Martha's Vineyard Vacation Rentals - Homes with Pools

Properties Available 131 properties available
BR1 Queen, 1st floorHall bath shower stall, 1st floorBR2 King en suite separate tub and shower, 2nd floorBR3 Queen, 2nd floorBR4 (2)Twin beds, 2nd floorHall bath tub/shower, 2nd floorBR5 (2)Twin beds with tv, above garage(access from main staircase)
West Tisbury 1098
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$10,800.00 - $17,000.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full Bath
Sleeps sleeps 10
West Tisbury 1098
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home i... Read More
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BR1 King En Suite with Shower Stall, First FloorBR2 Queen & Twin Bed En Suite with Shower Stall, Second FloorBR3 Queen En Suite with Shower Stall (only bedroom with no A/C ), Second FloorBR4 (2) Twin Beds, First FloorHall Bath with Shower Stall & Tub, First FloorPowder Room, Poolhouse
West Tisbury 100035
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$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
West Tisbury 100035
A spectacularly serene estate, contemporary design with Japanese influence, reflecting the surrounding landscape and accents from travels around the w... Read More
June 2025
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1 2 3 4 5 6 $15,000 7
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July 2025
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    1 2 3 4 $20,000 5
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BR1 King Bedroom, en-suite, with attached sitting are with a flat-screen TV. Main floor BR2 Queen Bedroom, en-suite, flat-screen TV, Second Floor BR3 Queen Bedroom, en-suite, Second Floor BR4 (2)Twins, en-suite, Second Floor Additional Sleeping alcove with a Twin Day bed, Second Floor
Edgartown 591
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$15,000.00 - $30,000.00 / per week + taxes and fees
Beds 4 beds
Baths 5 Full Bath
Sleeps sleeps 9
Edgartown 591
Imagine indulging in luxury in this stunning four-bedroom Katama home, located about a mile away from downtown Edgartown and two miles from South Beac... Read More
June 2025
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1 2 3 4 5 6 $20,000 7
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July 2025
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    1 2 3 4 $22,000 5
6 7 8 9 10 11 $25,000 12
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BR1 King Ensuite with Shower, First Floor BR2 King Adjoining Bath with Shower with Parlor, First Floor BR3 (3) Twins Ensuite with Tub/Shower, Second BR4 King Ensuite with Shower, Lower Level Additional Sleeping: Daybed, Parlor, First Floor Full Bath with Steam Shower and Sauna, Lower Level. Powder Room, First Floor Powder Room, Pool House.
Edgartown Downtown 18
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$22,000.00 - $35,000.00 / per week + taxes and fees
Beds 4 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 18
This stunning new 4-bedroom home offers the perfect blend of elegance, comfort, and convenience. Nestled in a desirable location, you'll find yourself... Read More
June 2025
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1 2 3 4 5 6 $25,000 7
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BR1 King En Suite with Shower Stall and Tub, First FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorBR4 Queen, Second FloorPowder Room, First Floor
Chilmark 2001
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Pet Friendly
$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Chilmark 2001
Vacation bliss awaits in this brand new four bedroom home with a pool in Chilmark. Enjoy the quiet luxury of Up-Island in this sophisticated contempor... Read More
June 2025
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1 2 3 4 5 6 $15,000 7
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    1 2 3 4 $20,000 5
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BR1 King primary en suite tub and shower and 40" flat screen HDTV, 1st floorHalf bath, 1st floorBR2 King en suite with shower stall and 40" flat screen HDTV, 2nd floorBR3 Queen en suite with tub/shower and 32" flat screen HDTV, 2nd floorBR4 (2)Twin beds 32" flat screen HDTV, 2nd floorHall bath with shower stall, 2nd floorBR5 (2)Twins first floor, h
Edgartown Katama 522
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$10,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 522
Approximately .05 miles from the heart of downtown Edgartown. This beautifully designed and elegantly furnished five bedroom coastal farmhouse offers ... Read More
June 2025
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BR1 King En Suite with Shower Stall & Tub, Second FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 (2) Twin beds En Suite with Tub Shower Combo, Second Floor BR4 (2) King Beds, Lower LevelPowder Room, First Floor
Edgartown Katama 603
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$12,500.00 - $15,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 603
Beautiful Katama home with everything you need for the perfect summer vacation! The interior has an open floor plan centered around a beach stone fire... Read More
June 2025
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1 2 3 4 5 6 $12,500 7
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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
Hot HOT 10
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
June 2025
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BR1 King En Suite with Shower Stall and Tub, First FloorBR2 (2) Twin Beds En Suite with Shower Stall, First FloorBR3 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorBR4 Double, Second FloorPowder Room, First Floor
Edgartown Katama 7117
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$6,000.00 - $17,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown Katama 7117
A well-appointed post and beam structure, in the sought-after neighborhood of Katama is waiting just for you. As you are greeted from the front porch,... Read More
June 2025
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1 2 3 4 5 6 $9,800 7
8 9 10 11 12 13 $9,800 14
15 16 17 18 19 20 $11,500 21
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BR1 Queen Bedroom, en-suite Second Floor, BR2 Queen Bedroom, en-suite Second Floor, BR3 Bunk Beds with extra long mattresses, Second Floor.
Edgartown 7767
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$7,000.00 - $12,000.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown 7767
Enjoy your summer vacation in this wonderfully charming three bedroom colonial style home with an in-ground heated pool. It is situated at the end of ... 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 Queen en suite with tub/shower and sliders out to deck, 1st floorBR2 Queen, 1st floorHall bath with tub/shower, 1st floorBR3 Queen and (2)Twin beds en suite with tub/shower, 2nd floorHalf bath, 2nd floorBR4 Queen en suite with shower stall and sliders out to deck, 3rd floorAll bedrooms with flat screen tv's.
Edgartown Katama 536
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$8,000.00 - $18,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 536
Katama area of Edgartown with saltwater pool and close to south beach...what more could you ask for with this spacious tri-level contemporary four be... Read More
June 2025
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1 2 3 4 5 6 $8,500 7
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