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.

Cape Cod Luxury Holiday Rentals

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
    £588 Average
    |||
    |||
    £0£1,000+
    Suitability
    Suitability
    More filters
    Travellers to Cape Cod are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    473 Matching Rentals in Cape CodView all 3,158 rentals
    Sort by:
    Price (High to low)
    8 Bedrooms, 11 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    9 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet luxury on the waters edge. Feel at one with the sand, surf, and sun while luxuriating on your own beach area surrounded by private and lush 26 acres in this exclusive gated paradise that is Oyster Harbors. Complete with a tennis court, beach house, dock and beach area. This property provides...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 1
    Make Enquiry
    6 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Designed to perfection by famed architect Doreve Nicholaeff, one is immediately struck by the attention to detail that went into the contemporary residence. The interior of the home features multiple entertaining spaces, two master suites and a...
    View all property information
    Location Information
    Marstons Mills, Cape Cod 02648
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 15
    Make Enquiry
    6 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Mary''s Way (#128239) ~ Truro Waterfront Home ~ Sleeps 22 This beautiful home brings you into the Cape Cod experience. Whether you need 2 bedrooms or 6 bedrooms we have something available at this house to suit your needs. This modern getaway embodies comfortable elegance with state-of-the-art...
    View all property information
    Location Information
    Truro, Cape Cod 02642
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 22
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Unique opportunity to enjoy panoramic views of Cotuit and North Bay from this stunning home located in prestigious Oyster Harbors on the aptly named Sand Point. With an eye towards preserving the Cape Cod charm of the property, owner and...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    6 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection rental home. One of a kind Luxury rental home in Prestigious Oyster Harbors. From the minute you walk in the grand entrance and every room you enter is so lovely and comfortable. This home is one of a kind and brand new to the rental market. Heated...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 10
    Make Enquiry
    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Waterfront
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. The very best of old + new! 4500+ square feet of vintage Cape charm conscientiously updated for today’s lifestyles. 1930’s summer home on Nantucket Sound. Private beach with ocean views from every room. Modern amenities include heated pool, full...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    6 Bedrooms, 7 Bathrooms, Sleeps 1 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular beachfront home. A gorgeous Georgian Colonial on Nantucket Sound with private white sandy beach at your door step! This Estate fronts both Nantucket Sound and the Centerville River. Completely renovated interior with exquisite attention to every detail. Six bedrooms and 6.5 baths allows...
    View all property information
    Location Information
    Centerville, Cape Cod 02632
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 1
    Make Enquiry
    Save time - get the best Cape Cod rentals sent straight to your email!
    Get the List
    5 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular Home with Private Beach on Nantucket Sound! This beautiful and completely redone home boasts commanding views of Nantucket Sound from its superb and private location in Harwich Port. The home itself was completely renovated in 2013 and features 5 bedrooms all with private baths, 6 1/2...
    View all property information
    Location Information
    Harwich Port, Harwich 02646
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    405 Sea View Avenue1 / 64
    (1)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    Great vacation! House is beautiful! Michelle Sylvia was very easy to communicate with! Had a great time and will definitely rent again!!!
    See all reviews
    About this property
    Robert Paul Properties Luxury collection rental home. Located in desirable Osterville Village and just a few yards from the warm waters of Nantucket sound is your own private beach. This 4 acre luxury rental home also has a heated pool and hot tub. There is a main home that has six bedrooms [ 2...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 22
    Make Enquiry
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection. This comfortable Oyster Harbors rental home has been completely renovated and features expansive views of the golf course and a spectacular floor plan. The large kitchen with granite counters and custom cabinets open into the dining area and sitting room...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    8 Bedrooms, 7 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. On the beach! Stunning beachfront property on 1.21 acres of manicured rolling lawn. Updated in 2010 which included central air conditioning. The house is approximately 4,000 square feet of living space, all done up in granite, hardwood and...
