HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

Make a vacation rental in Oak Bluffs, USA your home away from home

Oak Bluffs is a town set on Martha’s Vineyard’s northeast coast, an island famed for its spectacular beaches, greenery and remnants of its 18th and 19th Century whaling industry. On holiday at a vacation rental in Oak Bluffs you’ll be able to enjoy a fantastic range of experiences, and will have all the amenities you could need for a family holiday close by.

Things to do in Oak Bluffs, USA

At a self-catering vacation accommodation in Oak Bluffs you’ll have a four fantastic beaches close by. The Northeast coast of Martha’s Vineyard is generally known for its calmer waters, which makes the shoreline here ideal for visitors with younger children or toddlers. Among the stretches of beach within easy reach are East Chop, The Inkwell, Oak Bluffs Town Beach and Joseph Silvia. East Chop beach boasts scenic views of the picturesque Nantucket Sound, while Joseph Silvia is the place to go if you’d like to try water sports like kite-surfing or windsurfing. State Beach is another good choice, and a little further on towards Edgartown. If you’d like to get some exercise on dry land then Pecoy Point and Farm Pond offer nature trails.

For golf players visiting vacation accommodation in Oak Bluff there’s an excellent course close by, at Farm Neck Golf Club. It’s a public course, but nevertheless offers excellent facilities and is considered the best of its kind in New England. It’s where both Bill Clinton and Barack Obama have played while holidaying on Martha’s Vineyard. For younger visitors there’s Ryan Family Amusements in Oak Bluffs, offering all kids of games and small rides. Alternatively they could go for a ride on the Flying Horses Carousel – dating to 1876 it’s the oldest in the country and national monument.

Places to visit on holiday in Oak Bluffs, USA

From a self-catering vacation rental in Oak Bluffs you could explore Martha’s Vineyard’s coast to discover its best beaches. South Beach is perhaps the most famous beach on the island, and offers a large expanse of sand with more lively surf than you’ll find on the northeast coast.

Weather in Oak Bluffs, USA

Oak Bluffs self-catering accommodation is set on an island with a mild maritime climate. Winters here are cool, but certainly milder than on the mainland. In summer temperatures often reach the high-20s, especially in the months of July and August.

Cheap flights to Oak Bluffs, USA

If you’re reaching Oak Bluffs vacation rentals from the UK, you could fly to Boston’s Logan International Airport (BOS) from London Heathrow (LHR) with British Airway or American Airlines and then catch a connecting flight to Martha’s Vineyard (MVY) just 15 minutes south of your destination.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Properties good for

