Sign in
- Owners / Managers
- Travelers
Join
- List your property
- Travelers
Help
Deals
Discover
- Rental type
  Beach rentals
  
  Mountain view rentals
  
  Pet-friendly rentals
  
  Rentals with a hot tub
  
  Rentals with a pool
  
  Waterfront rentals
  
  2-bedroom rentals
  
  3-bedroom rentals
  
  4+ bedroom rentals
- Other suggestions
  Vineyard Haven (2 miles)
  
  Edgartown (5 miles)
  
  West Tisbury (8 miles)
  
  Chilmark (13 miles)
Manage your booking
$ USD

Travelers

Sign in
Join
Manage your booking
$ USD
Help
Deals

Owners

Owner login
List your property
Help

Search 105,200+ Vacation Rentals

Where do you want to go? ✕

Check in

Check out

Sleeps Sleeps

Adults

Children

Search

All Vacation Rentals

Martha's Vineyard

Oak Bluffs Vacation Rentals

Oak Bluffs 4+ bedroom Vacation Rentals, Cottages & More - 71 Rentals Available.

Min price

Max price

Bedrooms

Adults

Children

More Filters Fewer Filters

Air conditioning (50)
DVD player (50)
Dishwasher (69)
Fireplace (15)
Garden (1)
Grill (68)
High Speed Internet (63)
Private pool (3)
Swimming pool (4)
Washing machine (4)
Wi-Fi available (36)

More

Less

Cottage (1)
House (70)

More

Less

Return to List view

Payment Protection

To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

71 Vacation rentals

Sort by:

Filters applied: 4+ Bedrooms

Distance calculated in a straight line, road distances may differ. Confirm exact location with the property owner/manager.

1 / 17

Ocean, lake, harbor and parkview Vineyard cottage

Oak Bluffs Cottage

6 bedrooms 6
2 bathrooms
Sleeps 10 10
Min stay varies

Child friendly
Car not necessary
Air conditioning

“Great house and location! If you are looking for something with space, as well as the ability to walk to the bars and restaurants in Oak Bluffs, this is the house for you! Great location and great porch for those nights when you want to hang in....”

- Review left on 07/20/2014

$443

Excellent (2 reviews)

from $443 / night

Inquire

1 / 9

Four Bedroom Home, on Lagoon with Private Dock

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 10 10
Min stay varies

Beach/lakeside relaxation
Ask about children
Air conditioning

$929

from $929 / night

Inquire

1 / 5

Charming Oak Bluffs Home

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 7 7
7 nights min

Ask about children
Pet friendly

$350

Very Good (3 reviews)

from $350 / night

Book

1 / 35

WESTW - Tri Level Oak Bluffs Home, Central A/C, Set in Private Community of

Oak Bluffs House

5 bedrooms 5
2 bathrooms
Sleeps 12 12
7 nights min

Ask about children
Air conditioning

$365

from $365 / night

Inquire

1 / 22

CLASSIC, VINTAGE,GINGERBREAD

Oak Bluffs House

7 bedrooms 7
3 bathrooms
Sleeps 14 14
Min stay varies

Ask about children

$543

from $543 / night

Inquire

1 / 21

Completely Renovated Cottage Close to Town

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$600

from $600 / night

Inquire

1 / 23

Lovely water views of Sengekontacket Pond

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$571

from $571 / night

Inquire

1 / 30

MURPL - Ferry Tickets! Meadow View Farms House, Beautiful Tri- Level

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$458

from $458 / night

Inquire

1 / 22

OAK BLUFFS VICTORIAN ONE BLOCK FROM BEACH, TWO BLOCKS FROM TOWN!

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 12 12
Min stay varies

Ask about children
Air conditioning

$571

Very Good (1 reviews)

from $571 / night

Inquire

1 / 20

Beautiful four bedroom home in-town Oak Bluffs

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$429

from $429 / night

Inquire

1 / 20

Gracious five bedroom in-town Oak Bluffs victorian

Oak Bluffs House

5 bedrooms 5
2 bathrooms
Sleeps 9 9
Min stay varies

Ask about children
Air conditioning

$457

from $457 / night

Inquire

1 / 27

CENCR - Oak Bluffs Summer Retreat, Large Private Deck, Lagoon Beach Rights

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$429

from $429 / night

Inquire

1 / 22

GUIDT - Pennacook Victorian House, Covenient In-town Location, Walk to Beach

Oak Bluffs House

5 bedrooms 5
1 bathroom
Sleeps 8 8
7 nights min

Ask about children

$297

from $297 / night

Inquire

1 / 15

Oak Bluffs Victorian-Nantucket Sound Views from every room!

