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648 properties available
In the sought after Katama area, this rental is a showstopper! Surrounded by sliding glass doors and large windows, this light filled house sets the tone for a relaxing Vineyard vacation. The large family room with soaring ceilings is the anchor for this open floor plan with kitchen and dining area setting the mood for fun-filled family meals and
$3,500.00 - $8,250.00 / per week + taxes and fees
4
beds
2
Full,
1
Half Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Edgartown Katama 535
In the sought after Katama area, this rental is a showstopper! Surrounded by sliding glass doors and large windows, this light filled house sets the ... Read More
In the sought after Katama area, this rental is a showstopper! Surrounded by sliding glass doors and large windows, this light filled house sets the ... Read More
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| 7 | 8 | 9 | 10 | 11 | 12 | $6,000 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $6,000 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $8,250 27 |
| 28 | 29 | 30 |
July 2026
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August 2026
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| 23 | 24 | 25 | 26 | 27 | 28 | $7,500 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
This beautifully built 3-bedroom home (2020) features a light-filled, open-concept layout with wide-plank hardwood floors throughout and a clean, coastal aesthetic. The modern kitchen is the heart of the home, offering white cabinetry, stainless steel appliances, subway tile backsplash, and a large center island with seating, perfect for casual mea
$3,850.00 - $7,000.00 / per week + taxes and fees
3
beds
2
Full Bath
sleeps
6
Pets Considered
No Events/Gatherings
West Tisbury 1118
This beautifully built 3-bedroom home (2020) features a light-filled, open-concept layout with wide-plank hardwood floors throughout and a clean, coas... Read More
This beautifully built 3-bedroom home (2020) features a light-filled, open-concept layout with wide-plank hardwood floors throughout and a clean, coas... Read More
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| 1 | 2 | 3 | 4 | 5 | 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $3,850 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $3,850 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $6,300 27 |
| 28 | 29 | 30 |
July 2026
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| 1 | 2 | 3 | $6,300 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $6,300 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | $6,300 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | $6,300 25 |
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August 2026
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| 23 | 24 | 25 | 26 | 27 | 28 | $4,000 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
This classic waterfront home just had an all-encompassing renovation by one of the Vineyard's most respected builders and talented design team - pairing the mesmerizing views of Katama Bay with a California chic decor - natural fibers and textures, crisp, calming palette with an elevated and relaxed feel throughout. Renovations include an open-con
$7,000.00 - $20,000.00 / per week + taxes and fees
4
beds
4
Full,
1
Half Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Edgartown Katama 598
This classic waterfront home just had an all-encompassing renovation by one of the Vineyard's most respected builders and talented design team - pairi... Read More
This classic waterfront home just had an all-encompassing renovation by one of the Vineyard's most respected builders and talented design team - pairi... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | $8,500 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $10,000 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $14,500 20 |
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July 2026
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August 2026
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| 23 | 24 | 25 | 26 | 27 | 28 | $20,000 29 |
| 30 | 31 |
Available
Unavailable
Check-In
Check-Out
Easy to access, "Retreat House", a two-bedroom guest house, is nestled between Chappaquiddick's paved road and the waterfront. Enjoy the sweeping ocean view from the dining table as you sip your morning coffee or from either bedroom. The first-floor primary bedroom features a large en suite bathroom with shower. Up the stairs, the second bedroom wi
$4,750.00 / per week + taxes and fees
2
beds
2
Full,
1
Half Bath
sleeps
4
Pets Considered
No Events/Gatherings
Edgartown Chappaquiddick 435
Easy to access, "Retreat House", a two-bedroom guest house, is nestled between Chappaquiddick's paved road and the waterfront. Enjoy the sweeping ocea... Read More
Easy to access, "Retreat House", a two-bedroom guest house, is nestled between Chappaquiddick's paved road and the waterfront. Enjoy the sweeping ocea... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | $4,750 6 | |
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July 2026
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| 1 | 2 | 3 | $4,750 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $4,750 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | $4,750 18 |
