50 Best Vacation Rentals in Vineyard Haven - Holiday Lettings - Cabins

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107 Vacation rentals

13

Vacation guest house in Vineyard Haven

Martha's Vineyard / Vineyard Haven

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden
This property is in downtown Vineyard Haven within the historic district. The barn has a sleeping loft, open living, dining & kitchen area. The efficiency kitchen has a two burner cooktop,under counter refrigerator,coffee maker,microwave and large capacity convection …see more

from $245 / night

$1715 / week

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Responds fast!
avg. 1 hour 57 minutes

from $245 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Air conditioning
This charming Vineyard house at the end of a mile long dirt road with waterviews with a private beach a few steps from the door has among the best views on the Island. Ideal Vineyard atmosphere with an up-Island feel and down-Island convenience. Spectacular views of Tas …see more

from $290 / night

$2030 - $5701 / week

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from $290 / night

13

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Located steps from the Vineyard Haven Yacht club is this charming Vineyard home. There is access to a small public beach. Enjoy an evening stroll to town for ice cream or dinner. Four bedrooms and two bathrooms. This home has everything you need for your relaxing stay …see more

from $286 / night

$2000 - $3500 / week

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from $286 / night

27

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Grand West Chop Home, designed to by a noted Vineyard Architect to highlight the magnificent water views. Surrounded by lush grounds and featuring an expansive bluestone patio, -a place to gather, dine, relax and take in the magnificent ocean views. The entry level feat …see more

from $1143 / night

$8000 - $19000 / week

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from $1143 / night

16

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
Set in the historic district of Vineyard Haven on a private lane conveniently located near all the town has to beaches, shops, restaurants, Owen Park, theatre, library. This four bedroom home is only a 10 minute walk from the ferry. This tastefully decorated home is br …see more

from $357 / night

$2500 - $3300 / week

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from $357 / night

(2) Excellent 

44

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
With plenty of room and an expansive deck, this home on Martha's Vineyard is a wonderful place watch the sunrises and sunsets while you take it easy with your nearest and dearest. Located a quarter-mile away from Lake Tashmoo, it's an easy drive of just two miles to the …see more

from $133 / night

$931 / week

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Responds fast!
avg. 2 hours 55 minutes

from $133 / night

36

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Treat your loved ones to an unforgettable Martha's Vineyard getaway at this gorgeous two-bedroom cottage! Spend your days lounging on the beach, strolling along Main Street, or just relaxing in the comfort of your Vineyard Haven vacation rental. This cottage is just one …see more

from $350 / night

$2450 / week

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Responds fast!
avg. 3 hours 11 minutes

from $350 / night

12

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
On the beach! Adorable one of a kind beach cottage, you will not find many left with this kind of location still classified as a beach cottage. No need to drive to the beach as it is directly in front of you , kayak swim, fish, or just relax on the beachfront deck with …see more

from $286 / night

$2000 - $4400 / week

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from $286 / night

27

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Impeccable summer home, professionally decorated interior to the delight of all who have visited. For those who love the convenience of an in town location this 3 bedroom 2.5 bath home is sure to please those looking for an upscale Inn feel in a private residence. The i …see more

from $358 / night

$2500 - $5600 / week

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from $358 / night

44

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy beach, private dock for boaters. Owner will include Kayaks, larger boats, skiffs, paddle boards and various other water gear can rented and delivered to the wa …see more

from $572 / night

$4000 - $15000 / week

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from $572 / night

16

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Privacy and space abound! Relax on comfortable outdoor furniture on the shady wraparound front porch or the sunny side deck of this contemporary farmhouse that is situated 500 feet from Vineyard Sound on 3+ wooded acres in exclusive Makoniky. It is only 3.5 miles from t …see more

from $429 / night

$3000 - $3651 / week

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from $429 / night

22

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Air conditioning
New for the 2016 season! Enjoy this wonderful new three bedroom three and half bath home in Oak Bluffs. The first floor has an open concept with a beautiful chefs kitchen, large dining room and family room with TV. The first floor also has a master bedroom en suite wi …see more

from $471 / night

$3300 - $5300 / week

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from $471 / night

32

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This elegant, charming waterfront home on the lagoon features beautiful views and a lovely landscaped yard. Families are sure to enjoy the pristine interior with open living space in the chef's kitchen, living and dining area, all of which open onto a spacious deck over …see more

