Vineyard Haven

Tisbury, also known by its Village name Vineyard Haven, has a rich and deep maritime tradition and was once one of early New England's busiest ports. Today, you can saunter through art galleries, visit a variety of shops and restaurants, and swing by the famous Bunch of Grapes Bookstore, a favorite shopping spot for Barack and Michelle Obama and dozens of writers who hope for one of the summer signing spots at the store. If the history and culture of the island are of interest, MV Museum’s new campus is perched overlooking the Lagoon and is well worth a visit – the exhibits and events are ever changing throughout the summer. Vineyard Haven harbor is a working harbor with ship building and repair carried on in several waterfront buildings. A fun place to watch the activity is from the popular Black Dog Tavern adjacent to the ferry terminal. There are several small public beaches in Tisbury – whichever you choose, the views are always active, and the parking is limited so arrive early.



Properties Available 55 properties available
This quaint 2 bedroom, 1 bathroom home has everything you need to enjoy a relaxing vacation. It is a single-level home however, there is a set of stairs to the front entrance. Inside, the kitchen offers seating for 8 people and is well-equipped to cook meals for family and friends. It has access to a spacious back deck where you can dine outside af
Vineyard Haven
$2,000.00 - $3,500.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Vineyard Haven 1201
This quaint 2 bedroom, 1 bathroom home has everything you need to enjoy a relaxing vacation. It is a single-level home however, there is a set of stai... Read More
June 2027
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    1 2 3 4 $2700 5
6 7 8 9 10 11 $2700 12
13 14 15 16 17 18 $3000 19
20 21 22 23 24 25 $3000 26
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July 2027
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        1 2 $3000 3
4 5 6 7 8 9 $3000 10
11 12 13 14 15 16 $3500 17
18 19 20 21 22 23 $3500 24
25 26 27 28 29 30 $3500 31
August 2027
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1 2 3 4 5 6 $3500 7
8 9 10 11 12 13 $3500 14
15 16 17 18 19 20 $3000 21
22 23 24 25 26 27 $3000 28
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Totally renovated cottage in a quiet Vineyard Haven neighborhood with a nice, back deck overlooking the large sloping yard. Inside you will find all new furniture and new appliances, updated, fully equipped galley kitchen with an open dining/living area. On the first floor there is one bedroom with bunk beds (Full on bottom and twin on top) and a f
Hot HOT 10
Vineyard Haven
$3,500.00 - $5,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 7 sleeps
Vineyard Haven 903
Totally renovated cottage in a quiet Vineyard Haven neighborhood with a nice, back deck overlooking the large sloping yard. Inside you will find all n... Read More
June 2027
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    1 2 3 4 $3500 5
6 7 8 9 10 11 $3500 12
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July 2027
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        1 2 $4200 3
4 5 6 7 8 9 $4200 10
11 12 13 14 15 16 $4200 17
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25 26 27 28 29 30 $5500 31
August 2027
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1 2 3 4 5 6 $5500 7
8 9 10 11 12 13 $5500 14
15 16 17 18 19 20 $5500 21
22 23 24 25 26 27 $4000 28
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Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's porch. Enjoy private access to Tashmoo Pond, perfect for afternoons spent kayaking and evenings gathered around the fire pit. Recently updated, this home is ready to provide a wonderful Vineyard vacatio
Hot HOT 11
Vineyard Haven Pet Friendly
$3,500.00 - $7,500.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 905
Discover this lovely four-bedroom Cape-style home fully equipped and nestled in Vineyard Haven, featuring an expansive deck and a charming farmer's po... Read More
June 2027
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    1 2 3 4 $5000 5
6 7 8 9 10 11 $5000 12
13 14 15 16 17 18 $5000 19
20 21 22 23 24 25 $5000 26
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July 2027
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        1 2 $7500 3
4 5 6 7 8 9 $7500 10
11 12 13 14 15 16 $7500 17
18 19 20 21 22 23 $7500 24
25 26 27 28 29 30 31
August 2027
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15 16 17 18 19 20 $7500 21
22 23 24 25 26 27 $7500 28
