Oak Bluffs Vacation Rentals, Homes, & More

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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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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 / 17

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Large Victorian, beautifully furnished in wicker, wood, withdesigner  accessories, stone fireplace, stained glass windows, large wrap around porch (fully furnished) , fenced in yard with extensive landscaping. This magnificent home is bright and airy, wood floors, freshly...

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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 / 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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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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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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1 / 22

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$458

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:9
Type:Home
Per night:$458 - $629
Per week:$3,200 - $4,400
Pets allowed:No
Internet:Yes

Gracious 5 bedroom in- town victorian offers easy access to shopping, ferry, park with basketball and tennis and beach. This home has been lovingly maintained and restored to it's prior elegance. Enjoy cocktails on the beautiful three season porch. Additional amenities include: ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 13

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $343
Per week:$1,500 - $2,400
Pets allowed:No
Internet:Yes

Enjoy the charm of a Vineyard cottage with all the amenities of today. This 3 bedroom house has brand new furnishings for 2015. It is in a quiet neighborhood not far from Oak Bluffs center and its harbor. The house is also close to the bike path. The house has an open floor plan with...

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1 / 21

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

Bedrooms:5
Bathrooms:5
Sleeps:8
Type:Home
Per night:$1,158 - $1,643
Per week:$8,100 - $11,500
Pets allowed:No
Internet:Yes

Beautiful luxury home overlooking Farm Neck Golf Course and Sengekontacket Pond. Large family living spaces include a great room with soaring ceilings opening to the patio as well as a large TV/family room. Expansive gourmet kitchen with dining area is great for family gatherings ...

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Entry Side of House
1 / 16

Oak Bluffs Home
Studio / 2 Bathrooms / Sleeps 6
Home / Studio / Sleeps 6

from

$675

/ night

Email Owner
Bedrooms:Studio
Bathrooms:2
Sleeps:6
Type:Home
Per night:$675
Per week:$4,725
Pets allowed:No
Internet:No

East Chop Beauty, bike or walk to town and beach. This designer home features comfortable and elegant décor, central A/C and large lovely yard and flagstone patio. Interior features a large open dining and living area with state of the art kitchen. Custom features throughout. Amenities...

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1 / 41

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

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,000 - $1,715
Per week:$7,000 - $12,000
Pets allowed:No
Internet:Yes

This newly built Farm Neck home features quality craftsmanship, impeccable furnishings and water views from most rooms. The home is nestled within the Farm Neck Golf Course and faces south, overlooking Sengekontacket Pond. A dramatic two- story Great Room opens out to a bluestone...

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1 / 30

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

Located on almost two waterfront acres, this beach house sits directly on the shores of The Lagoon, with its own private sandy beach and water views of The Lagoon and beyond to Nantucket Sound. The Beach House On The Lagoon is designed around the water views, with large wraparound...

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1 / 27

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,572 - $1,900
Per week:$11,000 - $13,300
Pets allowed:No
Internet:Yes

This waterfront luxury retreat, designed by Hutker Architects, sits quietly perched above the Lagoon, with a large pool, private beach and sweeping water views. "Sandy Point" takes its name from the unique private beach below with its prominent point of sand that juts out into...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 2

Oak Bluffs Home
7 Bedrooms / 6 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:6
Sleeps:14
Type:Home
Per night:$1,000 - $1,358
Per week:$7,000 - $9,500
Pets allowed:No
Internet:No

Perfect for family and friends that want to vacation together, while maintaining their privacy, this unique home allows up to four families to stay together in the same home, while giving each of them total privacy. This 4, 000- square- foot, seven- bedroom, six- bathroom home...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$643 - $1,286
Per week:$4,500 - $9,000
Pets allowed:No
Internet:Yes

This deluxe waterside home has been recenty renovated from top- to- bottom, combining today's finest amenities and vintage mission- style charm, with a design that provides water views from all its rooms. The Mission House is uniquely situated with two water views. From the front,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 6

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

from

$186

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$186 - $329
Per week:$1,300 - $2,300
Pets allowed:No
Internet:Yes

This beautiful, new luxury suite is located in the heart of Oak Bluffs village offering the ultimate in creature comforts and an ideal in- town location. Walk to the beach, shops, restaurant and ferry. Located on the second floor, this luxury suite features an open Living and ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

