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Menemsha Rentals with Pools

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    Don't let other travelers get your favorite Menemsha area vacation rental. You're so close to securing your perfect getaway. Book today.
    15 Matching Rentals in the Menemsha AreaView all 124 rentals
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    The following rentals are within 5 miles of Menemsha.
    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to a wonderful West Tisbury retreat. A casual beach cottage with a beautiful view, beach, private in-ground pool and a shared tennis court. All four bedrooms have their own private bath and deck. Amenities include Bose entertainment center with five speaker surround sound in living room,...
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    West Tisbury, Martha's Vineyard 02575
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    West Tisbury
    5 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely home with a pool located in West Tisbury. There are four bedrooms on the second floor and one bedroom on the first floor with a daybed. Enjoy the cozy living room/dining room that open to the backyard. There is a well stocked kitchen to make all your wonderful island meals. The...
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    West Tisbury, Martha's Vineyard 02539
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 7
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    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed and built by one of the island premier firms and tucked in the exquisite community of homes known as Deep Bottom, this gracious home is sited on 2.78 acres with gorgeous views across the Deep Bottom pond and meadows. Adding to the serenity of this bucolic setting you will view horses in...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the ultimate in indoor/outdoor living in a beautiful new property on over 3 acres in exclusive Deep Bottom Pond with heated pool 18 x 40' lap pool. Step from the interior of the house out onto the raised bluestone patio with seating and dining areas and step down onto the lush lawn...
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    West Tisbury, Martha's Vineyard 02568
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    West Tisbury
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary home in Deep Bottom area of West Tisbury. This gracious home with pool and patio overlooks the open meadow land that is deep bottom. The home is professionally landscaped and there is a large patio area surrounding the pool. The detached pool/guest house hosts bedroom number 5 on the...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MVVR Exclusive: Gorgeous all newly updated 4 bedroom home, privately tucked away in the Long Point Beach area of West Tisbury a family friendly community of lovely homes and only minutes away from the Beach on the south side, Alley’s General Store, Morning Glory Farm and downtown Edgartown, Oak...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two-car garage, bunkhouse; tennis court and in-ground heated lap pool located on Menemsha Inn Road in the Town of Chilmark. The...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Enjoy the 'play' pool which is 4 feet deep and nice to relax in on a beautiful sunny vineyard day. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with spacious grounds bordered by perennial beds and mature plantings. Families will enjoy the large...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite you to make the most of summer living. \n Amenities and Features include...\n...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    WOODJ - Gorgeous Retreat, Pool 18 X 36', Lush Landscaped Yard, Expansive Deck an1 / 30
    (2)Terrible
    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather your family, this gorgeous 5 bedroom home offers all one could want in a vacation home on the Vineyard. Resort like outdoor amenities assure that you will relax before after a day at the beach. Kids will love the pool, parents will appreciate the private and spectacular grounds surrounding...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy luxury living in this beautiful home set on 3 acres in Deep Bottom Pond. There is an open concept layout with lots of light. The French doors lead out to the deck and pool area for that indoor/outdoor feeling. There are four en-suite bedrooms with three on the 1st floor and a master...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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