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Follow the gentle stone pillars and then gently turn right into a lovely neighborhood, where the roads narrow a bit and the hustle and bustle fade away... You can smell the salt air as you unload the car and settle in, knowing that you could be immersed in the ocean, toes in the sand down at Owen Park, in no time at all. Nestled between downtown V
Vineyard Haven
$7,000.00 - $8,500.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 7 sleeps
Vineyard Haven 1241
Follow the gentle stone pillars and then gently turn right into a lovely neighborhood, where the roads narrow a bit and the hustle and bustle fade awa... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $8500 5
6 7 8 9 10 11 $8500 12
13 14 15 16 17 18 $8500 19
20 21 22 23 24 25 $8500 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $8500 3
4 5 6 7 8 9 $8500 10
11 12 13 14 15 16 $8500 17
18 19 20 21 22 23 $8500 24
25 26 27 28 29 30 $8500 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $8500 7
8 9 10 11 12 13 $8500 14
15 16 17 18 19 20 $8500 21
22 23 24 25 26 27 $8500 28
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On the cusp of West Chop and a short distance to downtown Vineyard Haven, this three-bedroom home offers both privacy and proximity in one. Once through the foyer, there is a sitting area that opens to a well-appointed kitchen with a center island and seating, followed by a living and dining area with soaring, double-height ceilings and an abundanc
Vineyard Haven Pet Friendly
$4,000.00 - $8,500.00 / per week
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 5 (1)
Vineyard Haven 913
On the cusp of West Chop and a short distance to downtown Vineyard Haven, this three-bedroom home offers both privacy and proximity in one. Once throu... Read More
June 2027
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Nestled in the heart of Vineyard Haven, this charming three-bedroom property offers the perfect blend of tranquility and convenience. Situated in the neighborhood of scenic Mink Meadows Golf Course and Mink Meadows Association Beach, you'll experience the best of both relaxation and recreation. On the first floor you'll find plenty of living spaces
Vineyard Haven Pet Friendly
$3,000.00 - $7,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 9 sleeps
Vineyard Haven 1266
Nestled in the heart of Vineyard Haven, this charming three-bedroom property offers the perfect blend of tranquility and convenience. Situated in the ... Read More
June 2027
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    1 2 3 4 $4500 5
6 7 8 9 10 11 $4500 12
13 14 15 16 17 18 $4500 19
20 21 22 23 24 25 $7000 26
27 28 29 30      
July 2027
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        1 2 $7000 3
4 5 6 7 8 9 $7000 10
11 12 13 14 15 16 $7000 17
18 19 20 21 22 23 $7500 24
25 26 27 28 29 30 $7500 31
August 2027
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1 2 3 4 5 6 $7500 7
8 9 10 11 12 13 $7500 14
15 16 17 18 19 20 $7500 21
22 23 24 25 26 27 $7500 28
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Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tub and separate shower. Added for romantic ambiance is a two sided gas fireplace. Additional bedrooms on the second floor include two queens and a double each with access to a hall bathroom. The third
Hot HOT 12
Vineyard Haven
$7,500.00 - $13,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 12 sleeps
Rating 5 (1)
Vineyard Haven 1278
Pristine, beautifully decorated four bedroom home in a friendly neighborhood. Spaciously comfortable primary suite with private bathroom of jacuzzi tu... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $7500 5
6 7 8 9 10 11 $7500 12
13 14 15 16 17 18 $10000 19
20 21 22 23 24 25 $10000 26
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July 2027
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        1 2 $10000 3
4 5 6 7 8 9 $10000 10
11 12 13 14 15 16 $13000 17
18 19 20 21 22 23 $13000 24
25 26 27 28 29 30 $13000 31
August 2027
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15 16 17 18 19 20 $10500 21
22 23 24 25 26 27 $10500 28
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Waterfront West Chop property overlooking Vineyard Sound. This expansive single-story home with separate second-floor apartment and short path to private beach, has plenty of room for everyone. Begin the day in the well appropriate kitchen, eat in the breakfast nook or the nearby screened in porch, both facing the water. Through the butler's pant
Vineyard Haven Pet Friendly
$17,500.00 - $28,000.00 / per week
Beds 6 beds
Baths 5 Full Bath
Sleeps 12 sleeps
Vineyard Haven 910
Waterfront West Chop property overlooking Vineyard Sound. This expansive single-story home with separate second-floor apartment and short path to pri... Read More