    View all property information
    Location Information
    West Hyannisport, Cape Cod 02648
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 11
    Make Enquiry
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Wi-Fi
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Modern Masterpiece. Logic, art & nature harmonize in a striking bluff-top dwelling overlooking Cape Cod Bay. Located in Truro on the Outer Cape, this 21st Century-Modern beach home is warm & comfortable...bold & avant-garde. Clad in luminous red cedar, the home's horizontal, abstract lines...
    View all property information
    Location Information
    Truro, Cape Cod 02659
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Mary''s Way (#94883) ~ Truro Waterfront Property ~ Sleeps 18 Guests Thursday to Thursday ~ Spectacular 7 bedroom water front home, high in the dunes in Truro with everything your heart desires for a relaxing vacation, memorable celebration or corporate retreat. Drive up to the portico and your...
    View all property information
    Location Information
    Truro, Cape Cod 02666
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
    Make Enquiry
    Spectacular Waterfront Home - Oyster Pond 31&321 / 28
    (2)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    The house was incredible. I have rented homes across the world with our family, and we are extremely picky in terms of 1. Cleanliness 2. renovation/newness 3. Location 4...
    Reviewed 17 July 2014
    The units we rented at Oyster Pond exceeded our expectations. These two units (31 & 32) were very well appointed with TVs in every room, modern appliances, comfortable...
    See all reviews
    About this property
    OYSTER POND AT CHATHAM consists of 32 privately owned townhomes set on 17.5 acres on beautiful Oyster Pond in Chatham, Cape Cod, Massachussetts. Incredible four bedroom, five and a half bathroom double end townhouse with gorgeous direct water views of Oyster Pond. Townhomes 31 and 32 are rented...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upscale, Resort-like, Heated Pool/Spa, Sleeps 14 Peak Summer Weekly Rates: $13,500- $15,000 Rents Saturday to Saturday during peak season Linens Included NEW Listing for 2018! Your multi-generational or multi-family summer vacation has found its home. This is like having your own private...
    View all property information
    Location Information
    West Harwich, Harwich 02671
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Chatham Cape Cod Waterfront Vacation Rental (2683)1 / 36
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2017
    Chatham Vac Rentals is fantastic- very easy to work with and extremely responsive to client phone calls. Our Chatham house was beautiful!
    Reviewed 3 August 2017
    We stayed here for February vacation and loved every minute of it! The house is absolutely gorgeous with unsurpassed views from almost every room. The gourmet kitchen has...
    See all reviews
    About this property
    $13,500/week Peak Season (June 30 - August 31) $9,300/week for the weeks of (6/25 and 9/1) $7,900/week Shoulder Season (6/16 and 9/8) $6,900/week Shoulder Season (6/9 and 9/15) $6,200/week (before 6/9 and after 9/22) Spend your Chatham vacation in this beautiful 4 bedroom 4.5 bath home...
    View all property information
    Location Information
    Chatham, Cape Cod 02659
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    15 Riverside Way1 / 36
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Wi-Fi
    • Waterfront
    • Parking
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    We had a nice stay at riverside way with four families and kids aged 1-7. The dock and small beach is great, although the tidal nature of the beach makes it not usable for a...
    See all reviews
    About this property
    Robert Paul Properties Luxury collection rental home. Welcome to 'Coucher Du Soleil.' This exceptional property offers true seaside living with a private sandy beach, deep-water dock and commanding views of Bass River and Nantucket Sound beautifully designed to showcase the panoramic water vistas....
    View all property information
    Location Information
    West Dennis, Dennis 02670
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    10 Bedrooms, 8 Bathrooms, Sleeps 24 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orleans Estate (3 structures) with large heated pool, on Town Cove, Sleeps up to 24 Peak Summer Weeks from $24,500  Linens included Weddings not permitted on property   Please click on the 'Virtual Tour' to see a 3D tour of the home Please note:  This property rents Sunday to Sunday in summer for...