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August 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | $4,750 15 |
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| 30 | 31 |
Available
Unavailable
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Check-Out
This centrally located property is a true gem; surrounded by an array of flowering gardens and lush greenery that create a sense of serenity and tranquility. Inside, the Scandinavian, antique, and custom-handmade furnishings meld together with character and charm. The kitchen is a chef's dream, complete with a stunning Carrera marble countertop an
Ferry Tickets
Ferry Tickets
July 4th - July 11th, July 11th - July 18th, July 25th - August 1st, August 22nd - August 29th
$4,000.00 - $6,500.00 / per week + taxes and fees
3
beds
3
Full Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Oak Bluffs 8045
This centrally located property is a true gem; surrounded by an array of flowering gardens and lush greenery that create a sense of serenity and tranq... Read More
This centrally located property is a true gem; surrounded by an array of flowering gardens and lush greenery that create a sense of serenity and tranq... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | 6 | |
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| 21 | 22 | 23 | 24 | 25 | 26 | $5,000 27 |
| 28 | 29 | 30 |
July 2026
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| 1 | 2 | 3 | $5,000 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 | $6,500 25 |
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $6,500 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $4,000 29 |
| 30 | 31 |
Available
Unavailable
Check-In
Check-Out
CUSTOM DESIGNED and LUXURIOUS! Nestled in a quiet neighborhood stands this astounding Dutch Colonial five-bedroom home surrounded by lush green grass and whispering trees, yet steps from downtown Edgartown and Katama's South Shore. To put it simply: virtually everything you would need is right here, cookbooks on the shelves, seating for company,
$9,500.00 - $21,500.00 / per week + taxes and fees
5
beds
4
Full Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Edgartown Katama 7100
CUSTOM DESIGNED and LUXURIOUS! Nestled in a quiet neighborhood stands this astounding Dutch Colonial five-bedroom home surrounded by lush green grass ... Read More
CUSTOM DESIGNED and LUXURIOUS! Nestled in a quiet neighborhood stands this astounding Dutch Colonial five-bedroom home surrounded by lush green grass ... Read More
June 2026
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July 2026
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August 2026
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| 16 | 17 | 18 | 19 | 20 | 21 | $15,500 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $15,500 29 |
| 30 | 31 |
Available
Unavailable
Check-In
Check-Out
This beautiful four-bedroom home is ideally near the bike path and offers much more! Designed with comfort in mind, the decor features a crisp and refreshing palette that exudes a sense of coastal chic. The kitchen boasts a large center island with seating and flows into an open-concept dining area accommodating eight people. The den provides an al
$7,000.00 - $8,000.00 / per week + taxes and fees
4
beds
2
Full,
1
Half Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Edgartown 7774
This beautiful four-bedroom home is ideally near the bike path and offers much more! Designed with comfort in mind, the decor features a crisp and ref... Read More
This beautiful four-bedroom home is ideally near the bike path and offers much more! Designed with comfort in mind, the decor features a crisp and ref... 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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Check-Out
Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedroom Captains Home has stunning views, sprawling gardens and an incredible front porch. Whether it is relaxation you are seeking, or being seconds away to all the activities, you will have both here --
$15,000.00 - $25,000.00 / per week + taxes and fees
5
beds
5
Full Bath
sleeps
8
Pets Considered
No Events/Gatherings
Edgartown Downtown 140
Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedro... Read More
Escape from the norm and land on North Water Street. A highly sought-after retreat located in the historic district of Edgartown, this classic 5-Bedro... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | $25,000 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $25,000 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $25,000 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $25,000 27 |
| 28 | 29 | 30 |
July 2026
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August 2026
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Available
Unavailable
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Check-Out
Stunning Edgartown house with the wow factor! Located in Edgartown Village, this home is more than meets the eye. Completely re-mixed and updated for your fun and relaxing vacation. The bright contemporary decor has it all. The first floor has open-concept living, dining and a well-equipped kitchen. French doors bring you onto the patio and to the