Oak Bluffs House

5 bedrooms 5
2 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$643

from $643 / night

Inquire

1 / 21

WONDERFUL VIEWS OF SENGEKONTACKET POND FROM THIS LOVELY VINEYARD HOME

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$357

from $357 / night

Inquire

1 / 21

SMYTS - Waterfront, Waterview, Private Beach Lagoon, Wifi Internet

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 7 7
7 nights min

Ask about children
Air conditioning

$258

Excellent (2 reviews)

from $258 / night

Inquire

1 / 19

Charming East Chop Home

Oak Bluffs House

7 bedrooms 7
3 bathrooms
Sleeps 12 12
Min stay varies

Ask about children

$429

from $429 / night

Inquire

1 / 27

SAMAJ - Gorgeous Ocean View Cottage Home, Ink Well Beach Across Street, Walk to

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 10 10
7 nights min

Ask about children

$608

from $608 / night

Inquire

1 / 18

Beautiful four bedroom house in the Farm Neck area of Oak Bluffs

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$643

from $643 / night

Inquire

1 / 27

TRAVM - Updated East Chop Area Summer Retreat, Great Proximity to Town Center

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$429

from $429 / night

Inquire

1 / 18

Beautiful Home in Farm Neck with Central Airconditioning

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$714

from $714 / night

Inquire

1 / 20

Four bedroom steps from Ink Well Beach!

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$429

from $429 / night

Inquire

1 / 21

QUINTESSENTIAL VINEYARD SUMMER HOME

Oak Bluffs House

6 bedrooms 6
4 bathrooms
Sleeps 12 12
Min stay varies

Ask about children

$500

from $500 / night

Inquire

1 / 22

BURBR - Perfect Retreat for Large Families, Newly updated, 1.5 miles to Town

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 13 13
7 nights min

Ask about children
Air conditioning

$422

from $422 / night

Inquire

1 / 18

WONDERFUL,SPACIOUS, LOVINGLY MAINTAINED HOME IN SENGEKONTACKET AREA

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$314

from $314 / night

Inquire

1 / 21

Four bedroom Oak Bluffs Home

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$314

from $314 / night

Inquire

1 / 20

BRANF - Exquistie Contemporary Home in Fresh Pond Estates, Screened Porch

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children
Air conditioning

$422

from $422 / night

Inquire

1 / 16

Ocean Park Victorian Carousel House

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 12 12
Min stay varies

Ask about children
Air conditioning

$1057

from $1057 / night

Inquire

1 / 14

CHARMING WATERFRONT HOME

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
Min stay varies

Ask about children

$457

from $457 / night

Inquire

1 / 21

Beautiful Four Bedroom Home with Central Air Conditioning

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$400

from $400 / night

Inquire

1 / 12

HAYEL - Gingerbread Cottage, Walk to Town, Harbor Area and Inkwell Beach

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 7 7
7 nights min

Ask about children
Air conditioning

$483

from $483 / night

Inquire

1 / 15

Wonderful Four Bedroom Home in Oak Bluffs

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 8 8
Min stay varies

Ask about children
Air conditioning

$357

from $357 / night

Inquire

1 / 25

WATERFRONT HOME WITH PRIVATE BEACH

Oak Bluffs House

7 bedrooms 7
5 bathrooms
Sleeps 12 12
Min stay varies

Ask about children

$1000

Excellent (1 reviews)

from $1000 / night

Inquire

1 / 20

SMYTP - Waterfront - Lagoon, Dock, Privacy and Magnificent Views, Wifi, A/C

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 6 6
7 nights min

Ask about children
Air conditioning

$315

from $315 / night

Inquire

1 / 17

Charming Oak Bluffs Cottage within Walking Distance to Town

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 12 12
Min stay varies

Ask about children
Air conditioning

$429

from $429 / night

Inquire

1 / 16

Adorable Cottage Walking Distance to Town and Beach

Oak Bluffs House

4 bedrooms 4
2 bathrooms
Sleeps 7 7
Min stay varies

Ask about children

$214

from $214 / night

Inquire

1 / 18

PETEO - Beautiful Custom Built Home Overlooking Little Duarte Pond, Beautifully

Oak Bluffs House

4 bedrooms 4
4 bathrooms
Sleeps 10 10
7 nights min

Ask about children
Air conditioning

$429

from $429 / night

Inquire

1 / 15

DOWLJ - Waterfront, Beachfront, 5 Minutes to Town and Activities

Oak Bluffs House

6 bedrooms 6
3 bathrooms
Sleeps 12 12
7 nights min

Ask about children

$786

from $786 / night

Inquire

1 / 38

NADEO - Chic Waterfront Retreat, Private Dock and Waterfront Deck, Media Room

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 9 9
7 nights min

Ask about children
Air conditioning

$550

from $550 / night

Inquire

1 / 10

ELSAB - Oak Bluffs, Walk to Town, Central Location, WiFi

Oak Bluffs House

4 bedrooms 4
3 bathrooms
Sleeps 8 8
7 nights min

Ask about children

$250

Very Good (1 reviews)

from $250 / night

Inquire

1 2 Next Last

Martha's Vineyard

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

This is the estimated nightly price based on a weekly stay.

This is the total cost of the stay for the dates and number of guests that you entered.

This price is an estimate based on the latest rate information available to us. Contact the advertiser to ask for the exact price, including any additional fees.

Rates for this rental are unknown, please contact the homeowner to confirm the rate.

What is Certificate of Excellence?

TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.

Discover

Rental type
Other suggestions

Find a Rental
About Us
Terms

Copyright© 2017 Vacation Home Rentals. All rights reserved