Oak Bluffs Vacation Rentals, Homes, & More

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Oceanfront
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 / 11

Oak Bluffs 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 - $343
Per week:$1,750 - $2,400
Pets allowed:No
Internet:Yes

Open, airy contemporary Cape. All newly furnished, three bedrooms, 2 bathrooms. Ceiling fans in all bedrooms. A short 15 minute walk to Oak Bluffs Center and Beach, shopping, and dining. Sidewalks connect to miles of bike paths. Amenities and Features include... Walk to Town....

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Charming Oak Bluffs house
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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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 / 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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Cozy Ling Room with twin pullout sofabed
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 / 25

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 / 22
Bedrooms:6
Bathrooms:3
Sleeps:13
Type:Home
Per night:$708 - $758
Per week:$4,950 - $5,300
Pets allowed:No
Internet:Yes

This outstanding Oak Bluffs home is undergoing a complete face lift for the 2012 rental season and is sure to please. Spacious and perfect for extended families, featuring multiple attractively furnished living areas and sleeping 13 comfortably. The lower level of the house features...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

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

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$750 - $1,108
Per week:$5,250 - $7,750
Pets allowed:No
Internet:Yes

Rose Cottage - Treasured Harborfront Home. Deepwater dock. Enjoy the harbor activity from the veranda. Just a short stroll along the harbor to beaches, town center, and gingerbread cottages in the historic campground, movies, family and fine dining, galleries. Amenities and ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 38

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

from

$550

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$550 - $1,036
Per week:$3,850 - $7,250
Pets allowed:No
Internet:Yes

Sea breezes and fabulous water views from almost every room are the mainstay for this unique waterfront home on the Lagoon Pond in Oak Bluffs. Polished with soothing designer furnishings in layers of cappuccino and white neutral linen and cotton, you will enjoy this European- chic...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

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

from

$522

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$522 - $1,236
Per week:$3,650 - $8,650
Pets allowed:No
Internet:Yes

This unique and elegant four bedroom beach cottage is situated on the north shore of Martha's Vineyard. For your relaxation, there is a large porch/patio leading out to the beach affording magnificent views. Additional views from the tastefully decorated living area, bedrooms areas,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

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

from

$415

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$415 - $629
Per week:$2,900 - $4,400
Pets allowed:No
Internet:Yes

10 minute walk to Oak Bluffs center and beach area from this lovely modern vacation home. Enjoy all that the summer community of Oak Bluffs has to offer, quaint shops, fine and family dining, harbor front stroll where you will and array of dining establishments, all waterside,...

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Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$320 - $353
Per week:$2,240 - $2,465
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets - Please InquireSituated on quiet side street with a 15 minute walk or a 5 minute drive to town and beach, this light filled cape offers visiting families a well equipped vacation reprieve with comfortable living areas, modern kitchen, AC in all bedrooms....

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$308 - $465
Per week:$2,150 - $3,250
Pets allowed:No
Internet:Yes

Picturesque ocean views across Farm Pond to Vineyard Sound. Walk to beach and town. Bike path is one block away from this beautifully renovated three bedroom, two bathroom home. Open, airy with lots of glass. The dining and living areas open to deck. Amenities and Features include......

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$143 - $214
Per month:$4,290 - $6,420
Pets allowed:No
Internet:Yes

Walk to town from this meticulously maintained, large & airy, 3 bedroom, 3 full bathroom vacation getaway, located on a beautiful 1/4 acre lot on a quiet street. Watch your troubles sail away while relaxing on the large farmer's porch with your favorite summer beverage, or grilling...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 30

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
Per month:$30,000
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 / 22

Oak Bluffs Home
7 Bedrooms / 3 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

from

$543

/ night

Email Owner
Bedrooms:7
Bathrooms:3
Sleeps:14
Type:Home
Per night:$543
Per month:$16,290
Pets allowed:No
Internet:Yes

Classic, "Camp Ground" over sized 7 bedroom 3 bath home in a residential neighborhood within easy walking distance to the beach, shops, restaurants, galleries, etc. It offers double master bedrooms (1st and 2nd floor. ) Enjoy rocking on our huge front porch in over sized Georgia...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
6 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$429

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$429
Per month:$12,870
Pets allowed:No
Internet:Yes

Sitting on the "summer porch" (that is what they were called in the days of old) sipping your favorite beverage, strolling the short distant to the water, relaxing around the table, Well equipped kitchen, reading in the living room with your feet these are possible when you stay...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$286

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$286 - $425
Per month:$8,580 - $12,750
Pets allowed:No
Internet:Yes

Our 'treehouse' is the tallest residence in the town of Oak Bluffs. Enjoy quiet and seclusion in this wooded setting, located in the exclusive Meadow View Farms community. There are panoramic views from the upper level, above the treetops. The bike path and MVTA (bus) are steps ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$429 - $457
Per month:$12,870 - $13,710
Pets allowed:No
Internet:Yes

This charming home sits atop the Lagoon bluffs w/stairs down to a narrow private beach It offers waterviews from many rooms (including a wonderful glassed in/screened porch). The living room sports bay windows to access the view, and there's a studio w/a private entrance and kitchenette....