from $900 / night

$6300 / week

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from $900 / night

48

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Best suited for large groups, this Vineyard Haven vacation rental on Martha's Vineyard has private beach access, gorgeous ocean views, and more than enough space for up to nine guests. Have your next family reunion, wedding reception, or any other celebration at this fi …see more

from $517 / night

$3619 / week

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Responds fast!
avg. 2 hours 55 minutes

from $517 / night

15

Studio rental in Vineyard Haven with golf nearby

Martha's Vineyard / Vineyard Haven

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
FROG-Finished Room Over Garage for maximum, TWO(2) ADULTS ONLY. Not suitable for children. Located in a quiet residential neighborhood that is walking distance from the Vineyard Haven ferry, town, restaurants, shopping and beach. 2 night minimum. No Smoking, No Pets. OP …see more

from $200 / night

$1400 / week

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Responds fast!
avg. 56 minutes

from $200 / night

16

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling. New natural travertine floors unify the open and light filled freshly painted and full …see more

from $304 / night

$2125 / week

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from $304 / night

18

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Spacious, contemporary townhouse with expansive deck, open floor plan, cathedral ceilings, central air conditioning and gas grill. Upper level has master bedroom with queen size bed, cathedral ceiling, Jacuzzi tub, and second bedroom with queen size bed and private bath …see more

from $311 / night

$2175 - $3175 / week

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from $311 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Tashmoo Waterfront Home located on over six acres. Impeccably maintained. Perfect family compound with over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach, just steps away from the front porch, slopes gently into the water and is ideal for young children. …see more

from $1058 / night

$7400 - $9400 / week

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from $1058 / night

(5) Excellent 

14

Vacation cottage rental

Martha's Vineyard / Vineyard Haven

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
This unit is part of Charles and Charles MV, intimate Inn and guest apartments. We accept children over the age of 10. Edgartown Suite: This 2nd floor unit located in the guest house has two private entrances. It is our largest unit with over 1100 square feet. This un …see more

from $325 / night

$1850 - $2750 / week

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from $325 / night

13

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Located on the beach with spectacular views of the Vineyard Sound, Elizabeth Islands and glorious sunsets. Across the road is Lake Tashmoo with its fabulous clamming. This light and bright cottage is decorated with comfortable and attractive contemporary furnishings. …see more

from $858 / night

$6000 - $7100 / week

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from $858 / night

24

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
Walk to some of the most beloved spots on Martha's Vineyard from this two-bedroom cottage, a bright and beautiful Vineyard Haven home with a grassy lawn and an ideal location only a short stroll from beaches, downtown, and the ferry. This two-level home is the domain of …see more

from $225 / night

$1575 / week

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Responds fast!
avg. 2 hours 55 minutes

from $225 / night

18

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
MVVR Exclusive: Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance and Pottery Barn, and original art work, this highly desirable townhouse provides a luxurious but comfortable setting for a memorable Vineyard …see more

from $286 / night

$2000 - $3251 / week

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from $286 / night

16

Vacation bungalow in Vineyard Haven

Martha's Vineyard / Vineyard Haven

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 mi
  • Air conditioning
  • Private garden
Adorable new cottage, 10 minute walk to Vineyard Haven. Linens and towels included. Gas grill, full kitchen with all appliances and accessories.The bedroom has a king size be with comfy linens and down pillows. There is internet TV and DVD player. The bathroom is large …see more

from $150 / night

$1050 / week

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from $150 / night

(1) Excellent 

26

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
The next time you visit Martha's Vineyard, stay at Natures Pocket, a serene and secluded Vineyard Haven vacation rental. Well maintained and sitting near a lagoon, this spot is a delight. Walk to or take a short drive to must-visit spots nearby. A half mile away lies th …see more

from $132 / night

$924 / week

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Responds fast!
avg. 2 hours 55 minutes

from $132 / night

24

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
This waterfront ranch style home is the perfect rental for a couple or family who likes a casual, seaside environment with easy access to town. The living room, dining room, kitchen and master bedroom have lovely views of the lagoon. Lounge on the long deck, play summ …see more

from $325 / night

$2275 - $3930 / week

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from $325 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
Adorable home located walking distance to downtown Vineyard Haven. Stroll down the hill after dinner and grab an ice cream cone for desert! Three bedrooms and one and a half bath home with tasteful furnishings. Lovely updated kitchen that flows into the dining room. E …see more

