Martha's Vineyard Vacation Rentals, Homes, & More

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1-50 of 1308 Martha's Vineyard Rentals

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Chilmark Massachusetts Vacation Rentals - Home
1 / 8

Chilmark Home
2 Bedrooms / 1 Bathroom / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:8
Type:Home
Per night:$79 - $229
Per week:$550 - $1,600
Pets allowed:No
Internet:No

Located at end of a dead- end dirt road on 1. 5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, living room, bathroom with antique claw foot bathtub & w/d, & 2 decks. Second floor...

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 8

West Tisbury Home
6 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$500

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$500
Per month:$15,000
Pets allowed:No
Internet:Yes

Situated on a private rolling 3- acre wooded lot in the hills of beautiful Lambert's Cove, this is the perfect summer family retreat and is also available year round for weekly rentals. This home has four bedrooms in the main house and a two bedroom guest cottage. The back of the...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

Oak Bluffs Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$215

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$215
Per week:$1,500
Pets allowed:Yes
Internet:Yes

Great Getaway Cottage with a short walk to town, the harbor, and the Lagoon . A back yard picnic table, BBQ grill, and swing set. About a mile walk or bike ride to Town. The house has hardwood and fir floors throughout and also has air conditioning. This is a great "get away cottage"...

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7 Cummings Way front
1 / 13

Edgartown Home
4 Bedrooms / 3 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

(3)“ Excellent ”3 Reviews

from

$450

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:7
Type:Home
Per night:$450 - $500
Per month:$13,500 - $15,000
Pets allowed:No
Internet:Yes

This beautifully located home is right in the most picturesque town of Martha's Vineyard. The views are magnificent, overlooking the harbor from a distance and a couple of minutes walk to downtown. It is new, well appointed, immaculate, completely furnished, includes gas ...

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nice house great location

“ Excellent ”
August 28, 2014
The hous was beautiful. Nice size. Basement was great extra space. We were disappointed that there was no outdoor shower and the TV in the basement was not working. We wanted to watch Jaws in th entertainment room. But the location to stores and restaurants and two beaches certainly made up for it. My husband wants to book this house for next year.
Ellen S, Edgartown, Ma

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 4

West Tisbury Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:No

Enjoy the quiet rural agricultural area of mid island West Tisbury on Martha's Vineyard. Close to West Tisbury Great Pond, near 170 acres of conservation land yet, close to bike paths, and town. This two bedroom, two bath, vaulted ceiling modern cape is spacious and fits 4 people...

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Front of Home
1 / 9

Vineyard Haven Home
4 Bedrooms / 1.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ 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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Exterior view
1 / 8

Vineyard Haven Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(1)“ 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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1 / 10

Edgartown Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$250 - $305
Per month:$7,500 - $9,150
Pets allowed:No
Internet:Yes

This home has everything you need for a vacation on Martha's Vineyard. With 1600 square feet of living space, It is a bright airy contemporary charmingly furnished with a sky lighted living room with Cable TV, DVD, phone, fireplace, internet access with WiFi and comfortable furniture....

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Edgartown Meadows Summer Retreat
1 / 19

Edgartown Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300
Per week:$2,100
Pets allowed:No
Internet:No

Family friendly home close to beaches, bike path and many area attractions. Wireless internet connection available. Outdoor deck with gas grill and outdoor shower. Short drive to both Edgartown state beach and south beach as well as Edgartown center. Outdoor basketball hoop,...

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Great rental in edgartown

“ Excellent ”
July 28, 2014
This rental house was great, they say it is a 3 bedroom but there is another room with a futon that could be a 4th bedroom. They have plenty of board games and a wii and Xbox for the kids on a rainy day. It has a good size kitchen and nice size deck with an outdoor shower. I can't say enough good things about this rental. I've rented many houses on the vineyard over the years this is in the top. I had my family of 5 there and we had more than enough room .
William ONeill, Rockland, Ma USA

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Chilmark Massachusetts Vacation Rentals - Cottage
1 / 11

Chilmark Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 5
Cottage / 3 Bedrooms / Sleeps 5

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Cottage
Per night:$572
Per week:$4,000
Pets allowed:Yes
Internet:Yes

Light and bright with floor to ceiling sliding glass doors in every room. The views over the wetland to the pond are phenomenal. A truly magical spot to watch the glow of the Menemsha Sunset. A short walk to a private sandy beach for swimming, kayaking, or sunbathing. Recent improvements...

