Oak Bluffs Vacation Rentals, Homes, & More

Oak Bluffs (123) Filter Cancel

1-50 of 123 Oak Bluffs Rentals

| View All
Sort: Relevance
1  2  3  View All
Oceanfront
1 / 15

Oak Bluffs Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 105 BR / 3.5 BA / 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 ...

See more

Close x

Bedrooms:5
Bathrooms:1
Sleeps:8
Type:Home
Per night:$322 - $500
Per week:$2,250 - $3,500
Pets allowed:No
Internet:No

Penacook 5 Bedroom Cottage - short stroll down one of the nicest streets in Oak Bluffs to the beach in one direction and town center in the other, where you will find shops, eateries, - gourmet and family style, entertainment, the historic Flying Horsed Carousel, and the beautiful...

See more

Close x

Front w/new front porch
1 / 10

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / 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....

See more

Close x

Visit to Martha's Vineyard

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

See all reviews

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 5

Oak Bluffs Home
3 Bedrooms / 2 Bathrooms / Sleeps 73 BR / 2 BA / 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...

See more

Close x

Cozy Ling Room with twin pullout sofabed
1 / 20

Oak Bluffs Home
2 Bedrooms / 1 Bathroom / Sleeps 42 BR / 1 BA / 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"...

See more

Close x

Outside view of kitchen and sliding glass door out to the deck.
1 / 25

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 85 BR / 2 BA / 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...

See more

Close x

1 / 23

Oak Bluffs Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 84 BR / 2.5 BA / 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 - $715
Per week:$4,000 - $5,000
Pets allowed:No
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 shared tennis court and patio. Spacious, open 35x45 living room downstairs with ...

See more

Close x

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

See all reviews

Close x

1 / 8

Oak Bluffs Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 104 BR / 3.5 BA / 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,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
8 Bedrooms / 3 Bathrooms / Sleeps 168 BR / 3 BA / 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 - $714
Per month:$20,130 - $21,420
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, ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 30

Oak Bluffs Home
7 Bedrooms / 7 Bathrooms / Sleeps 147 BR / 7 BA / Sleeps 14
Home / 7 Bedrooms / Sleeps 14
(1) Excellent 1 Review
Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
Per night:$1,000 - $1,357
Per month:$30,000 - $40,710
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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
7 Bedrooms / 3 Bathrooms / Sleeps 147 BR / 3 BA / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

from

$414

/ night

Email Owner
Bedrooms:7
Bathrooms:3
Sleeps:14
Type:Home
Per night:$414 - $643
Per month:$12,420 - $19,290
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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 30

Oak Bluffs Home
7 Bedrooms / 3 Bathrooms / Sleeps 147 BR / 3 BA / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

from

$679

/ night

Email Owner
Bedrooms:7
Bathrooms:3
Sleeps:14
Type:Home
Per night:$679 - $1,036
Per week:$4,750 - $7,250
Pets allowed:No
Internet:Yes

In Town, walk to beach, tennis and town area. This wonderful family home has a large wrap around porch, 7 bedrooms and sleeps 12- 14. Many areas of this wonderful older home have been updated. Hi Speed Internet. Amenities and Features include... 1 Block to Beach, Wifi Internet,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
7 Bedrooms / 3 Bathrooms / Sleeps 147 BR / 3 BA / Sleeps 14
Home / 7 Bedrooms / Sleeps 14
Bedrooms:7
Bathrooms:3
Sleeps:14
Type:Home
Per night:$1,750
Per week:$12,250
Pets allowed:No
Internet:Yes

Delightful historic summer cottage sitting on the edge of Harthaven Harbor. Spectacular views of Vineyard Sound from all areas of the home. Private path leads you to a pristine private association beach, perfect for families of all ages. There is also a private dock in front of the...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 135 BR / 4 BA / Sleeps 13
Home / 5 Bedrooms / Sleeps 13
(1) Excellent 1 Review

from

$371

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:13
Type:Home
Per night:$371 - $471
Per month:$11,130 - $14,130
Pets allowed:No
Internet:Yes

Newly renovated 5 bedroom home just a mile and a half from the center of Oak Bluffs. New hard wood floors throughout as well as updated furnishings and decor. Dining area is extended by a nice sized sunny deck for outdoor dining. Perfect for a large family vacation. Additional amenities...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
6 Bedrooms / 3 Bathrooms / Sleeps 136 BR / 3 BA / Sleeps 13
Home / 6 Bedrooms / Sleeps 13

from

$422

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:13
Type:Home
Per night:$422 - $758
Per week:$2,950 - $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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
6 Bedrooms / 4 Bathrooms / Sleeps 126 BR / 4 BA / 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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15

Oak Bluffs Home
6 Bedrooms / 3 Bathrooms / Sleeps 126 BR / 3 BA / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$786

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:12
Type:Home
Per night:$786 - $986
Per week:$5,500 - $6,900
Pets allowed:No
Internet:No

Large families looking for a beachfront adventure will love this relaxed waterfront home. Spectacular views from every room and expansive patios stretch the shoreline. Central location offers a 5 minute drive to town, dining, movies, shops and galleries. Amenities and Features ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 16

Oak Bluffs Home
6 Bedrooms / 2 Bathrooms / Sleeps 116 BR / 2 BA / 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,...

