Vineyard Haven Vacation Rentals, Homes, & More

1-25 of 25 Vineyard Haven Rentals

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1 / 8

Vineyard Haven Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:Yes

This spacious, contemporary 3BR/3bath townhouse with expansive deck, open floor plan, cathedral ceilings, and central air conditioning is part of a development (60 homes on 108 acres) which includes a pool, 6 tennis courts, duck pond, and private access to Lake Tashmoo and ...

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Nice, Well Appointed Home

“ Excellent ”
August 26, 2014
A group of friends and I stayed at this rental home in August. The house is very nice. You must have a car as this property is in a wooded community that is well over a mile from Main Street in Vineyard Haven where shops and grocery stores are located. In addition, in order to benefit from the outside amentities of this property, it will require a drive to that location as well, with the exception of the tennis courts.The town home is very clean and is modern. There is cable television and wireless internet available. The two bedrooms with en suites are very spacious. There is a bedroom downstairs in the finished basement that has two sets of bunk beds...great for kids not so much for picky adults. There is also a futon in the den area that can be used as a spleeping space...it is small so better suited for one person or children/teens. I wouldn't consider this a true 3 bedroom setup if your have overly picky adults in your group. But definetly is a great option for two families with children/teens. The property also has a great deck for outside entertaining.
Tonya Plear, Brooklyn, NY

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Vineyard Haven Massachusetts Vacation Rentals - Cottage
1 / 7

Vineyard Haven Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”9 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$175
Per week:$800 - $1,600
Pets allowed:No
Internet:Yes

Lovely, warm inviting cottage in the Historic Village of Vineyard Haven on Martha's Vineyard. Although you are in town, the cottage is quite and set- back from the road and is afforded a lot of privacy with the mature foliage. Walking distance to restaurants, beaches, shops, ...

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Great Home Base for a Great Vacation

“ Excellent ”
July 7, 2014
Homey, Comfortable, Casual. Perfect spot, close to walk to town, get to the Ferry, or grab a coffee, ice cream or bite to eat. Vineyard Haven is a comfortable town that isn't quite as trendy or busy as a few of the others, yet still provides plenty to do & see. Owners are lovely, very accommodating, and full of useful information about MV.
Susan Krieger, York, PA, USA

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 9

Vineyard Haven Home
4 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$260

/ night

Email Owner
Bedrooms:4
Bathrooms:1.5
Sleeps:8
Type:Home
Per night:$260 - $300
Per month:$7,800 - $9,000
Pets allowed:No
Internet:Yes

Take advantage of advance summer reservation... s a few summer weeks are available! Fall is also now being booked. Best features: This charming older home has a great location, a very large LR. with hardwood floors and beach stone fireplace, huge enclosed front porch (35' by ...

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Spacious, but cozy.

“ Excellent ”
September 19, 2014
Originally our family of 5 was going to spend the week, but vacation times shifted and a pregnancy created the need for maternity leave later in the year so just my son and I ended up going to the Vineyard. We had a wonderful time relaxing, seeing the sights and hanging out on the beaches. There was more than enough space and the deck and the screened in front porch quickly became our favorite parts of the house. The location was great for reaching any part of the island and the house was very well stocked with kitchen appliances, towels and bedding. We would highly recommend this home to friends and family!
Nancy Riley, Northwestern Vermont

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Vineyard Haven Massachusetts Vacation Rentals - Cottage
1 / 16

Vineyard Haven Cottage
3 Bedrooms / 1.5 Bathrooms / Sleeps 8

“ Very Good ”3 Reviews

from

$58

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:8
Type:Cottage
Per night:$58 - $172
Per week:$400 - $1,200
Pets allowed:Yes
Internet:No

Acorn in the Woods is a 3 bedroom cottage with deck, grill, fireplace, outside shower, washer/drier, cable, hammocks, tire swing, basketball hoop, and occasional wild turkeys. It is a half mile to town and ferry and a half mile to Lake Tashmoo. The three bedrooms consist ...

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Our trip

“ Excellent ”
September 21, 2008
Excellent location and the accommodations met our needs quite well. As we had heard there would be a lot of wild Turkey sightings. There were many.
JR, Spotsylvania, VA

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1 / 19

Vineyard Haven Home
8 Bedrooms / 4 Bathrooms / Sleeps 12

Bedrooms:8
Bathrooms:4
Sleeps:12
Type:Home
Per night:$1,358 - $1,643
Per week:$9,500 - $11,500
Pets allowed:No
Internet:Yes

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! Or... grab 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...

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1 / 18

Vineyard Haven Home
4 Bedrooms / 2 Bathrooms / Sleeps 9

from

$290

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:9
Type:Home
Per night:$290 - $746
Per week:$2,030 - $5,220
Pets allowed:No
Internet:Yes

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 Tashmoo Inlet...

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1 / 22
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$858 - $2,286
Per week:$6,000 - $16,000
Pets allowed:No
Internet:Yes

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 amenites offer solace during your much needed vacation. Come...

