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Osterville House Rentals

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    Travellers to Osterville are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    52 Matching Rentals in OstervilleView all 53 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Captain Jacks Make this cute and cozy family home your next Cape Cod destination! Head out to the back deck and do some grilling in warm weather, have fun in the large yard, or stay indoors and enjoy a movie on the flatscreen TV in the living room. This home has everything you need for the perfect...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 20
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    Robert Paul Properties Luxury collection rental home. Welcome to Osterville! This spacious newly renovated rental property is located in the gated community of Oyster Harbors with a heated infinity pool, spectacular water views of West Bay and a private dock. Drink your coffee on the terrace,...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Stroll to the village from this lovely three bedrooms, three full bath home. Large open floor plan on first level with kitchen, dining, living room, bedroom and full bath. Go upstairs to two more bedrooms and two additional full baths. There is central air for your comfort as well as a...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    146 Hollingsworth Road1 / 38
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 8 August 2019
    Perfectly located with a short walk to town and beach. House was decorated in such a beautiful way that made the second we walked in such an enjoyable experience. Very...
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    About this property
    Best of both worlds, close to Dowses Beach and walk to Osterville village. First floor has large open space with eat-in kitchen, dining area, fire placed living room, half bath, laundry and master bedroom with king bed ensuite. Walk up to the second floor for three more bedrooms and a full bath...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Less than a mile to the heart of Osterville and one mile to Dowses Beach, this location is perfect! This lovely, light and bright home is filled with Cape Cod style! Large open kitchen and dining area as well as a comfortable den with TV. Three bedrooms on the first floor as well as a full bath...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Designer home with luxury touches and all on one level. Large open floor plan with comfortable living room that opens to the gourmet kitchen, dining area and half bath as well as laundry. King master / en-suite bath with soaking tub and steam shower. Second bedroom has two queen beds and en-suite...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Quick drive to Beautiful Dowses BEACH! BEACH PASS PROVIDED! Newly remodeled lovely vacation home!! EXCITING and NEWLY remodeled Open Concept three bedroom, 1.5 bath ranch with central A/C, Wi-Fi, and a beautifully appointed new kitchen that includes a large breakfast bar,dining area with slider to...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Elf Hill Cottage is comprised of two double bedrooms, a third bedroom with two twin beds and a daybed for a child, two full bathrooms, a living room, dining room and sun room. There is an automatic garage. The house has been freshly painted, has hardwood floors upstairs and down, and is...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    77 Spice Lane1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 9 July 2019
    This was our second year renting 77 Spice Lane and we couldn’t be happier about our experiences! The house is beautiful both inside and out with incredible amenities. Outside...
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    About this property
    Charming three bedroom home in Osterville with an open floor plan. First floor master with an en-suite bath, spacious dining room, three-season glassed sun room overlooking a fully fenced yard. The two additional large bedrooms share the upstairs bathroom. This home also offers central air and the...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Robert Paul Properties rental home located in the heart of Crosby Town (North Bay Marina area) perfect summer vacation spot. Spacious kitchen and family room with TV as well as dining area on the way to the living room. 1st floor half-bath/laundry as well as the master bedroom and full bath....
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This is the most charming and updated cottage in the 'village' that you will find! Just 1 block to all Osterville shops and restaurants. This stunning two bedroom gem is totally turn key with custom and designer details throughout. The pictures say it all! central air, gas fireplace, hardwood...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    You get home from one of the beaches the complimentary beach pass allows you to visit, then washing off the sand in your enclosed outdoor shower. Relax on the sun splashed outdoor deck with your guests while enjoying a cold refreshing beverage and a delicious meal prepared on the gas grill. In the...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Sit by the heated pool and relax after a day at Dowses beach or take a stroll to Osterville village. This classic Cape Cod home is situated in the heart of Wianno on a secluded and lushly landscaped approx. acre of land. Great deck for entertaining stretching along the back of the house with gas...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    31 Eel River Road1 / 22
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Reviewed 12 June 2018
    We rented here for 2 weeks and loved it. Quintessential Cape Cod! Walking distance to the quant village with lots of cute shops and restaurants. The back porch was perfect for...
    Reviewed 4 April 2018
    What else does one have to say, we had a great stay! With West Bay views, access to the bay, a nice yard and walking to the Crosby's Boat Yard and Osterville village...