    View all property information
    Location Information
    Orleans, Cape Cod 02653
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 24
    Make Enquiry
    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cape Cod charm in every space of this home. This Osterville private compound has lots of living areas and expansive water views from both main home and boathouse. This Estate offers a beach, tennis court, hot tub and deep-water dock. Close to Osterville village and all it has to offer. There are...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 20
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $12,700/week Peak Season (June 30 - September 1) $8,600/week for the weeks of (6/23 and 9/1) $7,800/week Shoulder Season (6/16 and 9/8) $6,200/week Shoulder Season (6/9 and 9/15) $5,600/week (before 6/9 and after 9/22) This truly unique, custom built 5 bedroom, 4.5 bathroom home is just...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    30 Chestnut is a bright, charming home in a private, wooded location only steps from a rustic beach on Little Pleasant Bay, where you can take evening walks or explore the shoreline in our double kayak. This is a quiet, serene environment with a large patio where you can cook dinner on the grill,...
    View all property information
    Location Information
    East Orleans, Orleans 02653
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on its own point within exclusive and private Stage Island, this Chatham home offers both an idyllic setting and modern comforts. Enjoy stunning views over Stage Harbor throughout the home and direct water access from the private dock (boats under 20' can be brought and tied up for your...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
    Make Enquiry
    979 Sea View Avenue1 / 48
    (1)Very good
    11 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Grill
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Lands End where wonderful old world charm meets the beach out the back door. This 11 bedroom home with a private beach is perfect for a large gathering. Offering a tennis court and basketball hoop, a beach house on the sand with an enclosed outdoor shower, a deck for watching the...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 11 Bedrooms, 8 Bathrooms, Sleeps 20
    Make Enquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2018 Rental Rate (Cleaning Fee Included): In-Season: $12,950 per week Click for More Photos, Map, and Availability Calendar Fabulous home close to Lighthouse Beach! This gorgeous home offers two en-suite masters, and two more bedrooms, plus a bedroom and full bath in the apartment above the garage....
    View all property information
    Location Information
    Chatham, Cape Cod 2633
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Patio
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Two Week Inquiries Only This classic Cape Cod estate on Sakonet Road in Falmouth is a true five star gem. Graciously appointed, this home provides everything the most discerning renters are looking for. Featuring a top of the line kitchen, comfortable bedrooms and amazing ocean views, this...
    View all property information
    Location Information
    Falmouth, Cape Cod 02540
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Make Enquiry
    206 East Bay Road1 / 44
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2018
    I could tell from the online pictures that the view of the harbor from the house made for a quintessential "beach house". What I quickly grew to appreciate was also...
    See all reviews
    About this property
    Cape Cod waterfront home in Osterville. Magnificent sun-filled summer home with a private deep water dock on East Bay and a short walk from both beautiful Dowses Beach and from Osterville village for easy access to fine dining and quaint shops. A private retreat that offers panoramic views of the...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Parking
    • Hot Tub
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Enter the private gated community and once you arrive be surrounded by water in prestigious Oyster Harbors. This Shingle Cottage style home was built in 2004 and comes with a sandy beach area as well as amazing attention to details. Over...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    177 Long Beach Road1 / 34
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Grill
    • Waterfront
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    Excellent place to stay. The beach was very private and the house was fully stocked. I will book again.
    See all reviews
    About this property
    Picturesque beachfront home in Centerville. This charming and rustic five bedroom and three full and a half bath home is on the Nantucket Sound and includes your own private sandy beach right out the back door where you can sit back and soak up the sun. In the evenings, watch Cape Cod's beautiful...
    View all property information
    Location Information
    Centerville, Cape Cod 02632
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Parking
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury collection for Robert Paul Properties. Beautiful 5,000 Square Foot Direct Oceanfront Home on Cape Cod with over 200 Feet of Private Sandy Beach - overlooking Lewis Bay and Nantucket Sound - with Spectacular Sunsets - located on a 1.2 Acre Estate like setting ... The House has 4 Bedrooms...