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1 / 4

Vineyard Haven Apartment
Studio / 1 Bathroom / Sleeps 2
Apartment / Studio / Sleeps 2

from

$150

/ night

Email Owner
Bedrooms:Studio
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$150
Per week:$1,050
Pets allowed:No
Internet:Yes

Large Third Floor Studio Space. Entire third floor. This has a separate entrance, bathroom and bright and airy. It does NOT have any cooking facilities it is a large studio in a private residence with a separate entrance. 2 people One full bed and one futon bed Private ...

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ENJOY THE MANY WATER VIEWS STROLLING INTO TOWN ALO
1 / 11

Edgartown Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$120

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$120 - $600
Per week:$800 - $2,300
Pets allowed:Yes
Internet:Yes

Wonderfully Peaceful Intown Island Cottage Waiting Your Arrival To Fall In Love With Our Beautiful Island Of Marthas Vineyard. All Inclusive Vacationing. House Linens, 2 Adult Bikes, Beach Gear, Croquet Or Boccee, &har Skiff Available For Your Pleasure. Go Biking, Clamming And...

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master bedrrom
1 / 7

Edgartown Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$275

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$275
Per week:$1,925
Pets allowed:No
Internet:Yes

31/2 - 4 Bed Rooms Pool And Tennis Available Jacuzzi, Gas Grill And Sheets Dock For Motor Boat Available Bright And Sunny Bunk Beds Added Bonus Wireless............. ......

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Hidden Cove

“ Excellent ”
July 4, 2011
Our trip to Martha's Vineyard was wonderful. We totally enjoyed our stay at the Hidden Cove townhouse. We were on a girlfriends (4) trip and the large triple story townhouse met our needs perfectly. The location was perfect. The townhouse was neat and clean. The neiborhood was extremely quiet. All of the neighbors were kind and helpful when we needed directions. The view was absolutely breath taking! We have decided to go back next year. Hopefully this same property will be available. Thanks again,R. Williams
Renisha Williams, Phoenix AZ USA

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15

Oak Bluffs Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$572

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$572 - $929
Per week:$4,000 - $6,500
Pets allowed:No
Internet:Yes

This beautiful fully renovated cottage beach house is available for weekly rent. Come enjoy the great ocean views. Sit out on the large front covered porch – enjoy friends, family and great times! Relax to the sights and sounds of the beautiful ocean. House comfortably sleeps ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$168

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$168 - $314
Per month:$5,040 - $9,420
Pets allowed:No
Internet:Yes

Nestled in a private location on Crystal Lake which abounds with bird life, this is a delightful, vintage 1950's home with modern conveniences and comfortable furnishings. Its rambling single story layout is spacious and conducive to relaxed living. It is very well maintained and...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 26

Chilmark Home
5 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$429 - $1,286
Per week:$3,000 - $9,000
Pets allowed:No
Internet:Yes

The ultimate artist or family retreat tucked away amid the rolling hills and stonewalls of Squibnocket Pond in Chilmark. The panoramic water views look out across the Pond, the barrier beach and sand dunes of the Island's southwestern most point, and on out to No Man's Island and...

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Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$193 - $475
Per week:$1,350 - $3,325
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets, Please InquireMVVR EXCLUSIVE: Enjoy the comforts and delightful decor of this recently refurbished Long Point Beach House. The first level features an open floor plan with multiple glass doors opening to the summer dining deck. The modern kitchen is ...

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View from Deck
1 / 12

Edgartown Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$143 - $686
Per week:$1,000 - $4,800
Pets allowed:No
Internet:Yes

This charming home is situated in an idyllic private wooded setting on Sengekontacket Pond, one of the largest salt- water ponds on Martha's Vineyard. The deck looks out over Major's Cove to the Audobon Society 1/4 mile across the water and Nantucket Sound a mile away. In the evening,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 5

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$300 - $400
Per month:$9,000 - $12,000
Pets allowed:Yes
Internet:Yes

This 3. 5 Bedroom Home With Skylights, 52 Inch Tv, Computer, Internet, Printer, Fax, Is Your Home Away From Home. 1 Mile From Town 1. 5 Mile From Beach And 7 Miles From Airport Is Ideal Location. 2 Sets Of Golf Clubs And 4 Tennis Racquets For Your Use, 3 Cable Tv's, Master...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 10

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$258 - $400
Per week:$1,800 - $2,800
Pets allowed:No
Internet:Yes

Newer immaculate four bedroom Cape style home located in a quiet area within easy access to town and beaches. The upper level has 2 master suites each with a private bath, one with a jacuzzi tub. Also has high speed internet....