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

from

$643

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$643 - $929
Per week:$4,500 - $6,500
Pets allowed:No
Internet:Yes

Quietly tucked away in prestigious Farm Neck Golf Club, this contemporary has sweeping waterviews of Sengekontacket Pond, State Beach and the Atlantic, as well as the 8th hole on the golf course. Situated on almost two landscaped acres, there are large wrap- around decks that ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 29

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

from

$336

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:8
Type:Home
Per night:$336 - $1,050
Per week:$2,350 - $7,350
Pets allowed:No
Internet:Yes

Amenities and Features include... Outstanding Summer Home with Pool, Screened Porch, Beautiful Decor, AC, WifiAdditional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, food processor, washer / dryer, landscaped, porch - screened,...

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1 / 16

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

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,072 - $1,715
Per week:$7,500 - $12,000
Pets allowed:No
Internet:Yes

Tucked away on the shores of The Lagoon, this deluxe waterfront retreat has been designed with an open layout to maximize grand water views and sunsets from its decks, screened porch and most rooms. The main level of Crow's Nest features a stylish wrap- around mahogany deck, and...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 6

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

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$172 - $286
Per week:$1,200 - $2,000
Pets allowed:No
Internet:Yes

You are just steps from Circuit Avenue, Oak Bluffs Harbor and the beach from this comfortable in- town apartment in an exclusive small building. The sun- filled great room has open living and dining areas, and a well- equipped kitchen. The two bedrooms are also on the main floor....

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$193 - $608
Per week:$1,350 - $4,250
Pets allowed:No
Internet:Yes

This lovely and secluded retreat is perfect for those looking for an enjoyable vacation away from the summer crowds. Bridle Path is a wooded, rolling hill section of Oak Bluffs, located near some prominent farms and horse stables. This custom- built home features top- quality furnishings...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 6
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Close to everything, Town, Beach, Tony's Market, etc! Main house has 4 Bedrooms plus a den with two daybeds. Guest house has an upstairs bedroom with queen bed and a sleeper couch in living room. There is no door to the upstairs bedroom, but there is a reasonable amount of privacy...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
6 Bedrooms / 0 Bathroom / Sleeps 16
Home / 6 Bedrooms / Sleeps 16

from

$622

/ night

Email Owner
Bedrooms:6
Sleeps:16
Type:Home
Per night:$622 - $1,172
Per week:$4,350 - $8,200
Pets allowed:No
Internet:Yes

Contemporary home sits on 1. 4 acres. Three master suites two with Jacuzzi's. Fully equipped eat- in kitchen. Sunroom with sunken hot tub along with another hot tub outside. Large brick patio, complete with outdoor furniture and built- in stone BBQ pit. All bedrooms are equipped ...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$315 - $472
Per week:$2,200 - $3,300
Pets allowed:No
Internet:Yes

Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town. Additional amenities include: beach chairs, dock/boat-...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

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

from

$258

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$258 - $486
Per week:$1,800 - $3,400
Pets allowed:No
Internet:Yes

This four bedroom two plus bath home is located in Meadow View farm with access to association tennis, bike path and Farm Neck Golf close by. This lovely home offers a comfortable living room, up- dated kitchen, formal dining room and a screened- in porch all tastefully decorated...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
3 Bedrooms / 0 Bathroom / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$258

/ night

Email Owner
Bedrooms:3
Sleeps:8
Type:Home
Per night:$258 - $443
Per week:$1,800 - $3,100
Pets allowed:No
Internet:Yes

Three bedroom Colonial located in prestigious Meadow View Farms. Property offers granite counter- tops with stainless steel appliances, hardwood floors throughout, flat panel TV in kitchen/dining and loft space. Large screened in porch with deck with plenty of outdoor space for ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

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

from

$272

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$272 - $658
Per week:$1,900 - $4,600
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. Comfortably furnished, it has a newlyr renovated kitchen and a new dining area overlooking Major's Cove. There is also a new screened...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$358 - $600
Per week:$2,500 - $4,200
Pets allowed:No
Internet:Yes