    View all property information
    Location Information
    Yarmouth, Cape Cod 02673
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The casual elegance of this family compound features 6 bedrooms and 4 full baths in the main house. Enjoy either of the two outside showers, and the 3 outdoor decks that overlooks the water and beach. Immaculately decorated with Cape Cod charm, the open floor plan rolls from one beautiful serene...
    View all property information
    Location Information
    Harwich, Cape Cod 02646
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Enquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Patio
    • Parking
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Imagine enjoying morning coffee on your deck with a spectacular water view, rambling down the path to the beach and then paddling off to Cotuit Harbor and Sampson’s Island. Marvelous views through over-sized windows, access to a wraparound deck...
    View all property information
    Location Information
    Cotuit, Cape Cod 02635
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection. Location, Privacy and Quality combine to make this Osterville rental home truly spectacular! This exquisite home exemplifies a perfect blend of casual comfort and understated elegance. The grounds are meticulously maintained and encompass 2.69 acres to...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    9 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Patio
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1890, and known as 'The Judy Garland House' located in Hyannis Port – right in the thick of it all, adjacent to the Hyannis Port Yacht Club and Fortes Beach. Enjoy harbor views from the large wraparound porch and ocean views from the second floor. Walk to the beach right across the street,...
    View all property information
    Location Information
    Hyannis Port, Cape Cod 02601
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Extraordinary Waterfront Home with Private Beach in Harwich Port (linens included) 4 Bedroom, 2 full and 2 Half Baths Peak Summer Weekly Rates: $8,500- $11,000 Rents Saturday to Saturday during peak season.   Please click on the 'Virtual Tour' to see a 3D tour of the home Beautiful views abound...
    View all property information
    Location Information
    Harwich Port, Harwich 02646
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Sauna
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Orleans resort-style compound with heated pool & spa, fire pit and cabana (linens included) Peak Summer Weekly Rates: $16,900-$17,800  Rents from Sunday to Sunday during peak weeks Come enjoy Thanksgiving on the Cape! Sit by the fire pit after a wonderful family dinner. Please click on...
    View all property information
    Location Information
    Orleans, Cape Cod 02653
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Patio
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic views of Buzzards Bay from this exquisite vacation home. Private beach front and use of Gansett Association Beach on Quissett Harbor. Close to Woods Hole Village; restaurants, shops and ferries to Martha's Vineyard. From the moment you enter through the front door, you're greeted...
    View all property information
    Location Information
    Woods Hole, Falmouth 02543
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    01/01/18 - 06/22/18 $7,300 06/23/18 - 06/29/18 $8,000 06/30/18 - 08/31/18 $10,500 09/01/18 - 09/07/18 $8,000 09/08/18 - 12/31/18 $7,300 This beautifully renovated 1850 Antique home is literally just steps to Andrew Hardings Beach and Lighthouse Beach via a path directly across...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    14 Hallett Lane Chatham Cape Cod - Sand Simeon1 / 48
    (6)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    Wow! We were impressed from the moment we walked through the door. The home is quite large, very well appointed and was very clean. We met people there and the home was great...
    Reviewed 12 May 2017
    This home was perfect for our group! Great space to have the group all together but at the same time when rooms are spread out so the home doesn't feel crowded with large groups...
    See all reviews
    About this property
    Come stay at: Sand Simeon. Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home offering 6 bedroom 6.5 bathrooms.  Bonus: Linens (bed sheets and bath towels) are complimentary with this home for the Peak Summer Season. This luxury home is pet friendly with a private pool,...
    View all property information
    Location Information
    Chatham, Cape Cod 02633
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Cape Cod / Chatham HISTORIC FAMILY ESTATE1 / 8
    (2)Excellent
    9 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • Ocean Views
    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John Peale Bishop, a classmate and best friends at Princeton of F. Scott Fitzgerald and himself a famous writer and poet. The Gatsby sits on 1.3 acres in Chatham overlooking Nantucket Sound....