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Visit to Martha's Vineyard

“ Excellent ”
July 12, 2014
Wonderful house. Great location. Fabulous outdoor shower. We had a great experience.
Diane Carr, Florida

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$315 - $458
Per week:$2,200 - $3,200
Pets allowed:No
Internet:Yes

Renovated beach house in Oak Bluffs with 5 Bedrooms, 2 full baths, Sleeps 8; Large living/dining room, sliding door opens to deck, flagstone picnic area with gas grill, A/C, Washer/Dryer, Free WIFI, Large flat- screen LED TV's with cable service; Located 10- 20 min walk...

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 10

West Tisbury Home
3 Bedrooms / 1.5 Bathrooms / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$158

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:10
Type:Home
Per night:$158 - $358
Per week:$1,100 - $2,500
Pets allowed:No
Internet:Yes

This house is a traditional Vineyard saltbox, on a two acre, secluded, beautifully landscaped section of West Tisbury near Lambert's Cove. It has a huge deck, that extends from the south to the west side of the house, with an outdoor shower, and outdoor furniture. It is fully...

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cottage front
1 / 7

Vineyard Haven Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

(9)“ 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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Tisbury Massachusetts Vacation Rentals - Home
1 / 5

Tisbury Home
5 Bedrooms / 4 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

Bedrooms:5
Bathrooms:4
Sleeps:9
Type:Home
Per night:$1,450 - $1,500
Per month:$43,500 - $45,000
Pets allowed:No
Internet:Yes

This sophisticated five- bedroom house is ideally situated. From the quiet and secluded feeling of your waterfront oasis on Hines Point, you’ll be able to walk to town and dine at the island’s legendary restaurants, the Artcliff Diner and The Black Dog. Watch the sailors and...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 8

Oak Bluffs Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$500 - $1,429
Per week:$3,500 - $10,000
Pets allowed:No
Internet:Yes

A fully renovated four bedroom home with three and a half baths and separate garage, landscaped lot and a private dock. Dock can accommodate up to a 25 foot motor boat and is accessible to Vineyard Sound. Family room with cable TV, deck, fully equipped kitchen, wood burning stove,...

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Scanned photos
1 / 16

Vineyard Haven Cottage
4 Bedrooms / 1.5 Bathrooms / Sleeps 9
Cottage / 4 Bedrooms / Sleeps 9

(3)“ Very Good ”3 Reviews

from

$58

/ night

Email Owner
Bedrooms:4
Bathrooms:1.5
Sleeps:9
Type:Cottage
Per night:$58 - $286
Per week:$400 - $2,000
Pets allowed:Yes
Internet:No

Acorn in the Woods is a 4 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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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$572 - $643
Per week:$4,000 - $4,500
Pets allowed:Yes
Internet:Yes

Newly refurbished, stately 4262 sq ft. home with 4 bedrooms, 2. 5 baths situated within a five minute walk to the center of Oak Bluffs, beaches, and ride/jog to bike trail. Large fenced yard with tennis court and patio. Spacious, open 35x45 living room downstairs with smaller...

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Perfect Location

“ Excellent ”
August 16, 2013
This was the perfect location for my family vacation. We could walk to everything, however, we were far enough that we did not experience a lot of noise or traffic. The home was in mint condition and the homeowner likes it to stay that way. Not recommended for little children or elderly people, there are a lot of stairs and all the main amenities are on the second and third floor. We have teenagers, so they had their own floor. This gave all of us a lot of privacy and space.
Hillary Dunson, Atlanta, GA

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1 / 9

Edgartown Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:10
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Charming, nicely furnished 4 bedroom home with lots of outdoor living/ entertaining space( large open deck and cosy covered porch) 2 fireplaces large country kitchen, new appliances 1/4 mile from Morning Glory Farm and across road from bus stop and bike path, yet private. Easy ...