This home is Oak Bluffs at its best - close to town but tucked away off a main street, the house is truly a beauty with special, thoughtful details and wonderful furnishings. The new home has the yummiest colors with a handsome, soft blue master bedroom and bath, a twin bedroom...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
1 Bedroom / 1 Bathroom / Sleeps 4
Home / 1 Bedroom / Sleeps 4

from

$215

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$215 - $272
Per week:$1,500 - $1,900
Pets allowed:No
Internet:Yes

This charming guest house is steps from town and harbor. New and contemporary interior furnishings with attractive landscaping and common outside shower. Additional amenities include: sofabed, coffee maker, smoke free, pets considered, 4 dining capacity, lobster pot, 1 double...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329 - $358
Per week:$2,300 - $2,500
Pets allowed:No
Internet:Yes

Great three bedroom, 1. 5 bath summer cottage in Waterview Farms. Lots of light throughout with a large deck that overlooks common ground meadow. Additional sleeping in loft area. Nice location to town and beaches. Additional amenities include: coffee maker, smoke free, loft, ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

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

from

$568

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$568 - $686
Per week:$3,975 - $4,800
Pets allowed:No
Internet:Yes

Victorian four bedroom farmhouse style home located on Waban Park in Oak Bluffs. Walking distance to beaches and town. Quiet neighborhood. Additional amenities include: coffee maker, smoke free, lobster pot, vacuum cleaner, 8 dining capacity, 3 queen bed(s), enclosed outside...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
5 Bedrooms / 0 Bathroom / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$658

/ night

Email Owner
Bedrooms:5
Sleeps:10
Type:Home
Per night:$658 - $1,000
Per week:$4,600 - $7,000
Pets allowed:No
Internet:Yes

Affectionately known as "The Red House", this 5 bedroom 3 bathroom home is full of character and charm. As you enter the front door of this waterfront property you are graced with an open living space. You instantly feel at home with its spacious entertaining areas, sun porch, ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$358

/ night

Email Owner
Bedrooms:4
Sleeps:8
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:No
Internet:Yes

This centrally air conditioned 4 bedroom 2. 5 bathroom Cape Cod style property is located in an area of Oak Bluffs with the Lagoon Pond and the island's Sailing camp nearby. Within the Bayles Hill neighborhood is a spacious, quiet and well maintained group of homes with plenty of...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
7 Bedrooms / 7 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

(1)“ Excellent ”1 Review

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
Per night:$1,000 - $1,358
Per week:$7,000 - $9,500
Pets allowed:No
Internet:Yes

Located on over 1 acre of waterfront property on East Chop, an exclusive area of historic Oak Bluffs, this unique home is perfect for family and friends that want to vacation together while maintaining their privacy. This home allows up to 4 families to stay together in the same...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 13

Oak Bluffs Home
5 Bedrooms / 0 Bathroom / Sleeps 13
Home / 5 Bedrooms / Sleeps 13

from

$493

/ night

Email Owner
Bedrooms:5
Sleeps:13
Type:Home
Per night:$493 - $903
Per week:$3,450 - $6,320
Pets allowed:No
Internet:Yes

Contemporary home within Meadow View Farms. Screened- in porch for outdoor entertaining, 3 jacuzzi's, pool table and ping pong table. 6- 8 person sunken hot tub in the sun room. Association Tennis. Located less than a mile to Farm Neck Golf Course. Great amenities in this Oak Bluffs...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 33

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

Bedrooms:5
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,072 - $1,700
Per week:$7,500 - $11,900
Pets allowed:No
Internet:Yes

Custom Crafted Luxury Home on Farm Neck Golf Course This gorgeous 5 bedroom home overlooks the golf course and Sengekontacket Pond. Large family living spaces include a great room with soaring ceilings opening to the patio as well as a large TV/family room. The expansive kitchen is...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$1,261 - $1,429
Per week:$8,825 - $10,000
Pets allowed:No
Internet:Yes

This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened- in porch, enjoying the evening sunsets while grilling...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 10

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$172

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $358
Per week:$1,200 - $2,500
Pets allowed:No
Internet:Yes

Come experience the magic of the Vineyard in our island home. Modernized in 2011, this charming residence is clean, cozy and boasts new furniture and decor. Amenities include 3 TV’ s, cable television, Wi- fi, DVD, telephone, I- home, and Keurig Coffee maker. The property...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

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

from

$358

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $543
Per week:$2,500 - $3,800
Pets allowed:No
Internet:Yes