    View all property information
    Location Information
    South Chatham, Chatham 02659
    Holiday Rental House - 9 Bedrooms, 4 Bathrooms, Sleeps 20
    Make Enquiry
    Large water front property with dock1 / 31
    (3)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    We rented this house for a cousin/sister reunion. There were six of us and we were each able to have our own bedroom and private bathroom. The “great room” downstairs included...
    Reviewed 30 July 2017
    We attended a wedding in Wellfleet and vacationed the following week in the large house with the dock. Nine adult family members from Ireland, five adult family members from...
    See all reviews
    About this property
    This is a 5,000 sq ft home with 7 bedrooms and 6.5 baths. It has a large cooks kitchen and large dining area. It has a big back yard facing the water and a 150 foot dock that can be used for boats up to 40 feet long. It has views of Martha's Vineyard and washburn island. 5 of the bedrooms have on...
    View all property information
    Location Information
    Falmouth, Cape Cod 02536
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on Cape Cod Bay! Fantastic beachfront home with private stairway down to its own sandy shore of Breakwater Beach on Cape Cod Bay. This exquisite property is ideal for the larger gathering offering four levels of living. Beautifully yet comfortably appointed throughout with outstanding...
    View all property information
    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the privacy of this completely renovated 2 BR house on a 1/3 acre wooded lot at the resort known as Cape Cod Holiday Estates. The master bedroom features a queen sized bed and the second bedroom, two twin beds. There is also a den by day and a queen sized sleep sofa for sleeping at night...
    View all property information
    Location Information
    Mashpee, Cape Cod 02649
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Luxury Home - Steps to Sandy Beach1 / 29
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Balcony
    • Ocean Views
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2015
    I have rented many vacation homes online and this was by far my family's favorite. I highly recommend it to other families and couples. Looking at the ocean from the master...
    Reviewed 12 August 2013
    The house is in great shape for a rental property. Big, well appointed kitchen with a view of the water. Big deck with a big grill overlooking the water. Nice fenced in yard for...
    See all reviews
    About this property
    Just steps to the private association access to Yarmouth's incredible south shore sandy beach, stands this beautifully renovated four bedroom, 2 1/2 bath Cape with Central Air. The heart of the home is the large great room/ kitchen which offers views of Nantucket Sound from the abundant use of...
    View all property information
    Location Information
    South Yarmouth, Cape Cod 02664
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    7 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located direct on the ocean on Menauhant Road, this 7 bedroom, newly renovated home is everything you are looking for in a vacation rental. Sleeping 19 people comfortably, you will find no lack of amenities at this property. Every bedroom has a large flatscreen television. A hot tub overlooking...
    View all property information
    Location Information
    Falmouth, Cape Cod 02536
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 19
    Make Enquiry
    13 Bedrooms, 8 Bathrooms, Sleeps 23 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the desirable Falmouth Heights just a few yards from the warm waters of Vineyard Sound on Falmouth Heights Beach, this former B&B offers the charm of yesteryear with modern amenities every vacationer seeks and enjoy. Boasting 13 bedrooms and 8 Baths, breathtaking views, a large upper...
    View all property information
    Location Information
    Falmouth, Cape Cod 02540
    Holiday Rental House - 13 Bedrooms, 8 Bathrooms, Sleeps 23
    Make Enquiry
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Parking
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection rental home. Oyster Harbors gem with first and second floor master suites, an open floor plan and private backyard oasis! Situated on 1.36 acres, this large five bedroom, six bath home is the perfect Cape Cod vacation destination spot. . A pool cabana with...
    View all property information
    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Glorious Cotuit harbor front property! This one of a kind, dramatic and spacious home boasts a prime waterfront and village location. Tucked off Main Street and sited on one acre, the property overlooks spectacular harbor views and Nantucket Sound beyond. There are views from most rooms and the...
    View all property information
    Location Information
    Cotuit, Cape Cod 02635
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1
    List your property
    Owner log in