Newly Listed Homes
8 properties available
Just under a mile from downtown Oak Bluffs, this inviting 4-bedroom Cape combines comfort with a great location. Spend your days at Inkwell, Pay, or State Beaches, or head into town for ice cream, shopping, and dining—all just minutes away.
Back at the house, relax on the sunny deck, enjoy a quiet moment in the porch rocking chairs, or take advanta
$4,500.00 - $10,800.00 / per week + taxes and fees
4
beds
3
Full Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Oak Bluffs 8814
Just under a mile from downtown Oak Bluffs, this inviting 4-bedroom Cape combines comfort with a great location. Spend your days at Inkwell, Pay, or S... Read More
Just under a mile from downtown Oak Bluffs, this inviting 4-bedroom Cape combines comfort with a great location. Spend your days at Inkwell, Pay, or S... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | 6 | |
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| 14 | 15 | 16 | 17 | 18 | 19 | $7,500 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $7,500 27 |
| 28 | 29 | 30 |
July 2026
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| 1 | 2 | 3 | $7,500 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $9,000 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | $9,000 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $10,800 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 |
Available
Unavailable
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Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. The main residence — a classic four-bedroom, three-bathroom home dressed in traditional Edgartown style — has been thoughtfully updated throughout while preserving every bit of its timeless charm. Clas
$10,000.00 / per week + taxes and fees
5
beds
4
Full Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Edgartown Downtown 177
Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. T... Read More
Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. T... Read More
June 2026
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July 2026
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August 2026
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Available
Unavailable
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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
$3,500.00 - $25,000.00 / per week + taxes and fees
5
beds
3
Full Bath
sleeps
10
Pets Not Allowed
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
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 2026
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| 1 | 2 | 3 | 4 | 5 | 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $3,500 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $5,500 27 |
| 28 | 29 | 30 |
July 2026
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| 1 | 2 | 3 | $6,500 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $7,000 11 |
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $7,500 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $7,000 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
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
$8,000.00 - $18,000.00 / per week + taxes and fees
4
beds
3
Full Bath
sleeps
8
Pets Not Allowed
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
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 2026
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July 2026
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| 12 | 13 | 14 | 15 | 16 | 17 | $12,000 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | $15,000 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
August 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | $18,000 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | $15,000 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $12,000 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
Tucked away in the sought-after Katama neighborhood of Edgartown, this charming home blends privacy with convenience, just off the bike path and under two miles from both South Beach and Edgartown Village.
Inside, vaulted ceilings, abundant natural light, and warm wood floors create an airy, welcoming feel. The open living and dining space flows e
$3,500.00 - $5,500.00 / per week + taxes and fees
3
beds
2
Full,
1
Half Bath
sleeps
6
Pets Not Allowed
No Events/Gatherings
Edgartown Katama 7130
Tucked away in the sought-after Katama neighborhood of Edgartown, this charming home blends privacy with convenience, just off the bike path and under... Read More
Tucked away in the sought-after Katama neighborhood of Edgartown, this charming home blends privacy with convenience, just off the bike path and under... Read More
June 2026
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July 2026
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| 12 | 13 | 14 | 15 | 16 | 17 | $4,000 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | $4,000 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $5,000 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $5,000 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
Welcome to this charming Cape-style home, ideally located just a short car ride from Bend in the Road Beach and Edgartown Village. Designed with an open layout, the home seamlessly blends comfort and functionality—perfect for both everyday living and entertaining.
The sun-filled living room features soaring cathedral ceilings and sliding doors tha
🚢Ferry Tickets
🚢Ferry Tickets
August 16th - August 23rd, August 23rd - August 30th, August 30th - September 6th
$3,000.00 - $4,200.00 / per week + taxes and fees
3
beds
2
Full Bath
sleeps
7
Pets Considered
No Events/Gatherings
Edgartown 7773
Welcome to this charming Cape-style home, ideally located just a short car ride from Bend in the Road Beach and Edgartown Village. Designed with an op... Read More
Welcome to this charming Cape-style home, ideally located just a short car ride from Bend in the Road Beach and Edgartown Village. Designed with an op... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $3,000 20 |
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| 28 | 29 | 30 |
July 2026
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August 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | $4,000 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $3,800 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it features an open-concept kitchen with an induction stove, a spacious living and dining area that creates an inviting space for relaxing and entertaining. The kitchen opens directly onto a deck with sta
$2,300.00 - $4,000.00 / per week + taxes and fees
1
beds
1
Full Bath
sleeps
4
Pets Not Allowed
No Events/Gatherings
Edgartown 709
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it f... Read More
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it f... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | 6 | |
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| 14 | 15 | 16 | 17 | 18 | 19 | $2,300 20 |
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| 28 | 29 | 30 |
July 2026
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| 5 | 6 | 7 | 8 | 9 | 10 | $3,250 11 |
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $2,300 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
This adorable two-bedroom, two-bath guest house is just a short distance from downtown Oak Bluffs and nearby beaches. Stroll along the harbor, enjoy dinner, browse the unique shops, or visit the Flying Horses carousel—the oldest in the country—and try your luck at catching the golden ring.
The home is tastefully decorated and fully equipped, featur
$2,500.00 - $5,500.00 / per week + taxes and fees
2
beds
2
Full Bath
sleeps
4
Pets Not Allowed
No Events/Gatherings
Oak Bluffs 8140
This adorable two-bedroom, two-bath guest house is just a short distance from downtown Oak Bluffs and nearby beaches. Stroll along the harbor, enjoy d... Read More
This adorable two-bedroom, two-bath guest house is just a short distance from downtown Oak Bluffs and nearby beaches. Stroll along the harbor, enjoy d... Read More
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $4,000 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $4,000 27 |
| 28 | 29 | 30 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
| 1 | 2 | 3 | $4,000 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $5,000 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | $5,000 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | $5,500 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| $5,500 1 | ||||||
| 2 | 3 | 4 | 5 | 6 | 7 | 8 |
| 9 | 10 | 11 | 12 | 13 | 14 | 15 |
| 16 | 17 | 18 | 19 | 20 | 21 | $5,500 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
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