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1 / 15

Vineyard Haven Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$679

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$679 - $840
Per week:$4,750 - $5,875
Pets allowed:Yes
Internet:Yes

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 Lake Tashmoo...

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Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$443 - $686
Per week:$3,100 - $4,800
Pets allowed:No
Internet:Yes

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 bedrooms, two...

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1 / 18

Vineyard Haven Home
4 Bedrooms / 4 Bathrooms / Sleeps 9

from

$915

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:9
Type:Home
Per night:$915 - $1,415
Per week:$6,400 - $9,900
Pets allowed:No
Internet:Yes

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 enlarged for...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $1,004
Per week:$2,000 - $7,025
Pets allowed:No
Internet:Yes

Fabulous WATERFRONT HOME at Kuffie's Point, overlooking "Rhoda's Pond" where Lake Tashmoo meets the sea. Deeded access to OCEAN PRIVATE BEACH. Enjoy the serene, natural setting. Stunning 180- degree waterviews from every room Peaceful and tranquil, the house at "Kuffie's Cove" ...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 22

Vineyard Haven Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$572 - $858
Per week:$4,000 - $6,000
Pets allowed:No
Internet:Yes

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 restaurants,...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 15

Vineyard Haven Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$529

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$529 - $558
Per week:$3,700 - $3,900
Pets allowed:No
Internet:Yes

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 relax and ...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 14

Vineyard Haven Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$172 - $315
Per week:$1,200 - $2,200
Pets allowed:Yes
Internet:Yes

The "Old Wing", has about 1800 sq. ft. living area, with one and a half stories. It has three bedrooms, two baths, and an additional outside shower. Plantings, fencing and sound insulation separates the Old Wing from the rest of the Hideaway building. An outdoor gas grill and...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 17

Vineyard Haven Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$243 - $386
Per week:$1,700 - $2,700
Pets allowed:No
Internet:Yes

This cottage, designed by Island architect Jamie Weisman faces West (great sunsets! )and has expansive views of the water from the Adirondak chairs on the white sandy beach. Imagine waking up and looking out at the water with its attending wildlife, or ending your day with your...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 14

Vineyard Haven Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$850

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$850 - $1,015
Per week:$5,950 - $7,100
Pets allowed:Yes
Internet:Yes

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. Fabulously located...

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Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:Yes

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 seats, ...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 20

Vineyard Haven Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$643

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$643 - $1,143
Per week:$4,500 - $8,000
Pets allowed:No
Internet:Yes

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 dishwasher...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 14

Vineyard Haven Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$329

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$329 - $529
Per week:$2,300 - $3,700
Pets allowed:Yes
Internet:Yes

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 summertime games...

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1 / 15
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $458
Per week:$2,500 - $3,200
Pets allowed:No
Internet:Yes

Set in the historic district of Vineyard Haven on a private lane conveniently located near all the town has to offer... tennis, beaches, shops, restaurants, Owen Park, theatre, library. This four bedroom home is only a 10 minute walk from the ferry. This tastefully decorated...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 15

Vineyard Haven Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$286 - $400
Per week:$2,000 - $2,800
Pets allowed:No
Internet:Yes

Beautiful, newly built 3 bedroom, 3. 5 bath home. Close to town, boat and beach. Each bedroom has en suite bath. First floor bedroom is handicap accessible. Lower level has a large family room. Great screened in porch. Nice yard. Quiet area. Additional amenities include: coffee...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 10

Vineyard Haven Home
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$193

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$193 - $243
Per week:$1,350 - $1,700
Pets allowed:No
Internet:Yes

This home is within walking distance of some of the finest golf on the island as well as the beach. It is casual, attractive and immaculate. Sliders in the living area look out to the deck with the water in the distance. The surrounding yard is beautifully landscaped. Note: Beach...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 17
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$400 - $500
Per week:$2,800 - $3,500
Pets allowed:No
Internet:Yes

Privacy and space abound! Relax on comfortable outdoor furniture on the shady wraparound front porch or the sunny side deck of this 1998 contemporary farmhouse that is situated 500 feet from Vineyard Sound on 3+ wooded acres in exclusive Makoniky. It is only 3. 5 miles from the ...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 11

Vineyard Haven Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$172 - $286
Per week:$1,200 - $2,000
Pets allowed:Yes
Internet:Yes

The Tashmo Cottage, offers about 1100 sq. ft. of living area, with one and a half stories. It has three bedrooms, one bathIt has a compact design, allowing space to accommodate two couples, or one or two families with children. It is set up to sleep 6 people comfortably. The ...

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Vineyard Haven Massachusetts Vacation Rentals - Home
1 / 11

Vineyard Haven Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$172 - $400
Per week:$1,200 - $2,800
Pets allowed:No
Internet:Yes

The Hideaway, New Wing, has about 2500 sq. ft living area, with three stories. It has four bedrooms, three baths. The New Wing, is stepped 4 ft up from the rest of the house, and made private with plantings and fencing. On the South side of the house, is a secluded garden area...

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