Newly Listed Homes

Properties Available 6 properties available
Comfortable and conveniently located just one mile from downtown and Inkwell Beach, this three-bedroom home is the perfect island getaway. The primary bedroom features a private half bath, while the two additional bedrooms share a full hall bath. Enjoy a bright living area, fully equipped kitchen, and spacious deck for outdoor dining and relaxation
Hot HOT 18
Oak Bluffs 8128
Oak Bluffs 8128 2
Oak Bluffs 8128 3
Oak Bluffs 8128 4
Oak Bluffs 8128 5
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$2,000.00 - $4,500.00 / per week + taxes and fees
Beds 3 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8128
Comfortable and conveniently located just one mile from downtown and Inkwell Beach, this three-bedroom home is the perfect island getaway. The primary... Read More
June 2027
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July 2027
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        1 2 $3,500 3
4 5 6 7 8 9 $3,500 10
11 12 13 14 15 16 $3,500 17
18 19 20 21 22 23 $3,500 24
25 26 27 28 29 30 $3,500 31
August 2027
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1 2 3 4 5 6 $4,500 7
8 9 10 11 12 13 $4,500 14
15 16 17 18 19 20 $3,500 21
22 23 24 25 26 27 $2,500 28
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Escape to this stunning rental home nestled in the desirable Dodger's Hole development, where you can enjoy the tranquility and natural beauty of the State Forest trails right in your backyard. This contemporary saltbox home boasts a meticulously maintained interior with a casual and spacious floor plan. The living room features a soaring cathedral
Edgartown 7811
Edgartown 7811 2
Edgartown 7811 3
Edgartown 7811 4
Edgartown 7811 5
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$5,500.00 - $8,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 7811
Escape to this stunning rental home nestled in the desirable Dodger's Hole development, where you can enjoy the tranquility and natural beauty of the ... Read More
June 2027
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    1 2 3 4 $5,500 5
6 7 8 9 10 11 $5,500 12
13 14 15 16 17 18 $5,500 19
20 21 22 23 24 25 $5,500 26
27 28 29 30      
July 2027
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        1 2 $7,000 3
4 5 6 7 8 9 $7,000 10
11 12 13 14 15 16 17
18 19 20 21 22 23 $7,000 24
25 26 27 28 29 30 $8,000 31
August 2027
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1 2 3 4 5 6 $8,000 7
8 9 10 11 12 13 $7,300 14
15 16 17 18 19 20 $7,300 21
22 23 24 25 26 27 $7,000 28
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This farmhouse is conveniently located in the Dodgers Hole neighborhood. Enjoy being just a short drive downtown Oak Bluffs, Edgartown, and Vineyard Haven, providing easy access to beaches, shopping, dining, and island attractions. The first floor features hardwood flooring throughout and an open-concept kitchen and dining area, creating an invitin
Hot HOT 19
Edgartown 730
Edgartown 730 2
Edgartown 730 3
Edgartown 730 4
Edgartown 730 5
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$4,500.00 - $11,500.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 730
This farmhouse is conveniently located in the Dodgers Hole neighborhood. Enjoy being just a short drive downtown Oak Bluffs, Edgartown, and Vineyard H... Read More
June 2027
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    1 2 3 4 $5,500 5
6 7 8 9 10 11 $6,500 12
13 14 15 16 17 18 $4,500 19
20 21 22 23 24 25 $5,500 26
27 28 29 30      
July 2027
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        1 2 $6,000 3
4 5 6 7 8 9 $5,500 10
11 12 13 14 15 16 $5,500 17
18 19 20 21 22 23 $11,500 24
25 26 27 28 29 30 31
August 2027
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1 2 3 4 5 6 7
8 9 10 11 12 13 $11,500 14
15 16 17 18 19 20 $7,000 21
22 23 24 25 26 27 $7,000 28
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Located in the desirable East Chop area of Oak Bluffs, just a short distance from town, this stunning waterfront 4-bedroom, 3-bath home has been beautifully renovated and thoughtfully updated throughout. Fully equipped with all new furnishings and amenities, this exceptional Island retreat offers breathtaking water views from almost every room. Exp
Hot HOT 22
Oak Bluffs 8093
Oak Bluffs 8093 2
Oak Bluffs 8093 3
Oak Bluffs 8093 4
Oak Bluffs 8093 5
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$6,000.00 - $18,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8093
Located in the desirable East Chop area of Oak Bluffs, just a short distance from town, this stunning waterfront 4-bedroom, 3-bath home has been beaut... Read More
June 2027
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    1 2 3 4 $6,000 5
6 7 8 9 10 11 $8,000 12
13 14 15 16 17 18 $10,000 19
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July 2027
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        1 2 $15,000 3
4 5 6 7 8 9 $15,000 10
11 12 13 14 15 16 $16,000 17
18 19 20 21 22 23 $17,000 24
25 26 27 28 29 30 $18,000 31
August 2027
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1 2 3 4 5 6 7
8 9 10 11 12 13 $18,000 14
15 16 17 18 19 20 $16,000 21
22 23 24 25 26 27 $12,000 28
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Dramatic views! Enjoy the perfect vacation spot for all families. Located on the Barnes Road side of the Lagoon, this single level, 3 bedroom home includes a small beach, and dock. Newly updated with many amenities such as split unit AC, gas grill, spacious deck, Adirondack chairs, enclosed shower and a full outside dining area. The staircase down
Hot HOT 11
Oak Bluffs 8032
Oak Bluffs 8032 2
Oak Bluffs 8032 3
Oak Bluffs 8032 4
Oak Bluffs 8032 5
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$7,000.00 - $13,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8032
Dramatic views! Enjoy the perfect vacation spot for all families. Located on the Barnes Road side of the Lagoon, this single level, 3 bedroom home inc... Read More
June 2027
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    1 2 3 4 $7,000 5
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July 2027
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        1 2 $10,000 3
4 5 6 7 8 9 10
11 12 13 14 15 16 $10,000 17
18 19 20 21 22 23 $13,000 24
25 26 27 28 29 30 31
August 2027
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1 2 3 4 5 6 7
8 9 10 11 12 13 $13,000 14
15 16 17 18 19 20 $12,000 21
22 23 24 25 26 27 $7,000 28
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Enjoy this beautifully renovated (2026) Katama retreat, ideally located just a 15-minute walk from downtown Edgartown and a 10-minute bicycle ride to South Beach. Filled with natural light, the open-concept living, dining, and kitchen area features soaring ceilings and creates a bright, welcoming space for gathering. The home offers three bedrooms,
Hot HOT 41
Edgartown Katama 690
Edgartown Katama 690 2
Edgartown Katama 690 3
Edgartown Katama 690 4
Edgartown Katama 690 5
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$5,000.00 - $8,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 690
Enjoy this beautifully renovated (2026) Katama retreat, ideally located just a 15-minute walk from downtown Edgartown and a 10-minute bicycle ride to ... Read More
June 2027
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    1 2 3 4 $6,000 5
6 7 8 9 10 11 $6,000 12
13 14 15 16 17 18 $6,000 19
20 21 22 23 24 25 $7,000 26
27 28 29 30      
July 2027
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        1 2 $7,000 3
4 5 6 7 8 9 $7,000 10
11 12 13 14 15 16 $7,000 17
18 19 20 21 22 23 $8,000 24
25 26 27 28 29 30 $8,000 31
August 2027
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1 2 3 4 5 6 $8,000 7
8 9 10 11 12 13 $8,000 14
15 16 17 18 19 20 $7,000 21
22 23 24 25 26 27 $7,000 28
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