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

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

from

$357

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$357 - $429
Per month:$10,710 - $12,870
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 / 17

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

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$229 - $543
Per month:$6,870 - $16,290
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
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$315 - $358
Per week:$2,200 - $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 / 16

Oak Bluffs Home
6 Bedrooms / 2 Bathrooms / Sleeps 11
Home / 6 Bedrooms / Sleeps 11

from

$243

/ night

Email Owner
Bedrooms:6
Bathrooms:2
Sleeps:11
Type:Home
Per night:$243 - $879
Per week:$1,700 - $6,150
Pets allowed:No
Internet:Yes

Amenities and Features include... In- Town, Walk to Beach, Wifi InternetAdditional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, phone ld block, outdoor furniture,...

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Bedrooms:7
Bathrooms:4
Sleeps:10
Type:Home
Per night:$643 - $1,072
Per week:$4,500 - $7,500
Pets allowed:No
Internet:Yes

Waterfront Compound on Lagoon with panoramic water views. The main house features an open and spacious living area with comfortable furnishings, a dining area and a spacious kitchen with new appliances. The master bedroom with king bed has a private bath and opens onto a private ...

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

Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful get away yet is just a short drive to town center. The use of coastal colors and upscale furnishings throughout combine to make this gorgeous Oak Bluffs summer home a cut a above....

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

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

from

$686

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$686 - $779
Per week:$4,800 - $5,450
Pets allowed:No
Internet:No

Spectacular water view in desirable East Chop neighborhood. This 4 bedroom, 3 bath home is just 1. 5 miles from Oak Bluffs Center and Beach. There is a yard with multiple decks and waterviews. Features include central air and wifi internet. Beautifully decorated. Amenities and Features...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

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

from

$386

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$386 - $572
Per week:$2,700 - $4,000
Pets allowed:No
Internet:Yes

Spacious and pristine four bedroom contemporary located in lovely private down- island community. All new decor, air conditioning, association tennis courts and bike paths. Views from spacious deck across professionally landscaped yard to Sengekontacket Pond. Amenities and Features...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$429 - $900
Per week:$3,000 - $6,300
Pets allowed:No
Internet:Yes

MVVR EXCLUSIVE: Custom crafted tri- level, this beautiful home features spacious open living spaces, hardwood floors throughout, 3 full baths, central A/C and WiFi. Exterior features include a large private deck at the back of the house, the perfect venue for summer dining or...

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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

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $300
Per week:$1,400 - $2,100
Pets allowed:No
Internet:Yes

Adorable and immaculate three bedroom, two bath cottage located just 1. 5 miles from Oak Bluffs center and town beach area. Bike paths located at the end of the street for touring or access to town. Less that a half mile to Farm Neck golf course, tennis and dining. House features...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
4 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 4 Bedrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229 - $493
Per week:$1,600 - $3,450
Pets allowed:No
Internet:Yes

Pristine 4 bedroom waterfront hideaway. Enjoy spectacular views and sunsets across the lagoon. Private dock for boat enthusiasts. Kayak and boat rentals can be delivered to the property and kayaking on the lagoon is a fun and picturesque activity for the entire family. Centrally located,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 9

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

from

$347

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$347
Per week:$2,425
Pets allowed:No
Internet:No

Amenities and Features include... Meadow View Farms, Out of Town, Association Tennis, Hi Speed InternetAdditional amenities include: coffee maker, internet - ethernet cord required, fans - portable, lobster pot, food processor, washer / dryer, cd player, landscaped, patio...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

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

from

$357

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$357 - $429
Per month:$10,710 - $12,870
Pets allowed:No
Internet:Yes

. Leave your worries and your car behind — this picture perfect Vineyard beach house is steps from downtown Oak Bluffs, the sandy beach and a few short blocks from the ferry. Recently renovated and restored, four- bedrooms and one and a half baths, offering the perfect juxtaposition...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

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

from

$157

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$157 - $214
Per month:$4,710 - $6,420
Pets allowed:No
Internet:No

A new Cape style residence situated on a wooded lot near bike path and just a short ride to town center and ferry. This home features an open design with a bright kitchen/dining/living area with hardwood floors, den and full bath on the first floor. Sliders in the dining area lead...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

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

from

$318

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$318 - $390
Per week:$2,225 - $2,725
Pets allowed:No
Internet:Yes

Amenities and Features include... Hidden Cove, Association Tennis Courts, Association Kayak LandingAdditional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, porch - screened, vacuum, outdoor furniture, tennis - association/shared,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
8 Bedrooms / 3 Bathrooms / Sleeps 16
Home / 8 Bedrooms / Sleeps 16

