Martha's Vineyard Vacation Rentals - Homes with Pools

Properties Available 135 properties available
BR1 King En Suite with Shower Stall, First FloorBR2 Queen, First FloorHall Bath with Shower Stall, First FloorBR3 Queen, First FloorHall Bath with Shower Stall, First FloorBR4 (2) Twin Beds, First FloorLaundry, First Floor
Chilmark 2008
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$4,800.00 - $13,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Chilmark 2008
Bright and airy single level four bedroom Chilmark home with its own private spa pool (4 ft deep) especially great for kids and exercise enthusiasts. ... Read More
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BR1 King bed, main floor. en-suiteBR2 King bed, second floor, en-suiteBR3 King, second floor, en-suiteBR4 Queen bed, second floor, en-suite BR5 (2) Twin beds en suite, second floor
Edgartown Katama 601
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$35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 7 Full Bath
Sleeps sleeps 10
Edgartown Katama 601
Stunning and immaculate 4500 square foot, 5 bedroom, custom Field Club home is waiting for your enjoyment. There are two master suites, one located o... Read More
June 2025
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BR1 King, 1st floorHall bath with shower stall, 1st floorBR2 (2)Twin beds, 2nd floorBR3 (2)Twin beds, 2nd floorBR4 Queen, 2nd floorHall bath with tub/shower, 2nd floorHalf bath, 1st floor
Edgartown Downtown 42
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$19,500.00 - $25,000.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown Downtown 42
A taste of Chilmark in Edgartown - Stunning four-bedroom, 2 1/2 bath vacation home in the center of Edgartown Village, on a quiet cul-de-sac that is ... Read More
June 2025
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August 2025
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10 11 12 13 14 15 $22,500 16
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BR1 King En Suite with Tub & Shower, First FloorBR2 King En Suite with Shower Stall, Second FloorBR3 (2) Twin Beds with Trundles En Suite Shower Stall, Second FloorBR4 (2) Twin Beds with Trundles En Suite Shower Stall, First FloorPowder Room, First Floor
Edgartown Katama 7023
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$7,350.00 - $15,225.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 12
Edgartown Katama 7023
Perfect Katama home waiting for you to create your lasting vacation memories! This superior location suits every family member. You are a block away f... Read More
June 2025
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BR1 (2) Twins, 1st floorHall bath with tub/shower, 1st floorBR2 Queen, 1st floorHalf Bath, 1st FloorBR3 King en suite w/ shower stall, 2nd floorBR4 King en suite w/ shower stall BR5 King, 3rd FloorHall Bath w/ Shower Stall, 3rd Floor
Edgartown 587
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Pet Friendly
$7,000.00 - $12,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown 587
Enjoy a getaway with family or friends and settle in to this cozy, spacious, Martha's Vineyard home. Two private 1st floor bedrooms share a bathroom a... Read More
June 2025
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BR1 King En Suite with Shower Stall, First FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 Double, Second FloorBR4 (2) Twin Beds, Second FloorHall Bath with Tub Shower Combo, Second FloorBR5 (2) Twin Beds, Second FloorHall Bath with Shower Stall, First FloorPowder Room, First Floor
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West Tisbury 100055
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$14,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
West Tisbury 100055
Experience this equestrian lover's dream home. This magnificent and meticulously maintained property features a spacious layout with an attached horse... Read More
June 2025
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BR1 King en suite with jacuzzi tub and shower, 1st floorBR2 King en suite with tub/shower, 2nd floorBR3 King en suite with tub/shower, 2nd floorBR4 (2)Queen beds en suite with tub/shower, lower level
Oak Bluffs 8107
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$2,800.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 7 Full Bath
Sleeps sleeps 10
Oak Bluffs 8107
Stunning waterfront home on the Lagoon with a private pool. You feel like you are wondering into paradise when you enter the front door. Truly a Vin... Read More
June 2025
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Main house bedrooms all on second floor. BR1 King with private bath with shower, BR2 Queen with private bath with tub and shower, BR3 (2) Twin beds, BR4 (2) Twin beds, BR3 and 4 share hall bath with tub and shower. Pool house BR5 King with private bath with shower on second floor.
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Edgartown Katama 7182
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$15,000.00 - $40,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Edgartown Katama 7182
Upon entering the premier entrance of this prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye... Read More
June 2025
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1 2 3 4 5 6 $20,000 7
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BR1 King en suite with separate tub and shower, 2nd floorBR2 (2)Twin beds en suite with tub/shower, 2nd floorHalf bath, 1st floorLaundry facilities, 1st floor
Vineyard Haven 922
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$4,250.00 - $5,800.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 4
Vineyard Haven 922
Classic, custom built Tashmoo Cove two bedroom condo is located in a most sought after area of Vineyard Haven on Martha's Vineyard. This beautifully m... Read More
June 2025
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BR1 Queen primary en suite tub and shower with sitting area, 1st floorBR2 Queen en suite shower, 2nd floorBR3 king en suite tub/shower, 2nd floorBR4 Queen en suite shower, 2nd floorBR5 Queen en suite shower, 2nd floorHalf bath, 1st floorLaundry off kitchen, 1st floor Guesthouse:(Separate private entrance & parking with kitchen, living area and sun
Edgartown Downtown 35
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$25,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 35
This elegant Village estate will transition you to island life the moment you enter the property. The perfect social house for you and your family to ... Read More
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BR1 King en suite, 1st floorBR2 Queen en suite, 2nd floorBR3 Queen (CordaRoy double, as seen on Shark Tank), 2nd floorBR4 (2)Twin beds with trundlesHall bath, (Adjoining) 2nd floor All mattresses are organic low voc mattresses from the company Saatva.
Edgartown Downtown 608
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$10,000.00 - $25,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 608
Stunning, newly constructed home with everything you could want for a carefree vacation! Located in downtown Edgartown's newest neighborhood, this hom... Read More
June 2025
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1 2 3 4 5 6 $10,000 7
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BR1 Queen en suite jacuzzi tub and shower stall, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 Queen, 2nd floorHall bath tub/shower, 2nd floorAbove garage apartment:BR4 Queen and (2)Twin beds en suite shower and kitchenetteTV's in all bedrooms
Vineyard Haven 1223
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$6,500.00 - $8,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Vineyard Haven 1223
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The main floor includes a f... Read More
June 2025
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