We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Oak Bluffs

Guest favourite

Home in Oak Bluffs

Waterview, Private, Walk to Beach, Mile to Town

2 bedrooms, 4 beds, 1.5 private bathrooms

1–8 Sept

$6,660 SGD for 7 nights

,

4.83 out of 5 average rating, 214 reviews

Guest favourite

Home in Oak Bluffs

Walk to Town, beach and amazing location 113A

2 bedrooms, 2 beds, 1.5 bathrooms

1–6 Aug

$10,302 SGD for 5 nights

4.95 out of 5 average rating, 206 reviews

Guest favourite

Guest suite in Oak Bluffs

Cottage suite between the harbors: no minimum stay

2 bedrooms, 3 beds, 1 bathroom

12–17 Jul

4.79 out of 5 average rating, 341 reviews

Guest favourite

Home in Oak Bluffs

The Luxury Vineyard Yurt

2 bedrooms, 3 queen beds, 1 bathroom

4–9 Oct

$2,592 SGD for 5 nights

4.93 out of 5 average rating, 307 reviews

Guest favourite

Home in Oak Bluffs

Oak Bluffs Victorian Walk to Town & Beaches

5 bedrooms, 7 beds, 5.5 bathrooms

18–23 Sept

$9,317 SGD for 5 nights

4.83 out of 5 average rating, 65 reviews

Flat in Oak Bluffs

Circuit Ave 2-BR Condo, AC, Walk to All

2 bedrooms, 3 beds, 1 bathroom

2–7 Jul

$16,037 SGD for 5 nights

New place to stay

Superhost

Home in Oak Bluffs

Hidden home in the North Bluff

3 bedrooms, 3 beds, 3 bathrooms

5–10 Jul

$12,143 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

Home in Oak Bluffs

Oak Bluffs Oasis. Walk to town, beach & ferry.

3 bedrooms, 3 beds, 1 bathroom

6–11 Jul

New place to stay

Guest favourite

Home in Oak Bluffs

Beautiful clean walk to beach and all of downtown!

1 bedroom, 2 beds, 1 bathroom

5–10 Jul

4.89 out of 5 average rating, 180 reviews

Top guest favourite

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

2 bedrooms, 2 double beds, 1 bathroom

18–23 Oct

$1,283 SGD for 5 nights

4.95 out of 5 average rating, 423 reviews

Guest favourite

Home in Oak Bluffs

Modern cabin in the woods.

3 bedrooms, 4 beds, 1.5 bathrooms

1–6 Feb

$4,124 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Home in Oak Bluffs

Relaxing Oak Bluffs Retreat | Walk to Town & Beach

4 bedrooms, 6 beds, 2 bathrooms

2–9 Sept

New home discount

Top guest favourite

Home in Oak Bluffs

Pinkletink Plantation

3 bedrooms, 5 beds, 2.5 bathrooms

10–15 Oct

$3,819 SGD for 5 nights

4.98 out of 5 average rating, 49 reviews

Superhost

Home in Oak Bluffs

Martha’s Vineyard Boutique Beach Cottage!

3 bedrooms, 6 beds, 2 bathrooms

26–31 Aug

$5,225 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favourite

Flat in Oak Bluffs

OB Apartment-Full Kitchen/Laundry/Outdoor Shower

1 bedroom, 2 beds, 1 bathroom

14–19 Jul

$3,710 SGD for 5 nights

5.0 out of 5 average rating, 37 reviews

Top guest favourite

Flat in Oak Bluffs

In-Town Retreat: Deck, Walk to beach, a Gem!

1 bedroom, 2 beds, 1 bathroom

5–10 Jul

$4,114 SGD for 5 nights

4.89 out of 5 average rating, 303 reviews

Superhost

Home in Oak Bluffs

NEW! Charming Oak Bluffs Cottage - Sleeps 8

3 bedrooms, 3 beds, 1.5 bathrooms

6–11 Jul

New home discount

New place to stay

Guest favourite

Flat in Oak Bluffs

14D Kennebec THE center of OB! No car, No problem!

1 bedroom, 2 beds, 1 bathroom

31 Jul – 5 Aug

4.91 out of 5 average rating, 23 reviews

Guest favourite

Home in Oak Bluffs

New Pristine Luxury Home on Martha's Vineyard

3 bedrooms, 6 beds, 2.5 bathrooms

31 Aug – 5 Sept

$5,804 SGD for 5 nights

4.97 out of 5 average rating, 79 reviews