conservatory.It's a great place for all...
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    About this property
    - Riverside location, West London, Royal Windsor on a charming island. - Most friendly neighbourhood in a secluded spot on the Thames River. - Very large integral conservatory and open decking for dining overlooking the river. - Home from home. - 55' TV in the lounge and a TV in the master...
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    Old Windsor, Windsor SL42JY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
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    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a new build 4 Bedroom house just off the main road into Royal Windsor and Legoland , 100 metres from miles and miles of wonderful walks in Windsor Great Park,Private Parking all modern amenities.Very close to Windsor ,Ascot and Bracknell.Loads of amazing pubs and eateries a very short...
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    Woodside, Windsor SL4 4TF
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Our cosy and stylish Victorian home is situated in a classic residential setting on the outskirts of Ascot and close to Royal Windsor and Legoland. Only a few miles to the M4, M25 or the M3 and close to a main line Ascot to London Waterloo. Heathrow airport is only 30 mins away and it's an hours...
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    Ascot, Windsor and Maidenhead SL5 8QA
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Western Cottage is located in a quiet setting with a wonderful park view and right in the middle of Windsor town centre. The property is moments’ away from Windsor Castle, shops, restaurants and other attractions. The cottage is a delightful Queen Anne property, which dates back to 1702. The...
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    Windsor, Windsor and Maidenhead SL4 1EU
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    We welcome corporate bookings for professionals, relocatees and contractors needing short term accommodation for work or company projects in Maidenhead, Slough, Windsor, Reading, Heathrow etc. We ask that only company bookings are made via this listing please, ie no tourist or leisure stays....
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    Maidenhead, Windsor and Maidenhead SL6 6LG
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Barnhill Cottage1 / 13
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Washer
    • Balcony
    • Grill
    • DVD Player
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2018
    My family needed to temporarily relocate due to work being done on our home, and Barnhill Cottage was a real find. We enjoyed some winter snow, with deer running around in the...
    Reviewed 22 March 2018
    Located on a golf course with plenty of wildlife - Barnhill Cottage is a godsend for anyone who is looking for a getaway from the busy nature of everyday life.I most enjoyed...
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    About this property
    Secluded Luxury Property - set within idyllic golf course. Benefiting from use of the course and club house facilities, bar,sauna,restaurant and gym. 5 bedrooms 2 ground floor bedrooms with en suites, 3 further bedrooms to first floor with a family bathroom. Entrance hall, cloakroom, living room...
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    Ascot, Windsor and Maidenhead SL5 8LT
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    This modernised Grade II listed home is ideally suited for easy access to Henley, quietly situated behind a service road on the A4. All modern facilities,newly fitted kitchen, bathrooms etc. Spacious accommodation, private garden with outdoor eating/seating. Available for crews or visitors to...
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    Knowl Hill, Maidenhead RG109UR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Duke Street B&B1 / 14
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Victorian ‘home from home’ bed and breakfast which provides delightful accommodation in a quiet residential location, close to the River Thames and only a 10 minute riverside walk to Windsor Castle, Town Centre and stations with regular trains to London. The attractive double bedroom is spacious...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 1SQ
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    8 Garfield Place by Accommodation Windsor1 / 13
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Washer
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2015
    Check in was really quick and easy, accommodation is located just behind offices so was taken there by one of the office staff. The staff are all very friendly and helpful.The...
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    About this property
    Charming two bedroom holiday cottage in Windsor with one double bedroom and second bed room with twin beds (pull out). Sofa bed and two armchairs in the living room and dining table with four chairs. One bathroom with shower and tub very close to town centre yet tucked away in this mews of private...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 3BT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-presented, attached cottage is located in the heart of Windsor and can sleep six people in three bedrooms.Balmoral Gardens is a beautiful, attached cottage nestled in the historic town of Windsor, within the home county of Berkshire. It comprises three bedroom; a king-size double with...
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    Location Information
    Windsor, Windsor and Maidenhead SL4 3SG
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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