$

Properties Available 623 properties available
Chappaquiddick reverse-style three-bedroom home a short distance to Katama Bay (via association stairs). The kitchen and dining flow nicely to the full deck to enjoy outdoor dining and grilling. Just behind the living area is the primary bedroom with queen bed and private bath. There are two first-floor bedrooms, shared hall bath with tub and sh
Edgartown Chappaquiddick 411
Edgartown Chappaquiddick 411 2
Edgartown Chappaquiddick 411 3
Edgartown Chappaquiddick 411 4
Edgartown Chappaquiddick 411 5
Prev
Next
$5,075.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 411
Chappaquiddick reverse-style three-bedroom home a short distance to Katama Bay (via association stairs). The kitchen and dining flow nicely to the fu... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $5,075 5
6 7 8 9 10 11 $5,075 12
13 14 15 16 17 18 $5,075 19
20 21 22 23 24 25 $5,075 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $5,075 3
4 5 6 7 8 9 $5,075 10
11 12 13 14 15 16 $5,075 17
18 19 20 21 22 23 $5,075 24
25 26 27 28 29 30 $5,075 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5,075 7
8 9 10 11 12 13 $5,075 14
15 16 17 18 19 20 $5,075 21
22 23 24 25 26 27 $5,075 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Chappy at it finest! Enjoy this well-appointed four bedroom home near Wasque and Packard Preserve trail to the inner harbor. A perfect getaway for your family and friends ~ soak in the lovely summer breezes on the first floor screened porch overlooking an expansive lawn or on the second floor deck with peeks of the water over the treetops. This
Edgartown Chappaquiddick 358
Edgartown Chappaquiddick 358 2
Edgartown Chappaquiddick 358 3
Edgartown Chappaquiddick 358 4
Edgartown Chappaquiddick 358 5
Prev
Next
$5,500.00 - $11,200.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 358
Chappy at it finest! Enjoy this well-appointed four bedroom home near Wasque and Packard Preserve trail to the inner harbor. A perfect getaway for y... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $6,800 5
6 7 8 9 10 11 $7,900 12
13 14 15 16 17 18 $10,100 19
20 21 22 23 24 25 $10,100 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $10,100 3
4 5 6 7 8 9 $10,100 10
11 12 13 14 15 16 $10,100 17
18 19 20 21 22 23 $10,650 24
25 26 27 28 29 30 $10,650 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $11,200 7
8 9 10 11 12 13 $11,200 14
15 16 17 18 19 20 $9,200 21
22 23 24 25 26 27 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Experience the unique beauty of West Tisbury with pastoral farm views on one side and views of the Vineyard Sound and Elizabeth Islands on the other. All from the same home! Sanctuary House is a newly renovated farmhouse that highlights the iconic architecture of Martha's Vineyard. Water and sunset views, a chef's kitchen, and a hot tub make this p
Hot HOT 10
West Tisbury 100032
West Tisbury 100032 2
West Tisbury 100032 3
West Tisbury 100032 4
West Tisbury 100032 5
Prev
Next
$6,500.00 - $10,996.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps sleeps 7
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
West Tisbury 100032
Experience the unique beauty of West Tisbury with pastoral farm views on one side and views of the Vineyard Sound and Elizabeth Islands on the other. ... Read More
June 2027
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
20 21 22 23 24 25 26
27 28 29 30      
July 2027
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 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 21
22 23 24 25 26 27 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home which overlooks the Vineyard Sound, offering breathtaking panoramic views to the Elizabeth Islands. With state of the art decor and interior furnishings, guests will enjoy environmentally sensitive,
Aquinnah 2501
Aquinnah 2501 2
Aquinnah 2501 3
Aquinnah 2501 4
Aquinnah 2501 5
Prev
Next
$35,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Aquinnah 2501
This Martha's Vineyard property is a great vacation home to experience the beautiful island setting in the town of Aquinnah. Four bedroom custom home... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $35,000 5
6 7 8 9 10 11 $35,000 12
13 14 15 16 17 18 $35,000 19
20 21 22 23 24 25 $35,000 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $35,000 3
4 5 6 7 8 9 $35,000 10
11 12 13 14 15 16 $35,000 17
18 19 20 21 22 23 $35,000 24
25 26 27 28 29 30 $35,000 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $35,000 7
8 9 10 11 12 13 $35,000 14
15 16 17 18 19 20 $35,000 21
22 23 24 25 26 27 $35,000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
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
Hot HOT 10
Oak Bluffs 8140
Oak Bluffs 8140 2
Oak Bluffs 8140 3
Oak Bluffs 8140 4
Oak Bluffs 8140 5
Prev
Next
$2,500.00 - $5,500.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full Bath
Sleeps sleeps 4
Not Pet Friendly Pets Not Allowed
Not Pet Friendly 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
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $4,000 5
6 7 8 9 10 11 $4,000 12
13 14 15 16 17 18 $4,000 19
20 21 22 23 24 25 $4,000 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $4,000 3
4 5 6 7 8 9 $5,000 10
11 12 13 14 15 16 $5,000 17
18 19 20 21 22 23 $5,500 24
25 26 27 28 29 30 $5,500 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 $5,500 14
15 16 17 18 19 20 $5,500 21
22 23 24 25 26 27 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
"Secret Garden" Katama bungalow. This cozy three bedroom will be your perfect vacation home. This single level home features wood and tile floors throughout. Enjoy the gorgeous backyard with a firepit, gas grill and comfy seating to relax after a long day at South beach which is only a mile away. Great location, on a quiet Katama road with off stre
Edgartown Katama 33
Edgartown Katama 33 2
Edgartown Katama 33 3
Edgartown Katama 33 4
Edgartown Katama 33 5
Prev
Next
$3,000.00 - $4,800.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 33
"Secret Garden" Katama bungalow. This cozy three bedroom will be your perfect vacation home. This single level home features wood and tile floors thro... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $3,000 5
6 7 8 9 10 11 $3,000 12
13 14 15 16 17 18 $3,800 19
20 21 22 23 24 25 $4,200 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $4,300 3