Property Details

Clear Filters
Use filters to narrow your search results!
Viewed 140 times in the last 48 hours
  • 2 BR Cabin
  • 2 BA
avg/night
Premier Partner
Viewed 19 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 2100 sq. ft.
avg/night
Viewed 44 times in the last 48 hours
  • 4 BR House
  • 3 BA
avg/night
Premier Partner
3
Viewed 56 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 2000 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
10
Viewed 56 times in the last 48 hours
  • 2 BR House
  • 1 BA
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 40 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1100 sq. ft.
avg/night
Premier Partner
1
Viewed 10 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 2000 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
26
Viewed 18 times in the last 48 hours
  • 2 BR Cottage
  • 1 BA
  • 800 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
8
Viewed 87 times in the last 48 hours
  • Studio Cottage
  • 1 BA
  • 420 sq. ft.
Excellent! 4.7/5
(37 reviews)
avg/night
37
Viewed 12 times in the last 48 hours
  • 2 BR House
  • 2 BA
Good! 3.7/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 6 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 2600 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 100 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1855 sq. ft.
Very Good! 4/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 23 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 1400 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
14
Viewed 32 times in the last 48 hours
  • 6 BR House
  • 2 BA
  • Separate Toilet
  • 3000 sq. ft.
Wonderful! 4.9/5
(41 reviews)
avg/night
41
Viewed 13 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 1900 sq. ft.
avg/night
1
Viewed 12 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 700 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
26
Viewed 17 times in the last 48 hours
  • 6 BR House
  • 2 BA
  • Separate Toilet
  • 2500 sq. ft.
Excellent! 4.5/5
(11 reviews)
avg/night
11
Viewed 40 times in the last 48 hours
  • 4 BR House
  • 4 BA
  • 2700 sq. ft.
Wonderful! 4.9/5
(36 reviews)
avg/night
Premier Partner
36
Viewed 33 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 1600 sq. ft.
Exceptional! 5/5
(3 reviews)
avg/night
3
Viewed 10 times in the last 48 hours
  • 4 BR House
  • 4 BA
  • 2700 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 22 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1232 sq. ft.
Excellent! 4.7/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 106 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 1565 sq. ft.
Excellent! 4.4/5
(17 reviews)
avg/night
Premier Partner
17
Viewed 34 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1078 sq. ft.
Excellent! 4.5/5
(23 reviews)
avg/night
Premier Partner
23
  • 3 BR House
  • 2 BA
  • Separate Toilet
avg/night
Viewed 20 times in the last 48 hours
  • 5 BR House
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
11
Viewed 5 times in the last 48 hours
  • 3 BR Apartment
  • 1 BA
avg/night
Viewed 50 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 1512 sq. ft.
Excellent! 4.6/5
(16 reviews)
avg/night
Premier Partner
16
Viewed 12 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 1800 sq. ft.
Wonderful! 4.9/5
(16 reviews)
avg/night
16
Viewed 51 times in the last 48 hours
  • 2 BR Cottage
  • 1 BA
Exceptional! 5/5
(4 reviews)
avg/night
4
Viewed 58 times in the last 48 hours
  • 4 BR House
  • 2 BA
Excellent! 4.3/5
(16 reviews)
avg/night
Premier Partner
16
Viewed 47 times in the last 48 hours
  • 4 BR House
  • 1 BA
  • 1500 sq. ft.
Excellent! 4.6/5
(15 reviews)
avg/night
15
Viewed 21 times in the last 48 hours
  • 4 BR House
  • 4 BA
  • 2500 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 42 times in the last 48 hours
  • 3 BR Cottage
  • 1 BA
  • Separate Toilet
Excellent! 4.6/5
(12 reviews)
avg/night
12
Viewed 25 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1230 sq. ft.
Exceptional! 5/5
(4 reviews)
avg/night
4
Viewed 11 times in the last 48 hours
  • 6 BR House
  • 3 BA
  • Separate Toilet
Exceptional! 5/5
(13 reviews)
avg/night
13
Viewed 16 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • Separate Toilet
  • 1820 sq. ft.
avg/night
3
Viewed 26 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • 1600 sq. ft.
Wonderful! 4.8/5
(9 reviews)
avg/night
9
Viewed 16 times in the last 48 hours
  • 3 BR House
  • 2 BA
avg/night
Premier Partner
2
Viewed 21 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • Separate Toilet
Wonderful! 4.9/5
(7 reviews)
avg/night
Premier Partner
7
Viewed 38 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • Separate Toilet
  • 2732 sq. ft.
avg/night
Premier Partner
14
Viewed 33 times in the last 48 hours
  • 4 BR Cottage
  • 2 BA
  • 1250 sq. ft.
Wonderful! 4.8/5
(10 reviews)
avg/night
10
Viewed 14 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.9/5
(25 reviews)
avg/night
25
Viewed 36 times in the last 48 hours
  • 4 BR House
  • 5 BA
  • 3200 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
15
Viewed 16 times in the last 48 hours
  • 3 BR House
  • 1 BA
  • Separate Toilet
Excellent! 4.6/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 24 times in the last 48 hours
  • 3 BR House
  • 1 BA
  • Separate Toilet
  • 800 sq. ft.
Excellent! 4.6/5
(12 reviews)
avg/night
12
Viewed 51 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1856 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
6
Viewed 29 times in the last 48 hours
  • 1 BR Studio
  • 1 BA
  • 400 sq. ft.
Excellent! 4.5/5
(22 reviews)
avg/night
22
Viewed 12 times in the last 48 hours
  • 5 BR House
  • 4 BA
  • Separate Toilet
  • 3000 sq. ft.
Exceptional! 5/5
(17 reviews)
avg/night
Premier Partner
17
Viewed 25 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 1500 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
7
Viewed 18 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(27 reviews)
avg/night
27

Oak Bluffs Holiday Homes & Cottages (300+)