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

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40 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. 2 hours 13 minutes

from $245 / 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

26

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
Vineyard Haven In-Town Luxury With Water Views. This four bedroom, four and a half bath home has all the modern luxuries you will need during your summer vacation. The first floor of features an spacious great room designed for entertaining, with living and dining a …see more

from $284 / night

$1990 - $7990 / week

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from $284 / night

16

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Enjoy this beautiful home within walking distance to Vineyard Haven. This home has a main floor with two sitting areas and wonderful big kitchen. There is also a lower level great for kids to play and watch TV. It also offers a outdoor patio with gas grill where you can …see more

from $458 / night

$3200 - $4100 / week

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from $458 / night

20

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
  • Air conditioning
Lovely antique Greek Revival at the edge of town on Main Street. This home offers four bedrooms with the two on the first being ensuite with full bathrooms. Nicely appointed with antiques, private off street parking with pleasant gardens, patio and yard. Walk to great …see more

from $586 / night

$4100 - $6500 / week

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from $586 / 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

$1851 - $2750 / week

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from $325 / night

25

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Air conditioning
Beautifully maintained 3 bedroom contemporary home in Vineyard Haven. Full Kitchen with all amenities including dishwasher; large living room 72" cable tv with VCR, WiFi wireless internet, A/C in every room house fully furnished and laundry. Large porch and deck with a …see more

from $375 / night

$2625 / week

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from $375 / 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 

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 $252 / night

$1765 / week

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from $252 / night

15

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
Fabulously located on a barrier beach with ocean in the front and a saltwater pond in the back. Traditional beach cottage features a bedroom right on the ocean side and a separate studio for kids or guests. Located ON THE SOUND the sunsets are astounding--the views over …see more

from $679 / night

$4750 - $5875 / week

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from $679 / 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 - $4900 / week

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from $471 / 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

15

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
A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and creative. This contemporary 4-bedroom home boasts a large open living space on both the first and second floors. The sleeping loft looks over into the wide open l …see more

from $357 / night

$2500 / week

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from $357 / night

24

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
  • 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

21

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Makonikey with Up-Island Feel & Down Island Convenience. New central air conditioned home. Total privacy - 3 acre zoning. Gourmet kitchen - granite counter tops, eat in area, 36'' commercial style gas range, Sub-Zero refrig, 2nd gas oven, butlers pantry with 2nd dishwas …see more

from $529 / night

$3701 - $8000 / week

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from $529 / 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 - $3650 / week

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from $429 / night

(3) Excellent 

23

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
DESCRIPTION:This beautiful, upscale contemporary home was built by an Island artist and builder and includes many custom features. Conveniently located just one mile from downtown Vineyard Haven yet in a private setting abutting 8+ acres of conservation land with a mil …see more

from $295 / night

$1975 - $4600 / week

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Responds fast!
avg. 2 hours 52 minutes

from $295 / night

27

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

8 10 Min stay varies

  • 8 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
A very well maintained, charming, Vineyard Classic, with a wrap around porch on which you may recline, sip iced tea, and watch the yachts go by! a towel out of the towel basket on the porch, walk down the steps to the beach, sun yourself on the sand or jump in your kay …see more

from $1429 / night

$10000 - $13500 / week

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from $1429 / 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

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 $679 / night

$4755 - $5885 / week

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from $679 / 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 - $5950 / week

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from $290 / night

21

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
From the bricked terrace of this charming one story cape house, you can gaze out at the sail boats and passing island ferries on Vineyard Sound. Situated on a hilltop in the middle of two private acres, the property boasts specimen plantings and gardens. Inside, the com …see more

from $472 / night

$3300 / week

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from $472 / 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

21

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
A Beautifully designed and decorated comfortable home just one mile from downtown Vineyard Haven. Sweeping water views for the Master bedroom will have you entranced. The summer breezes provide a cooling caress. The many amenities offer solace during your much needed va …see more

from $714 / night

$5000 - $19000 / week

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from $714 / night

19

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
Completely renovated Greek Revival home (the Berkshire House) on historic William Street with walking path one block from Main Street. Every inch of this home has been thoughtfully redone while maintaining much of the original detail and character. Small rooms have been …see more

from $700 / night

$4900 - $9900 / week

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from $700 / 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

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

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

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 - $7101 / week

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from $858 / 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

(1) Very Good 

10

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
My home is only rented weekly, Sunday to Sunday, from June 28 through September 6. Vineyard Haven, Martha's Vineyard vacation home for rent: 4 bedrooms/3 full baths; comfortably sleeps 8. An ideal spot for a gathering of family and friends. A short walk t …see more

from $400 / night

$3000 / week

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Responds fast!
avg. 2 hours 35 minutes

from $400 / night

10

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
This charming 1920s summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the beach at the end of the lane in this quiet residential neighborhood in West Chop. The art collector owner provides a delightful setting for you …see more

from $358 / night

$2500 / week

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Responds fast!
avg. 1 hour 55 minutes

from $358 / night

14

Home rental in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Private garden
This is a comfortable split level house with plenty of amenities and a large deck. It was recently remodeled with you and your family in mind. On the upper level is the living room, equipped with TV, wifi, fireplace, and dining room, designer”s eat in kitchen which is f …see more

from $250 / night

$1750 - $2700 / week

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from $250 / night

25

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

7 9 7 nights min

  • 7 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
Come and enjoy this wonderful West Chop home! Step back in time to the simpler days on the island and enjoy this well-kept quintessential Vineyard Home. There are seven bedrooms allowing ample space for family and friends, the home sleeps 9. There is a traditional flo …see more

from $715 / night

$5000 - $7000 / week

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from $715 / night

(1) Excellent 

17

Vacation apartment with shared pool in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
WOW! Last minute cancellation makes very desireable week of August 20 available..hurry! won't last long at 1395.00 discounted rate! Close to Vineyard Haven and across the street from playground and basketball court; 3/4 miles to Owen Way town beach with lifeguard …see more

from $228 / night

$1595 / week

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Responds fast!
avg. 1 hour 51 minutes

from $228 / night

20

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
This gorgeous home feature a well equipped kitchen with large open living and dining room. Right off the kitchen is a screened in porch and large deck, complete with gas grill and outside shower. The master with en suite is also located on the main level. The upstairs h …see more

from $500 / night

$3500 - $7500 / week

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from $500 / night

(2) Excellent 

32

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
Lovely four bedroom vacation home with 3500 sq ft of living space in Martha's Vineyard. Bring your boat, kayak or canoe and enjoy Lake Tashmoo. Play tennis on the nearby tennis courts or walk to town. This home is perfectly suited for relaxing or taking advantage of …see more

from $572 / night

$4000 / week

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from $572 / night

14

Vacation home with golf nearby in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
The house has an open concept, 3 big bedrooms, a big living room with a fireplace, a light filled sunroom and a private wooded location. It sits on a 1.7 acres near West Chop, which is a small secluded island summer community. Very near Mink Meadows Golf Course, Lake T …see more

from $350 / night

$1900 - $2500 / week

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from $350 / night

17

Home rental 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
Come and enjoy this completely renovated Vineyard Haven home. This home offers an open floor plan with an additional library in the front of the house and TV room at the back of the home. The first floor has one bedroom with two twin beds and en suite bathroom. The s …see more

from $1071 / night

$7500 - $9000 / week

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from $1071 / night

16

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
Vineyard Haven Three Bedroom Contemporary Additional amenities include: coffee maker, close to town, outdoor shower, washer & dryer, food processor. …see more

from $379 / night

$2650 - $2750 / week

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from $379 / night

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