$8,000.00 - $25,000.00 / per week + taxes and fees
4
beds
4
Full Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Edgartown Downtown 265
Stunning Edgartown house with the wow factor! Located in Edgartown Village, this home is more than meets the eye. Completely re-mixed and updated for ... Read More
Stunning Edgartown house with the wow factor! Located in Edgartown Village, this home is more than meets the eye. Completely re-mixed and updated for ... Read More
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| 1 | 2 | 3 | 4 | 5 | $10,000 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $10,000 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $12,000 20 |
| 21 | 22 | 23 | 24 | 25 | 26 | $20,000 27 |
| 28 | 29 | 30 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| 1 | 2 | 3 | $20,000 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | $20,000 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | $20,000 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | $20,000 25 |
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August 2026
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| 9 | 10 | 11 | 12 | 13 | 14 | $25,000 15 |
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| 30 | 31 |
Available
Unavailable
Check-In
Check-Out
Discover unparalleled luxury on 7.2 acres of secluded bliss in Chilmark, just a short distance from the other enchanting towns of Martha's Vineyard. This 4300 sq. ft. haven grants you exclusive access to the pristine Quansoo Beach, a private association beach of unparalleled beauty. Additionally, the opportunity to purchase passes for any of Chilma
$18,500.00 - $25,000.00 / per week + taxes and fees
4
beds
3
Full,
1
Half Bath
sleeps
8
Pets Not Allowed
No Events/Gatherings
Chilmark 2017
Discover unparalleled luxury on 7.2 acres of secluded bliss in Chilmark, just a short distance from the other enchanting towns of Martha's Vineyard. T... Read More
Discover unparalleled luxury on 7.2 acres of secluded bliss in Chilmark, just a short distance from the other enchanting towns of Martha's Vineyard. T... Read More
June 2026
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July 2026
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August 2026
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| $25,000 1 | ||||||
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| 16 | 17 | 18 | 19 | 20 | 21 | $25,000 22 |
| 23 | 24 | 25 | 26 | 27 | 28 | $22,500 29 |
| 30 | 31 |
Available
Unavailable
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Check-Out
A beautiful combination of old and new awaits you in this lovingly restored eighteenth century farmhouse. Throughout the home you will find wonderful pieces of history from the island and beyond, while the owners have updated all systems to the twenty first century standards. Central air, updated baths, and modern kitchen appliances make for a luxu
$5,000.00 - $12,000.00 / per week + taxes and fees
5
beds
3
Full,
1
Half Bath
sleeps
10
Pets Not Allowed
No Events/Gatherings
Chilmark 2005
A beautiful combination of old and new awaits you in this lovingly restored eighteenth century farmhouse. Throughout the home you will find wonderful ... Read More
A beautiful combination of old and new awaits you in this lovingly restored eighteenth century farmhouse. Throughout the home you will find wonderful ... Read More
June 2026
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|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | $7,000 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $7,000 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $7,000 20 |
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July 2026
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August 2026
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Available
Unavailable
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Check-Out
Chappaquiddick waterfront rental with spectacular views. Wonderful, spacious old vineyard beach house with private beach. Two of the eight bedrooms are on the first floor, while the primary en suite with waterviews and other five bedrooms occupy the second floor. Two kitchens, two living rooms, den, and screened porch. Spend the day on the priva
$12,600.00 - $16,800.00 / per week + taxes and fees
8
beds
5
Full,
1
Half Bath
sleeps
17
Pets Considered
Edgartown Chappaquiddick 432
Chappaquiddick waterfront rental with spectacular views. Wonderful, spacious old vineyard beach house with private beach. Two of the eight bedrooms a... Read More
Chappaquiddick waterfront rental with spectacular views. Wonderful, spacious old vineyard beach house with private beach. Two of the eight bedrooms a... Read More
June 2026
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| 1 | 2 | 3 | 4 | 5 | $12,600 6 | |
| 7 | 8 | 9 | 10 | 11 | 12 | $12,600 13 |
| 14 | 15 | 16 | 17 | 18 | 19 | $12,600 20 |
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July 2026
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August 2026
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Available
Unavailable
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Check-Out
Tell us what you're looking for and someone will contact you with available options.