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    About this property
    Enjoy sunsets from this charming Cape Cod rental overlooking West Bay with a deeded path for easy access to the water. A comfortable seaside home which is perfectly configured for summer time fun! This four bedroom 3 1/2 bath home is perfectly located in the heart of Wianno and within walking...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    94 Waterfield Road1 / 19
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 13 August 2019
    My family and I had a wonderful time staying here. There is plenty of space and the backyard and deck were put to great use. It is pindrop quiet and the kitchen is very well...
    Reviewed 1 April 2018
    We've have used this house several times in different seasons and we always had a perfect experience! The house is conveniently located just minutes from charming Osterville...
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    About this property
    Close to Osterville village and Joshua's Pond, this charming rental home has four bedrooms including a master suite with full bath on second level and three bedrooms and a full bath on first floor. Living room, family room and eat-in kitchen. There is a spacious deck off the kitchen, outdoor shower...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    206 East Bay Road1 / 44
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    Reviewed 31 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...
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
    405 Sea View Avenue1 / 64
    (3)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks ago
    I cant say enough about the rental home we stayed at. It was clean, spacious and well stocked for family fun. There are 10 bedrooms, pool and a private beach. All close to...
    Reviewed 5 weeks ago
    Our family stayed at this property for five weeks this summer and had a blast! The property is spacious and very nicely furnished, with both the third floor and the cottages...
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    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 [ 18X36 } and hot tub. The Main home has six bedrooms [ 2...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 22
    17 Indian Trail1 / 51
    (1)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2019
    I rented this property for a family gathering of 19 people for a week in August. The property is stunning, 7 acres of house, gardens, tennis court on the water in Osterville...
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    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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 1
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Oyster Harbors Classic Cape Retreat & Guest Cottage- Located on Oyster Harbors, a private island in a gated community with 24 hour security, one of Osterville's premier neighborhoods. This 1926 home features a newly renovated kitchen ( 2016) with all new appliances. Also includes first floor master...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
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    About this property
    Welcome to what we affectionately refer to as 'The Black Pearl,' a vintage home located in one of the Cape's most coveted locations. Oyster Harbors is a private island only accessible to residents, club members & guests! A deep water dock with access to fast water in minutes. Enjoy views of...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    979 Sea View Avenue1 / 49
    (1)Very good
    11 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    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, Sit on the beach deck for...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 11 Bedrooms, 8 Bathrooms, Sleeps 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Welcome to the Windmill house...…. Wonderful Osterville location just steps to the Marina is known as the 'Windmill House.' This stunning three bedroom, three full bath home is nicely appointed with a soaring two story living room with flat screen TV, and French doors to a private outdoor patio....
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Cape Cod home in the heart of the village! Lovely brand new to rental market home with resort heated pool and stunning area in back yard. Home has first floor bedroom, living room, powder room, kitchen, and dining room, The 2nd floor features two charming bedrooms and a full bath....
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Located in the heart of Osterville in desirable Wianno Circle. This four bedroom two full bathroom home with a great open floor plan is ready for your summer vacation. Features include hardwood floors, skylights, fireplace and a spacious family room with TV. Second sitting room in second level as...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    344 Bridge Street1 / 45
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Reviewed 29 July 2018
    This brand new home is located in a beautiful are and easily in walking distance to the bay, close to the marina, and in town restaurants and shopping. The home was...
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    About this property
    New construction with 9 foot ceilings. This stunning Osterville rental home has spared no detail in comfort and luxury. Gourmet kitchen and seating area overlooks great back yard with seating on deck and fire pit. First floor en-suite master with queen bed, fireplace living room with TV and powder...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    HIGHLIGHTS Enjoy your Cape Cod vacation from this comfortable home conveniently located in the Osterville Woods neighborhood in the quaint Village of Osterville. Two King Master Bedrooms plus two Family Bedroom(s), Central A/C, Outdoor Shower, Barbecue Grill, and Barnstable Beach Pass. This...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    About this property
    This stunning waterfront home sits on a small bluff overlooking Cotuit Bay, Sampson's Island (Deadneck), and Martha's Vineyard on a clear day. Easy access to its own private beach and a deep water dock can accommodate boat 40+ feet with electrical hook-up. There are kayaks, a paddleboard and...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    271 Westwind Cir1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 23 July 2019
    We absolutely loved this rental home!!! Well maintained. Loved the finished basement, including a pool table, and back deck with grill. Also had a hammock in the big back yard...