Set in one of the Island's loveliest planned residential areas with beautiful landscaping, overlooking Sengekontacket Pond. Wonderful pond views from all bedrooms and living area. This spacious three floor house is well maintained and attractively decorated. Full deck across back...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 12

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

from

$572

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$572 - $629
Per week:$4,000 - $4,400
Pets allowed:No
Internet:Yes

Completely renovated cottage in the Sunset Lake area of Oak Bluffs. Walk to town and library. Completely renovated modern kitchen. Rock away on the large front porch. Additional amenities include: games, coffee maker, lobster pot, cd player, wine glasses, heat, fan(s), vacuum,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15

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

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$286 - $536
Per week:$2,000 - $3,750
Pets allowed:No
Internet:Yes

Newly renovated and painted campground victorian home with gingerbread accents. This charming victorian is ideally located close to town, shops, restaurants and beaches. Enjoy peeks of the harbor while watching the sunset from the new roof top deck. Additional amenities include:...

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Oak Bluffs Massachusetts Vacation Rentals - Home
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Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Very Good ”1 Review

from

$493

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$493
Per week:$3,450
Pets allowed:No
Internet:Yes

Set back well off the road, this special Island home and it's surrounding open grounds are in a perfect mid- Island location for easy access to towns and beaches. It is very near to a wonderful bike path! The large living room has a tiny balconied and is graced by a an interesting,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

(1)“ Excellent ”1 Review

from

$286

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$286 - $358
Per week:$2,000 - $2,500
Pets allowed:No
Internet:Yes

The quintessential Vineyard cottage! ! ! This sweet cottage brings back visions of the lazydays of summer of bygone eras when life was lesshurried. The serene location overlooks a pond, abarrier beach with a few homes, and the Outer Harbor. It has a magnificent 180 degree view ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$172

/ night

Email Owner
Bedrooms:4
Sleeps:8
Type:Home
Per night:$172 - $808
Per week:$1,200 - $5,650
Pets allowed:No
Internet:Yes

Renovated in 2010, offering four bedrooms, open dining, living and kitchen areas and stunning views of Sengekontacket pond. Association Tennis and Dock. Great opportunities for dinner al fresco on the deck, watching the sunset. Additional amenities include: dock/boat- slip, outdoor...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 11
Home / 4 Bedrooms / Sleeps 11

from

$786

/ night

Email Owner
Bedrooms:4
Sleeps:11
Type:Home
Per night:$786 - $1,358
Per week:$5,500 - $9,500
Pets allowed:No
Internet:Yes

2012 total renovation, luxurious waterfront 4 bedroom all private bathrooms, fully air conditioned, by their own individual high efficiency mini- split units, beach house with state of the art kitchen, gorgeous and comfortable furnishings throughout, fabulous decking to outdoor...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$858

/ night

Email Owner
Bedrooms:4
Sleeps:8
Type:Home
Per night:$858 - $1,000
Per week:$6,000 - $7,000
Pets allowed:No
Internet:Yes

Private, secluded, centrally air conditioned beautifully constructed in 2012, this 4 bedroom is located in a lovely area of "Hart Haven" Oak Bluffs on the island of Martha's Vineyard. It offers an association beach and tennis all within walking distance of the property. As you ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$458

/ night

Email Owner
Bedrooms:4
Sleeps:8
Type:Home
Per night:$458 - $672
Per week:$3,200 - $4,700
Pets allowed:No
Internet:Yes

This charming waterfront two story Cape sits atop the Lagoon bluffs. Boasts spectacular sunsets and panoramic waterfront views of Lagoon, outer Vineyard Haven Harbor and Cape Cod from the patios, living room, dining room and two upstairs bedrooms. Stairs down to private beach. ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
4 Bedrooms / 0 Bathroom / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$315

/ night

Email Owner
Bedrooms:4
Sleeps:8
Type:Home
Per night:$315 - $343
Per week:$2,200 - $2,400
Pets allowed:No
Internet:Yes

Cedar Cape on Martha's Vineyard. Beautiful view of natural wooded conservancy. This house offers every amenity and is tastefully furnished. Central air throughout. Private association tennis at Meadow view Farms. Across the street from Farm Neck Golf Course. Additional amenities include:...

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