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1 / 17

Edgartown Home
11 Bedrooms / 5 Bathrooms / Sleeps 16
Home / 11 Bedrooms / Sleeps 16

from

$850

/ night

Email Owner
Bedrooms:11
Bathrooms:5
Sleeps:16
Type:Home
Per night:$850 - $2,429
Per week:$5,950 - $17,000
Pets allowed:Yes
Internet:No

The Captain Morse House, at the corner of Morse and North Water Street is one of Edgartown's finest homes. This fully renovated and detailed home is located just a short distance to Light House Beach and the Edgartown Village. This home features eight bedrooms and five full baths...

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1 / 28

Edgartown Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$2,143 - $6,429
Per week:$15,000 - $45,000
Pets allowed:No
Internet:Yes

Magnificent Katama estate home privately sited on 6 acres boardering the Edgartown Great Pond with access to private South Shore Beach. There are 3 guest bedrooms, a master suite, grand room that opens to a screened porch and patio, formal dining room, breakfast room and a fully...

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1 / 19

Edgartown Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$400 - $572
Per week:$2,800 - $4,000
Pets allowed:No
Internet:Yes

This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house this year. Additional amenities include:...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$558

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$558 - $872
Per week:$3,900 - $6,100
Pets allowed:No
Internet:Yes

Absolutely delightful Oak Bluffs Victorian with colorful and charming decorating touches. Spacious and homey, this house has been cared for and cherished. Old world charm with all of today's necessities combined transport you to another era and give you all the comfort of modern ...

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Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$358 - $804
Per week:$2,500 - $5,625
Pets allowed:No
Internet:Yes

Wonderful Beach house on Moshup Trail directly across from private ocean beach and short walk to Philbin Beach. Sweeping views of the ocean and lighthouse, glorious ocean sunsets from the large new deck. Sunrise views from master bedroom deck on 2nd floor. Two bedrooms are on the...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:Yes

New construction, well appointed kitchen with stainless appliances, hand built stone fire place, post and beam rich with wood grains and welcoming warmth. Sit in the screen porch and watch the sunset across the lily pond. Quiet spot in the woods convenient to Moshup Trail and the...

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1 / 31

Vineyard Haven Home
6 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

Bedrooms:6
Bathrooms:3
Sleeps:10
Type:Home
Per night:$1,143 - $2,286
Per week:$8,000 - $16,000
Pets allowed:No
Internet:Yes

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 enjioy expansive views of the harbor, East Chop & Vineyard Sound. The path with stairs to the shore include an outdoor...

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1 / 22

Vineyard Haven Home
2 Bedrooms / 4 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:4
Sleeps:6
Type:Home
Per night:$286 - $372
Per week:$2,000 - $2,600
Pets allowed:No
Internet:Yes

This well appointed condo will make you feel comfortable and at home the moment you walk in. Swimming, kayaking, tennis, walking trails, and shopping are all at your finger tips. Mink Meadows Golf Course is just a stroll down the street as well. Enjoy all the Island has to offer...

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Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$1,500 - $2,929
Per week:$10,500 - $20,500
Pets allowed:No
Internet:Yes

Nestled in the heart of downtown Edgartown, this refined and classic Vineyard six bedroom, six and a half bath home has plenty of room to spread out with unique niches for all ages. Three floors of living space include the first floor gourmet kitchen with top of the line Dacor appliances,...

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Chappaquiddick Massachusetts Vacation Rentals - Home
1 / 29

Chappaquiddick Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$1,000 - $2,143
Per week:$7,000 - $15,000
Pets allowed:No
Internet:Yes

Tucked away on top of Sampson's Hill, this Contemporary Chappy Compound features a Main House with three levels of living and entertaining spaces - - including four screened porches and two media areas - - a separate Carriage House with three bedrooms, a large private yard and...

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Chappaquiddick Massachusetts Vacation Rentals - Home
1 / 17

Chappaquiddick Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$300 - $343
Per week:$2,100 - $2,400
Pets allowed:No
Internet:Yes

Tucked away in the prestigious North Neck area of Chappy, this pair of coastal- styled cottages have been recently renovated throughout. The Main Cottage houses the shared living spaces, including an open Living and Dining Area with vaulted ceiling and fireplace, framed by a west-...

