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

Close

View larger map

Vineyard Haven

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,127 Vacation rentals

24

Home rental 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
MVVR EXCLUSIVE: Wonderful family friendly waterfront home. Impeccably maintained, this 4 bedroom, 4 bath home has multiple living spaces. Nice yard to the water's edge and a large deck overlooks the Lagoon. Quiet, private neighborhood, a convenient walk to town. Beache …see more

from $568 / night

$3,975 - $7,500 / week

Inquire View

from $568 / night

8

Vineyard Haven Vacation home accommodation

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Waterfront Cottage - Sweet 2 bedroom cottage with gorgeous views and fronts on the lagoon. Small beach, great area for young children to splash and play, also the lagoon is a favorite with those who love to kayak. Kayak rentals close by and delivered if rented by the w …see more

from $183 / night

$1,275 - $1,575 / week

Inquire View

from $183 / 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 $1,429 / night

$10,000 - $13,500 / week

Inquire View

from $1,429 / 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. \n Amenities and Features include...\n \nShared priv …see more

from $429 / night

$3,000 / week

Inquire View

from $429 / night

31

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
In-town Classic Vineyard Home recently updated with central AC added in 2017. The outdoor living spaces are to be enjoyed by all, featured area a deck on one side offering outdoor patio dining and grill area and the screened porch on the opposite side of the house with …see more

from $443 / night

$3,100 - $3,900 / week

Inquire View

from $443 / 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 $225 / night

$1,575 / week

Book View

Responds fast!
avg. 56 minutes

from $225 / night

18

Vacation studio in Vineyard Haven

Martha's Vineyard / Vineyard Haven

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
This lovely three bedroom home located on the beautiful waters of Tashmoo (tidal saltwater lake connecting to Vineyard Sound). The modern open floor plan, kitchen, living, dining with water views from every window is a great place for families to gather. The side patio …see more

from $1,072 / night

$7,500 / week

Inquire View

from $1,072 / 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

$5,000 - $19,000 / week

Inquire View

from $714 / night

30

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Gracious Beach Home. A spacious open floor plan with views from every room. First floor Master Suite opens to a wrap around deck. Small detached guest house with full bathroom. Private white sand beach. \n Amenities and Features include...\n \nWaterfront and Beachfront …see more

from $858 / night

$6,000 - $16,000 / week

Inquire View

from $858 / 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

$2,275 - $3,930 / week

Inquire View

from $325 / night

26

Vacation studio in Vineyard Haven

Martha's Vineyard / Vineyard Haven

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past flower gardens and through the trees to your private shore front on Lagoon Pond o …see more

from $272 / night

$1,900 - $2,950 / week

Inquire View

from $272 / night

31

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
Nestled in the lovely private community of homes and condos, this lovely two bedroom 2 and a half bath unit is just a five minute walk to the association pool and tennis courts and just two miles from Vineyard Haven Village Center. Relax on the large back deck with …see more

from $215 / night

$1,500 - $2,900 / week

Inquire View

from $215 / night

(2) 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
Close to Vineyard Haven and across the street from playground and basketball court; 3/4 miles to Owen Way town beach with lifeguard and restrooms, this rustic, "beach cottage" type two bedroom one bath end unit condo is located in desirable Causeway Harborview condomi …see more

from $243 / night

$1,695 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from $243 / night

26

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
Stunning home where the waterfront is literally at your doorstep. Relax on the expansive waterfront deck which is the only one of it's kind on the Vineyard. Private dock at the end of the deck. Boat rentals are also available. Private tennis courts shared only with …see more

from $1,215 / night

$8,500 / week

Inquire View

from $1,215 / 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 …see more

from $154 / night

$1,078 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from $154 / 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 th …see more

from $300 / night

$2,100 - $5,550 / week

Inquire View

from $300 / 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 $286 / night

$2,000 - $3,000 / week

Inquire View

from $286 / night

17

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
This newly renovated Cape is sure to please with A/C in every room, bamboo floors, new kitchen and baths. Great space and furnishings fresh and light throughout. Also includes a lower level family room. Large deck, enclosed outside shower and private spacious backyard. …see more

from $286 / night

$2,000 - $2,700 / week

Inquire View

from $286 / night

14

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. 2008 will bring all new country antiques and contemporary furnishing together for a summer cottage interior. The interior layout features four bed …see more

from $286 / night

$2,000 - $4,100 / week

Inquire View

from $286 / 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 k …see more

from $315 / night

$2,200 - $3,500 / week

Inquire View

from $315 / night

27

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
Lagoon Front Luxury home, custom designed and built, craftsmanship visible throughout, floor to ceiling windows on the water side, open living spaces for your vacation enjoyment. This impeccable light filled home boasts beautiful water views of the lagoon from ju …see more