See more

Close x

Bedrooms:5
Bathrooms:2
Sleeps:11
Type:Home
Per night:$393 - $793
Per week:$2,750 - $5,550
Pets allowed:No
Internet:Yes

Privately situated on a hilltop in Sengkontacket, - spacious tri- level contemporary home. This wonderful vacation home has been updated for summer 2015, AC added, freshly painted, new carpeting and hardwood flooring and new furnishings. Set in a wonderful family friendly community...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
6 Bedrooms / 3 Bathrooms / Sleeps 106 BR / 3 BA / Sleeps 10
Home / 6 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$714

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:10
Type:Home
Per night:$714
Per month:$21,420
Pets allowed:No
Internet:Yes

This well maintained, vintage Victorian home is centrally located, yet away from the hustle and bustle of town: just one block from the beach, two blocks from Waban Park and Ocean Park, three blocks from tennis, backetball and a playground and four blocks from town. Enjoy the...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / 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 week:$2,000 - $4,150
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 ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 105 BR / 2 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10
(3) Excellent 3 Reviews

from

$171

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$171 - $457
Per month:$5,130 - $13,710
Pets allowed:No
Internet:Yes

Classic & charming, turn of the century "campground" home situated on a 4, 400 sq. ft. corner lot just a few minutes walk from the beach & town. Spacious & light rooms w/ some intimate spaces, a formal dining room, hardwood & pine floors, and a sweet porch all blend into a wonderful...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$429 - $486
Per month:$12,870 - $14,580
Pets allowed:No
Internet:Yes

This grand ginger bread cottage recently updated, offers lots of living space on 2 levels, with a kitchen, living room and full bath on each level. Perfect for extended families looking to spend vacation time together while enjoying expansive living space on two levels. The access...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 27

Oak Bluffs Home
6 Bedrooms / 3 Bathrooms / Sleeps 106 BR / 3 BA / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

from

$536

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:10
Type:Home
Per night:$536 - $965
Per week:$3,750 - $6,750
Pets allowed:No
Internet:Yes

Seaside Cottage Style Vacation Home. Recently renovated. Perfect for extended families. Walk to Oak Bluffs town center, beach across the street and miles of beach side - bike paths begin just a couple of hundred yards from the house. Ocean views from just about all rooms. Wonderful,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 13

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 105 BR / 2 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$190

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$190 - $533
Per week:$1,325 - $3,725
Pets allowed:No
Internet:Yes

Amenities and Features include... In- Town, WiFiAdditional 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, ironing board....

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 26

Oak Bluffs Home
6 Bedrooms / 4 Bathrooms / Sleeps 106 BR / 4 BA / Sleeps 10
Home / 6 Bedrooms / Sleeps 10

from

$458

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:10
Type:Home
Per night:$458 - $643
Per week:$3,200 - $4,500
Pets allowed:No
Internet:Yes

Enjoy Oak Bluffs summer living at its best in this wonderful family home. Located in desireable East Chop. Walk to town and beach. Amenities and Features include... Classic East Chop Summer Home, Wifi InternetAdditional amenities include: beach chairs, coffee maker, outside shower...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 105 BR / 3 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$693

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$693 - $1,108
Per week:$4,850 - $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 ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 22

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 105 BR / 2 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$472

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$472 - $686
Per week:$3,300 - $4,800
Pets allowed:No
Internet:Yes

This grand ginger bread cottage recently updated, offers lots of living space on 2 levels, with a kitchen, living room and full bath on each level. Perfect for extended families looking to spend vacation time together while enjoying expansive living space on two levels. The access...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18
Bedrooms:5
Bathrooms:2
Sleeps:10
Type:Home
Per night:$393 - $786
Per week:$2,750 - $5,500
Pets allowed:No
Internet:Yes

East Chop Victorian seasonal residence exudes the character and charm of the era is situated just a block from the East Chop Bluffs on a sleepy side street in a quiet wooded setting. This wonderful home has a family room with beamed cathedral ceiling, an eyebrow window and full bathroom....