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    About this property
    3 Bedroom Home in Osterville! Beautiful home with great back yard and expansive deck. 3 bedrooms and 3 full baths, this home also offers a full walkout finished basement with pool table and living room! Laundry on site as well. Window A/C units for those hot summer days. Bring the whole family,...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests are sure to enjoy a memorable vacation in this family friendly 3 bedroom/2 bath residence. The property has Central Air Conditioning, washer/drier, and owners provide Beach Pass. The master bedroom has a king-sized bed, and the remaining bedrooms are furnished with full-sized beds and...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. This beautiful five bedroom home is nestled on a private three acre lot in the desirable area of Seapuit, close to Osterville village center. The exterior is highlighted by lush landscaping and a stunning heated swimming pool and pool house...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    154 Scudder Road1 / 35
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2018
    This home was beautiful and so well appointed. Everything was very well done. Best stocked kitchen I have seen in a rental. Lots of platters, wine glasses, great dishes etc...
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    About this property
    This home has been totally renovated from top to bottom. Walk into a large open kitchen and seating area with TV that leads to a glass porch with couch and another TV overlooking a large yard and patio with built in gas grill. Back inside on the first level is living room, office, powder...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    6 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
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    • 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Grill
    • 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...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    140 Ice Valley Road1 / 37
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    What a fantastic house! It is beautiful, yet comfortable and liveable, and has great indoor and outdoor space, with everything you could want for wonderful stay. We especially...
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    About this property
    Robert Paul Properties Luxury Collection. Large family home with heated pool in desirable Osterville setting. First floor has open layout Gourmet kitchen with dining area leading out to deck, yard and pool, as well as two office areas, formal dining room, large living room and master suite with...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wake up in the morning and walk out onto the porch for your morning coffee or take a short stroll to the beach. Recently renovated all while keeping the charm. Five bedrooms and three full baths as well as a powder room. Plenty of rooms for all to relax and enjoy, All while being close to all the...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Patio
    • Cable/satellite TV
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom, two and a half bath rental is located in the highly desirable Oyster Hills neighborhood of Osterville. Lovingly perched in an area that will give you easy access to the best that Osterville has to offer. Several beaches, including famous Craigville Beach and Dowses Beach, are...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    9 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection Rental home. Feel truly swept away in Old Cape Cod charm and nostalgia at this quintessential coastal estate. Situated on the banks of Seapuit River, between Cotuit and West Bays, you are arguably by the three nicest bodies of water Nantucket Sound has to...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW to Osterville rental market. This well appointed comfortable home is close to area Dowses Beach and Osterville Village. First floor bedrooms and full bath as well as open layout kitchen, dining area and living room. Second floor has two bedrooms and a full bath. Outdoor shower and deck...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    87 Seapuit Road1 / 43
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2019
    This was an excellent house for our group of 7 (3 adults, 4 kids aged 4 - 13). With 7 bedrooms, 6 baths, 3 living areas, there was plenty of room to spread out when we wanted...
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    About this property
    Robert Paul Properties Luxury collection rental home. Enter the private drive towards your Cape Cod rental home. This stunning seven-bedroom home has a lot to offer for your summer vacation. Walk into the foyer to large open floor plan including, eat in Gourmet kitchen, with second additional...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    38A Blossom Avenue1 / 18
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This house is fantastic. Decorated in great taste, comfortable, bright, and all appliances and bathrooms are like new. Bedrooms and living areas sooo comfortable. Location is...
    Reviewed 22 July 2019
    This home was beautifully decorated with all the amenities of home: Sonos, big screen tv, outdoor grill, Nepresso Coffee maker, Tempurpedic master king bed and a large closet...
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    About this property
    Robert Paul Properties rental home. Walk to town for dinner or a short drive to area Dowses beach. Brand new to rental market and extremely well appointed home in Coastal Osterville Village. First floor has new gourmet kitchen, bedroom, living room as well as full bath and powder room....
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    Osterville, Cape Cod 02655
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLAGE VACATION HOME WITH BEACH PASS! PRIME WEEKS STILL OPEN ! HURRY! NEW OFFERING! Right off of the charming main street village of Osterville is this BEAUTIFUL REMODELED VACATION HOME . This is a wonderful opportunity to be south of Route 28 near the warm waters and sandy BEACHES of NANTUCKET...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Patio
    • Waterfront
    • Cable/satellite TV
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular three bedroom Nantucket style cottage, fronting for 500' on the waters of Warrens Cove. This pristine, year-around home has been newly renovated with meticulous detail. The property has two decks, expansive waterviews, overlooking a 40 foot fishing pier adequate for handling a 36'boat...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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