from $358 / night

$2500 / week

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from $358 / night

(1) Very Good 

18

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Spacious contemporary townhouse with expansive deck, cathedral ceilings, open floor plan, central air conditioning and gas grill. Upper level has 2 bedrooms with Queen beds and 2 bathrooms. Main level has living with 2 story cathedral ceilings, dining area with window s …see more

from $286 / night

$2000 - $3000 / week

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from $286 / night

26

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Waterfront on Lake Tashmoo and a PRIVATE OCEAN BEACH. Best of both worlds! Enjoy the serene, natural setting. Stunning 180-degree waterviews and sunsets from every room. Peaceful and tranquil, the house at "Kuffie's Cove" borders a 50-acre nature preserve - Vineyard wil …see more

from $643 / night

$4500 - $7200 / week

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from $643 / night

40

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 12 7 nights min

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Air conditioning
This luxury, in-town home was built by one of the island’s preeminent craftsmen and no expense was spared in creating the millwork details and sleek designer styling of the interior. The hand-crafted architectural detail includes reclaimed wood ceilings, unique cabinetr …see more

from $465 / night

$3251 - $6000 / week

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from $465 / night

29

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful Vineyard home located in the Mink Meadows community of West Chop. This home offers and in-ground swimming pool and lovely yard and deck for relaxing and outdoor dining. The main house has three bedrooms on the 2nd floor with a master en suite bedroom/bathroom. …see more

from $680 / night

$4755 - $5885 / week

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from $680 / night

14

Vacation home rental

Martha's Vineyard / Vineyard Haven

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Air conditioning
Enjoy a relaxing stay in this beautiful restored 200 year old home located in the heart of Vineyard Haven. Just a few blocks from the ferry, this home has spaces for vacationers of all ages - a TV game room for children, and adjoining reading/gathering room for adults, …see more

from $300 / night

$2100 - $3800 / week

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from $300 / night

(1) Excellent 

44

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
Escape to Martha's Vineyard and stay at this classic shingle-style home in Vineyard Haven. With the beach, restaurants, and shops just a half mile away, and plenty of space to relax both indoors and outside at the house, you'll have everything you need for an amazing ge …see more

from $195 / night

$1365 / week

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Responds fast!
avg. 3 hours 11 minutes

from $195 / night

(1) Excellent 

9

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
Wonderful Vineyard cottage located on third green and fourth tee on the Mink Meadows. The house offers and open floor plan and has two bedrooms with one on the first floor and one on the second floor (accessed by a spiral staircase). The is a sleeper sofa in the living …see more

from $253 / night

$1765 / week

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from $253 / night

20

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain's home. The Captain Henry Stevenson house was recently renovated with stone countertops, stainless steel appliances, two flat screen TV's, central air and hardwood floors. Enjoy five large bedroo …see more

from $443 / night

$3100 - $5300 / week

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from $443 / night

17

Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Privately nestled atop a dune with breathtaking views and just steps from private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun filled rooms and panoramic views on both sides of the cottage.. Steps f …see more

from $479 / night

$3350 - $5400 / week

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from $479 / night

10

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Waterfront on the lagoon. Kayak and skiff rentals right around the corner. This is a delightful two bedroom cottage. Quiet and private location, yet just a short walk to shops, movies, spa and restaurants. Amenities and Features include... Hines Point, Waterview, Wa …see more

from $222 / night

$1550 - $2250 / week

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from $222 / night

35

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch and patio areas. The wide, sandy private beach offers excellent swimming for both adults and children. The large yard with beautiful …see more

from $622 / night

$4350 - $8900 / week

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from $622 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
Delightful private summer retreat with magnificent beach rights just a 5 minute walk away. Open and airy pristine house complimented by a large deck. One and a half miles from town, close to Mink Meadows Golf Course. Amenities and Features include... Shared private …see more

from $472 / night

$3300 / week

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from $472 / night

25

Vacation home rental

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Upon entering this pristine clean cape, you are greeted by an open floor plan and light filled rooms. A double living area with multiple seating areas and TV, features lovely waterviews and opens to the deck and yard area. The spacious dining area is adjacent to the kit …see more

from $315 / night

$2200 - $3500 / week

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from $315 / night

31

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Ask about children
  • Air conditioning
Newly updated water view home located within walking distance to downtown Vineyard Haven yet lots of privacy. Expansive decks one on the front of the house and one at the rear of the house and a screened in porch allow for outdoor entertaining, relaxing and enjoying the …see more

from $358 / night

$2500 - $5950 / week

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from $358 / night