(2)“ Excellent ”2 Reviews

from

$671

/ night

Email Owner
Bedrooms:8
Bathrooms:3
Sleeps:16
Type:Home
Per night:$671 - $1,107
Per month:$20,130 - $33,210
Pets allowed:No
Internet:Yes

A true Vineyard classic from 1890, this house retains its authentic charm yet has been thoughtfully renovated and serves the modern day vacationer well. The 8 bedrooms afford plenty of space to accomodate larger family groups for special reunions and vacations. The living room, ...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

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

from

$714

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$714
Per month:$21,420
Pets allowed:No
Internet:Yes

Spacious contemporary 4 bedroom 3. 5 bath home located in one Oak Bluffs most exclusive neighborhoods. This house offers many features such as hardwood floors, central air conditioning, and a large living dining area with walk out deck and patio. The yard is nicely landscaped with...

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Bedrooms:5
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,072 - $1,772
Per week:$7,500 - $12,400
Pets allowed:No
Internet:Yes

Outstanding, custom crafted 5 bedroom 4. 5 bath luxury nestled within Farm Neck golf course and over looking Sengkontacket Pond, lovely waterviews from the house. Large family living spaces include a great room with soaring ceilings opening to the patio as well as a large TV/family...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

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

from

$279

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$279 - $336
Per week:$1,950 - $2,350
Pets allowed:No
Internet:Yes

East Chop - The quintessential Vineyard cottage. This sweet cottage brings back visions of the lazy days of summer of bygone eras when life was less hurried. The serene location overlooks a pond, a barrier beach with a few homes, and the Outer Harbor. It has a magnificent 180 degree...

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Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$386 - $486
Per week:$2,700 - $3,400
Pets allowed:No
Internet:Yes

Lovely two bedroom, 2 bath condo unit with sweeping water views. Town center is but a 5 minute walk from the condo complex where you will find, family and fine dining, shops. groceries, the famous Flying Horse Carousel, - a great attraction for children and the young at heart....

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Bedrooms:6
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,379 - $2,093
Per week:$9,650 - $14,650
Pets allowed:No
Internet:Yes

The Weku House is a luxury, 5, 000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous...

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$425 - $733
Per week:$2,975 - $5,125
Pets allowed:No
Internet:Yes

Beautiful, spacious, 4 bedroom 3. 5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. This home comfortably hosts extended families with multiple living spaces. The main living level features an open concept and hosts a family TV room and luncheon...

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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

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $350
Per week:$1,750 - $2,450
Pets allowed:No
Internet:Yes

Spacious, immaculate 4 bedroom, 3 bath home. Large deck for outdoor enjoyment. Situated just outside the busy center of Oak Bluffs. It is a 10 minute walk to all activities, dining, movies and beach, historic Campground Ginger Bread cottages. There are walkways all the way into...

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Bedrooms:3
Bathrooms:1
Sleeps:5
Type:Home
Per night:$261 - $404
Per week:$1,825 - $2,825
Pets allowed:No
Internet:Yes

Bright and newly remodeled classic summer cottage. Conveniently located just one mile from Oak Bluffs town center, Ink Well Beach, shops, fine and family dining, historic Flying Horses Carousel, public tennis courts, Bandstand Park and Oak Bluffs Harbor- front area. The professionally...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 11

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

from

$222

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$222 - $322
Per week:$1,550 - $2,250
Pets allowed:No
Internet:Yes

Owner Transfer Ferry Tickets, Please InquireWalk to Oak Bluffs town center or Inkwell beach from this fabulous beach- chic cottage with all new furnishings in 2014. Open floor plan with high ceilings, but cozy and comfortable. Two bedrooms upstairs both with Queen- sized beds. Full...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

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, outdoor shower, lobster pot, cd player, wine glasses, fans,...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

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

from

$771

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$771 - $979
Per month:$23,130 - $29,370
Pets allowed:No
Internet:Yes

Luxury waterfront home with dock, deep water mooring, a private beach as well as deep water access and marina facilities close- by. Enjoy a commanding view of Lagoon Pond with gorgeous westerly sunsets - second to none! This home offers a spacious open floor plan providing a comfortable...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
4 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 4 Bedrooms / Sleeps 7

(2)“ Excellent ”2 Reviews

from

$272

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$272 - $486
Per week:$1,900 - $3,400
Pets allowed:No
Internet:Yes

Delightful summer cottage. Great family home for relaxing on the large deck, kayaking the lagoon, great play beach on the lagoon for children. The bunk house with two bedrooms is directly behind the main part of the house, about 10 steps across the yard. The views are spectacular...

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Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

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
Per month:$19,290
Pets allowed:No
Internet:Yes

Beautiful four bedroom house in the prestigious Farm Neck area overlooking a lovely lawn to a large tidal pond. This home offers an open floor plan so the whole family can be together. The kitchen and living areas open up to a wonderful deck so you can enjoy the views of Sengekontaket...

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