June 2027
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    1 2 3 4 $28000 5
6 7 8 9 10 11 $28000 12
13 14 15 16 17 18 $28000 19
20 21 22 23 24 25 $28000 26
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July 2027
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        1 2 $28000 3
4 5 6 7 8 9 $25000 10
11 12 13 14 15 16 $25000 17
18 19 20 21 22 23 $25000 24
25 26 27 28 29 30 $28000 31
August 2027
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1 2 3 4 5 6 $28000 7
8 9 10 11 12 13 $28000 14
15 16 17 18 19 20 $28000 21
22 23 24 25 26 27 $28000 28
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Grande five bedroom custom colonial with access to Tashmoo boat landing and association tennis. Well appointed first floor of family room, kitchen, dining and cozy front porch. Four bedrooms located on the second floor with the fifth bedroom on the third level. There are two staircases to get to the upper levels. First floor offers plenty of family
Hot HOT 12
Vineyard Haven
$5,000.00 - $8,000.00 / per week
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 4 (2)
Vineyard Haven 1262
Grande five bedroom custom colonial with access to Tashmoo boat landing and association tennis. Well appointed first floor of family room, kitchen, di... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $6000 5
6 7 8 9 10 11 $6000 12
13 14 15 16 17 18 $6000 19
20 21 22 23 24 25 $7500 26
27 28 29 30      
July 2027
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        1 2 $7500 3
4 5 6 7 8 9 $8000 10
11 12 13 14 15 16 $8000 17
18 19 20 21 22 23 $7500 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 $8000 14
15 16 17 18 19 20 $8000 21
22 23 24 25 26 27 $8000 28
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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
$4,550.00 - $5,600.00 / per week
Beds 1 beds
Baths 1 Full Bath
Sleeps 2 sleeps
Rating 5 (1)
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 $4550 5
6 7 8 9 10 11 $4550 12
13 14 15 16 17 18 $4550 19
20 21 22 23 24 25 $5600 26
27 28 29 30      
July 2027
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        1 2 $5600 3
4 5 6 7 8 9 $5600 10
11 12 13 14 15 16 $5600 17
18 19 20 21 22 23 $5600 24
25 26 27 28 29 30 $5600 31
August 2027
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1 2 3 4 5 6 $5600 7
8 9 10 11 12 13 $5600 14
15 16 17 18 19 20 $5600 21
22 23 24 25 26 27 $5600 28
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This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The first floor includes a full den with a sleep sofa. TV's in all the bedrooms, living room, den and family room. The Guesthouse can be rented separately (please view rental code #1224 for more details). This property offers a
Vineyard Haven
$6,500.00 - $8,500.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 4 (1)
Vineyard Haven 1223
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The first floor includes a ... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $6500 5
6 7 8 9 10 11 $6500 12
13 14 15 16 17 18 $6500 19
20 21 22 23 24 25 $6500 26
27 28 29 30      
July 2027
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        1 2 $7800 3
4 5 6 7 8 9 $7800 10
11 12 13 14 15 16 $7800 17
18 19 20 21 22 23 $7800 24
25 26 27 28 29 30 $7800 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $8500 7
8 9 10 11 12 13 $8500 14
15 16 17 18 19 20 $8500 21
22 23 24 25 26 27 $8500 28
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Lovely two bedroom guesthouse in Mink Meadows with one bedroom on the first floor and one in the closed loft area above. Television in both bedrooms and living room. Small outdoor deck off the side of the house. The Main house can be rented separately (rental property number 1223 for more details).
Vineyard Haven
$1,900.00 - $2,100.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Vineyard Haven 1224
Lovely two bedroom guesthouse in Mink Meadows with one bedroom on the first floor and one in the closed loft area above. Television in both bedrooms a... Read More
June 2027
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    1 2 3 4 $1900 5
6 7 8 9 10 11 $1900 12
13 14 15 16 17 18 $1900 19
20 21 22 23 24 25 $1900 26
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July 2027
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        1 2 $2100 3
4 5 6 7 8 9 $2100 10
11 12 13 14 15 16 $2100 17
18 19 20 21 22 23 $2100 24
25 26 27 28 29 30 $2100 31
August 2027
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1 2 3 4 5 6 $2100 7
8 9 10 11 12 13 $2100 14
15 16 17 18 19 20 $2100 21
22 23 24 25 26 27 $2100 28
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