A row of colorful, historic houses with a central path.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Oak Bluffs cottages

Terrace/patio

WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (50 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
The price is AU$2,288
includes taxes & fees
20 Aug - 21 Aug
WATERFRONT Downtown Cottage w/ Beach
Exterior

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (60 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is AU$1,615
includes taxes & fees
16 Aug - 17 Aug
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Property grounds

4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
East Falmouth
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at this charming New England home. The house was spotless, beautifully maintained, and full of character. It had all the comforts we needed, inviting spaces to relax in after exploring the area. The location was perfect—close to local shops, scenic spots, and great dining. Our host was friendly, responsive, and made us feel right at home. We honestly couldn’t have asked for a better experience, and we look forward to returning."
United States
Shaun G.
The price is AU$970
includes taxes & fees
14 Aug - 15 Aug
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Cottage (2 Bedrooms) | Interior

4 Mi to Bristol Beach! Coastal Retreat w/ Pond

4 Mi to Bristol Beach! Coastal Retreat w/ Pond
3.0 star property
East Falmouth
The price is AU$975
includes taxes & fees
14 Aug - 15 Aug
4 Mi to Bristol Beach! Coastal Retreat w/ Pond
Exterior

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!

Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Falmouth
9.4 out of 10, Exceptional, (3 reviews)
"Good location, close to ferry and restaurants. Quiet neighborhood."
United States
Kerry B.
The price is AU$1,077
includes taxes & fees
9 Aug - 10 Aug
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
Outdoor dining

Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (18 reviews)
Chappy cottage with private beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Bluffs Hotel Reviews

Falmouth Inn

Falmouth Inn

8/10 Good
"We only stayed at this hotel one night and didn't have a chance to really check out all the amenities. Our experience was very good, the staff was very helpful, the room was clean, reasonably spacious, met our needs and the service was good. We'd stay here again. The hotel was a short distance to the ferry terminal and ride-share rate was reasonable for the distance."
Lee 1-night trip
Posted less than an hour ago
Falmouth Inn

Find out more about Oak Bluffs

Oak Bluffs Cottages information

Number of reviews
114
Accommodation
247 Cottages
Lowest Price
AU$970
Highest Price
AU$2,288

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between AU$970 and AU$2,288 per night. These stays offer a chance to get in touch with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Oak Bluffs?
Enjoy the beauty of nature in one of the 247 cottages located in Oak Bluffs. To help you choose your ideal place, click on our handy filters to search for perks or amenities you prefer.
What is there to do in Oak Bluffs near my cottage?
Oak Bluffs has enough experiences and activities to keep you amused for weeks (or months!), beginning with Inkwell Beach. Oak Bluffs Town Beach, Falmouth Heights Beach and Marthas Vineyard Museum are other wonderful attractions. If you're lingering longer, Lighthouse Beach and Surf Drive Beach will add the finishing touches to your itinerary.