See more

Close x

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 ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
3 Bedrooms / 3 Bathrooms / Sleeps 103 BR / 3 BA / Sleeps 10
Home / 3 Bedrooms / Sleeps 10

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$143 - $429
Per month:$4,290 - $12,870
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...

See more

Close x

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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 23

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 95 BR / 3 BA / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$343

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$343 - $715
Per week:$2,400 - $5,000
Pets allowed:No
Internet:Yes

Amenities and Features include... Waterview, Central Air, Wifi Hi Speed InternetAdditional amenities include: coffee maker, patio table and chairs, lobster pot, food processor, washer / dryer, landscaped, outside shower - enclosed, outdoor furniture, ironing board....

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 94 BR / 3 BA / Sleeps 9
Home / 4 Bedrooms / Sleeps 9
(1) Excellent 1 Review

from

$425

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$425 - $583
Per week:$2,975 - $4,075
Pets allowed:No
Internet:Yes

Lovely spacious 3+ bedroom, 3. 5 bedroom home within a mile from Oak Bluffs Center and beach area. Fully furnished screen porch. This home has been tastefully furnished throughout and will sleep families of 9 comfortably. Amenities and Features include... Stylish New Home, Central...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 8

Oak Bluffs Home
5 Bedrooms / 3 Bathrooms / Sleeps 95 BR / 3 BA / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$695

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$695 - $810
Per week:$4,860 - $5,665
Pets allowed:No
Internet:Yes

East Chop three level modern home with waterviews from each level, the second level deck makes outdoor activities such as eating an enjoyable experience. Amenities and Features include... EAST CHOP, WATERVIEW, WALK TO TOWN, CENTRAL AIR CONDITIONING, WI- FIAdditional amenities...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
5 Bedrooms / 2 Bathrooms / Sleeps 95 BR / 2 BA / Sleeps 9
Home / 5 Bedrooms / Sleeps 9

from

$457

/ night

Email Owner
Bedrooms:5
Bathrooms:2
Sleeps:9
Type:Home
Per night:$457
Per month:$13,710
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: ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 38

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 94 BR / 3 BA / 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...

See more

Close x

1 / 14

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$414

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$414 - $629
Per month:$12,420 - $18,870
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....

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$357

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$357
Per month:$10,710
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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 14

Oak Bluffs Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$286 - $314
Per month:$8,580 - $9,420
Pets allowed:No
Internet:Yes

Sun filled and airy prow front contemporary home with beautiful views of Lagoon Pond. Four bedrooms accommodating up to eight guests. Two full baths plus refreshing outdoor shower. The second floor with its cathedral ceiling utilizes an open living room, dining room and kitchen floor...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 15

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$357

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$357
Per month:$10,710
Pets allowed:No
Internet:Yes

Enjoy beautiful water views of Farm Pond and Nantucket Sound while relaxing on the back deck. This vintage Vineyard Cottage located in the private Harthaven association has access to 2 private association beaches as well as a private tennis court. Additional amenities include: games,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 24

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$286 - $400
Per month:$8,580 - $12,000
Pets allowed:No
Internet:Yes

Wonderful, spacious, lovingly maintained and attractive home in exclusive setting - family room with fireplace, large formal living room with fireplace, master bedroom with full private bath. Large kitchen and dining area that opens onto wonderful deck. Association tennis and...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 17

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$257

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$257 - $414
Per month:$7,710 - $12,420
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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
-1 Bedroom / 5 Bathrooms / Sleeps 8-1 BR / 5 BA / Sleeps 8
Home / -1 Bedroom / Sleeps 8
Bedrooms:-1
Bathrooms:5
Sleeps:8
Type:Home
Per night:$1,000 - $1,429
Per month:$30,000 - $42,870
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 ...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / 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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 19

Oak Bluffs Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$286 - $414
Per month:$8,580 - $12,420
Pets allowed:No
Internet:Yes

Immaculate, waterview town house located in the desirable Sengekontacket Pond area of Oak Bluffs. Wonderful waterviews of Sengkontacket Pond and Nantucket Sound. This spacious unit offers a bright open airy feeling with three levels of living area. The main floor includes bedroom,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 20

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$679

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$679 - $814
Per month:$20,370 - $24,420
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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 18

Oak Bluffs Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / 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...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / 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,...

See more

Close x

Oak Bluffs Massachusetts Vacation Rentals - Home
1 / 21

Oak Bluffs Home
4 Bedrooms / 4 Bathrooms / Sleeps 84 BR / 4 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$357

/ night

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

Wonderful Oak Bluffs home close to town and beach. This home has an open floor plan which is nice for relaxing with family and friends. Also enjoy the screened porch off the living area. Additional amenities include: coffee maker, outdoor shower, cd player, wine glasses, washer...

See more

Close x

1  2  3  View All
123View All
page 1 of 3
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More