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 32

West Tisbury Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$1,143
Per week:$8,000
Pets allowed:No
Internet:Yes

Seven Gates Farm was founded in the late 19th Century as a far- sighted development to create a place where permanent conservation restrictions create a pastoral environment of living well within civil wilderness. This expanded cape style home is the essence of that civility. Restoration...

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 39

West Tisbury Home
5 Bedrooms / 5 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,358
Per week:$9,500
Pets allowed:No
Internet:Yes

An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden...

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West Tisbury Massachusetts Vacation Rentals - Home
1 / 18

West Tisbury Home
1 Bedroom / 1 Bathroom / Sleeps 6
Home / 1 Bedroom / Sleeps 6

from

$622

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:6
Type:Home
Per night:$622
Per week:$4,350
Pets allowed:No
Internet:Yes

Tucked in the woods on the water's edge, this converted barn is nestled in the heart of nature. Come be lulled by the sound of the waves lapping on the shore or whipped by the excitement of a white capped windy day. Relax and regenerate cradled in nature. This is truly a place apart...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 29

Chilmark Home
6 Bedrooms / 2 Bathrooms / Sleeps 11
Home / 6 Bedrooms / Sleeps 11

from

$858

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:11
Type:Home
Per night:$858 - $1,429
Per week:$6,000 - $10,000
Pets allowed:No
Internet:Yes

Style, warmth, and comfort define this delightful farm house in Menemsha with a water view to theVineyard Sound. The property is spacious and private. There is a tennis court shared by the occupants of the neighboring barn. The house comes with a key to a beach in Aquinnah on Moshup...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 15

Chilmark Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$1,572 - $2,143
Per week:$11,000 - $15,000
Pets allowed:No
Internet:Yes

Contemporary, private, exquisite home set right on Tisbury Great Pond. Drive to Quansoo or kayak right from the house. Large, gorgeous gourmet kitchen, spacious living room with stylish fire place, large screened porch, water views through the trees all contribute to the heightened...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 23
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,072
Per week:$7,500
Pets allowed:No
Internet:Yes

This Chilmark contemporary home offers views over Chilmark Pond to the South Shore. There are four bedrooms three full baths an open floor plan that includes a kitchen, living room and dining room that open up to decks and additional living space. Includes canoe to take over the ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 28

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

This beautifully designed home features four bedrooms, three full and one half baths. The living spaces include a formal dining room, living room and sun porch and a deck that lead out to nicely landscaped grounds. Other Amenities: iPhone Dock & Play Station 3Additional amenities...

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Edgartown Massachusetts Vacation Rentals - Home
1 / 16

Edgartown Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$643

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$643 - $686
Per week:$4,500 - $4,800
Pets allowed:No
Internet:Yes

Beautifully decorated and maintained home on Upper Main Street just a short walk to town. The back deck and yard affords privacy in outdoor living. Comfortable, spacious and priced well, this is a find. A/C units in the bedrooms. Additional amenities include: coffee maker, blueray...

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Chilmark Massachusetts Vacation Rentals - Home
1 / 23

Chilmark Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,143 - $1,286
Per week:$8,000 - $9,000
Pets allowed:No
Internet:Yes

Panoramic Views of South Shore from across the Allen Farm to Noman's Land and beyond. This carefully designed and decorated home sets you in beauty and comfort. The deck features a gazebo. The yard is carefully landscaped and tended with trees strategically planted to offer privacy...

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Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$1,058 - $2,200
Per week:$7,400 - $15,400
Pets allowed:No
Internet:Yes

Outstanding Katama home set on two private acres and featuring summer living at its best. Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the pool and large landscaped yard. South Beach is just 1. 2 Miles from this vacation home...

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Edgartown Massachusetts Vacation Rentals - Home
1 / 20
Bedrooms:8
Bathrooms:4
Sleeps:12
Type:Home
Per night:$1,829 - $2,543
Per week:$12,800 - $17,800
Pets allowed:No
Internet:Yes

Stylish luxury, newly renovated and professionally decorated in town home with separate guest house and heated pool. Walk to Lighthouse Beach, Fuller Street Beach, shops, fine dining at one of the many establishments in- town, galleries and the acclaimed harbor front area . This...

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