from $600 / night

$4,200 - $7,500 / week

Inquire View

from $600 / night

(2) Very Good 

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 $213 / night

$1,491 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from $213 / night

25

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
This spacious waterfront home offers spectacular 180-degree Lagoon views, lagoon beach area perfect for launching kayaks and a great play beach area for children. This lovely home boasts all the amenities is just minutes away from the central town areas of Edgartown, Oa …see more

from $785 / night

$5,500 - $7,500 / week

Inquire View

from $785 / night

25

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

7 9 Min stay varies

  • 7 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 $714 / night

$5,000 - $7,000 / week

Inquire View

from $714 / night

(2) Excellent 

44

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • 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 th …see more

from $158 / night

$1,106 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from $158 / night

(4) Excellent 

23

Vineyard Haven Vacation home rental

Martha's Vineyard / Vineyard Haven

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
PLEASE NOTE: AVAILABLE JULY 2018 DATES HAVE BEEN DISCOUNTED AND LENGTH OF STAY HAS BEEN REDUCED TO 5 NIGHT MINIMUM. FERRY TICKETS FOR SATURDAY DATES MAY STILL BE AVAILABLE SO PLEASE INQUIRE. DESCRIPTION: This spacious, well-decorated home is conveniently locate …see more

from $295 / night

$1,975 - $4,600 / week

Book View

Responds fast!
avg. 1 hour 15 minutes

from $295 / 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

$4,100 - $6,500 / week

Inquire View

from $586 / night

9

Vacation studio in Vineyard Haven

Martha's Vineyard / Vineyard Haven

Studio 3 7 nights min

  • Studio
  • Sleeps 3
  • 7 nights min
  • Ask about children
  • Air conditioning
Perfectly cozy, this cute efficiency condo is situated just at the edge of town and is part of the Causeway, Harborview Complex. There is a common pool for when you are not at the beach, pay per wash laundry facilities at the complex and common picnic area on the ground …see more

from $115 / night

$800 - $1,050 / week

Inquire View

from $115 / 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 $450 / night

$3,150 - $5,750 / week

Inquire View

from $450 / night

39

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
Built in 1758, this historic waterfront home was originally a tavern, until the 1850's, with renovations in the 1920's and 1998. From the front porch, you will enjoy expansive views of Vineyard Haven harbor, East Chop and Vineyard Sound. The path with stairs to the shor …see more

from $1,500 / night

$10,500 - $16,800 / week

Inquire View

from $1,500 / night

14

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
This completely renovated in town house is just a 5 minute walk to town, restaurants, shopping, etc... Completely private back yard and deck. \n Amenities and Features include...\n \nIn Town, Central Air Conditioning …see more

from $286 / night

$2,000 - $3,700 / week

Inquire View

from $286 / 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

$3,000 - $3,650 / week

Inquire View

from $429 / night

41

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 on lagoon beach, private dock for boaters. Owner provides 2 kayaks! Larger boats, skiffs, paddle boards and various other water gear can rented and delivered t …see more

from $715 / night

$5,000 - $15,000 / week

Inquire View

from $715 / 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

$3,700 - $8,000 / week

Inquire View

from $529 / 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 $254 / night

$1,775 - $3,175 / week

Inquire View

from $254 / 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
Tucked away in the private area surrounding Mink Meadows Golf course, this outstanding contemporary home has abundant natural light, is freshly painted throughout, new furnishings are being set up through June. Interior photos will be updated once all furnishings are i …see more

from $500 / night

$3,500 - $5,800 / week

Inquire View

from $500 / night

16

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 $400 / night

$2,800 / week

Inquire View

from $400 / night

23

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
Beautiful home in Mink Meadows area of West Chop. Guests will enjoy the gorgeous waterviews across Mink Meadows Pond to the North Shore, swans, geese and ducks reside in the pond a visual treat for all and the sunsets are breathtaking over the North Shore. Walk or dr …see more

from $429 / night

$3,000 - $6,250 / week

Inquire View

from $429 / night

25

Vacation home in Vineyard Haven

Martha's Vineyard / Vineyard Haven

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
Set in Tashmoo Woods an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with patio table, additional outdoor seating and grill. Upon entering this spacio …see more

from $286 / night

$2,000 - $2,600 / week

Inquire View

from $286 / night

24

Vacation studio in Vineyard Haven

Martha's Vineyard / Vineyard Haven

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy the sparkling new construction of this studio-style Vineyard Haven property, a bright and sunny in-law secondary suite. It offers travelers a shared outdoor deck (with your own designated space), a gas grill for summer barbecues, and an ideal location within walki …see more

from $104 / night

$728 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from $104 / night