4 5 6 7 8 9 $4,000 10
11 12 13 14 15 16 $4,000 17
18 19 20 21 22 23 $4,500 24
25 26 27 28 29 30 $4,800 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $4,800 7
8 9 10 11 12 13 $4,800 14
15 16 17 18 19 20 $4,800 21
22 23 24 25 26 27 $4,500 28
29 30 31        
Prev
Next
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,
Edgartown Katama 7100
Edgartown Katama 7100 2
Edgartown Katama 7100 3
Edgartown Katama 7100 4
Edgartown Katama 7100 5
Prev
Next
$10,600.00 - $23,500.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly 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
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $13,500 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 $21,500 10
11 12 13 14 15 16 $21,500 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 21
22 23 24 25 26 27 $15,500 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
3 week minimum. A beautiful compound on South Water Street, perfect for a summer vacation! Featuring a two-bedroom Main house with wraparound porch and shared yard leading to the three-bedroom guesthouse, offering an abundance of room for everyone both inside and out! The beautiful Main house has a large fireplace and double-height ceilings, an op
Edgartown Downtown 299
Edgartown Downtown 299 2
Edgartown Downtown 299 3
Edgartown Downtown 299 4
Edgartown Downtown 299 5
Prev
Next
$5,000.00 - $10,000.00 / per week + taxes and fees
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 299
3 week minimum. A beautiful compound on South Water Street, perfect for a summer vacation! Featuring a two-bedroom Main house with wraparound porch a... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $10,000 5
6 7 8 9 10 11 $10,000 12
13 14 15 16 17 18 $10,000 19
20 21 22 23 24 25 $10,000 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $10,000 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 21
22 23 24 25 26 27 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Looking for a cozy get away? Then this one bedroom in town Vineyard Haven guest house is waiting for you. Inside you will find a tastefully and beautifully decorated queen bedded room with a hall bathroom, a fully equipped kitchen and comfortable living area. It has window air conditioning units for those warm days to keep you cool. Plenty of off s
Vineyard Haven 986
Vineyard Haven 986 2
Vineyard Haven 986 3
Vineyard Haven 986 4
Vineyard Haven 986 5
Prev
Next
$4,550.00 - $5,600.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 2
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 986
Looking for a cozy get away? Then this one bedroom in town Vineyard Haven guest house is waiting for you. Inside you will find a tastefully and beauti... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $4,550 5
6 7 8 9 10 11 $4,550 12
13 14 15 16 17 18 $4,550 19
20 21 22 23 24 25 $5,600 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $5,600 3
4 5 6 7 8 9 $5,600 10
11 12 13 14 15 16 $5,600 17
18 19 20 21 22 23 $5,600 24
25 26 27 28 29 30 $5,600 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5,600 7
8 9 10 11 12 13 $5,600 14
15 16 17 18 19 20 $5,600 21
22 23 24 25 26 27 $5,600 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Come experience Oak Bluffs in this quintessential five bedroom gingerbread cottage reminiscent of times gone by. Just a stroll down the street to Inkwell Beach or into town. The five bedrooms are located on the second floor and share two bathrooms. There is an additional half bath and an outdoor shower. Your favorite part of your vacation will be
Oak Bluffs 833
Oak Bluffs 833 2
Oak Bluffs 833 3
Oak Bluffs 833 4
Oak Bluffs 833 5
Prev
Next
$5,750.00 - $9,150.00 / per week + taxes and fees
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 833
Come experience Oak Bluffs in this quintessential five bedroom gingerbread cottage reminiscent of times gone by. Just a stroll down the street to Inkw... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $5,900 5
6 7 8 9 10 11 $5,900 12
13 14 15 16 17 18 $8,000 19
20 21 22 23 24 25 $8,400 26
27 28 29 30      
July 2027
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 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 21
22 23 24 25 26 27 $6,900 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Stately Katama home with everything you need for a perfect summer vacation! The open floor plan is perfect for gathering and entertaining with a well equipped kitchen, an eat in kitchen and dining room. Decorated with a nautical flair, evoking a relaxed feeling, the bedrooms are roomy and each has their own bathrooms including the primary with a sp
Edgartown Katama 603
Edgartown Katama 603 2
Edgartown Katama 603 3
Edgartown Katama 603 4
Edgartown Katama 603 5
Prev
Next
$12,500.00 - $15,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 603
Stately Katama home with everything you need for a perfect summer vacation! The open floor plan is perfect for gathering and entertaining with a well ... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $12,500 5
6 7 8 9 10 11 $12,500 12
13 14 15 16 17 18 $12,500 19
20 21 22 23 24 25 26
27 28 29 30      
July 2027
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 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 $15,500 21
22 23 24 25 26 27 $15,500 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out
Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes to Main Street in the heart of downtown Edgartown. Inside you will find a well-equipped kitchen with granite counter tops and stainless appliances. Just behind the stools of the eat-in area is a beaut
Edgartown Downtown 63
Edgartown Downtown 63 2
Edgartown Downtown 63 3
Edgartown Downtown 63 4
Edgartown Downtown 63 5
Prev
Next
$6,500.00 - $13,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 63
Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes t... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $10,000 5
6 7 8 9 10 11 $10,000 12
13 14 15 16 17 18 19
20 21 22 23 24 25 $12,750 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $12,750 3
4 5 6 7 8 9 $12,750 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
August 2027
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 20 21
22 23 24 25 26 27 $9,000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tell us what you're looking for and someone will contact you with available options.

I agree