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

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Oak Bluffs cottages

Terrace/patio

1. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
10.0 out of 10, Exceptional, (51 reviews)
"Very beautiful, very clean with incredible views of the Vineyard Haven harbor views"
United States
John M.
The price is €1,225
includes taxes & fees
31 Jul - 1 Aug
WATERFRONT Downtown Cottage w/ Beach
Exterior

2. Small One Bedroom Private Cottage on Large Quiet Property.

Small One Bedroom Private Cottage on Large Quiet Property.
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"Nice, quaint cottage. Perfect for a couple's getaway! Location was convenient for walking to shops and restaurants."
United States
Randy T.
The price is €446
includes taxes & fees
23 Aug - 24 Aug
Small One Bedroom Private Cottage on Large Quiet Property.
Outdoor dining

3. Chappy cottage with private beach

Chappy cottage with private beach
Edgartown
10.0 out of 10, Exceptional, (18 reviews)
"What a gorgeous location, my family and I had a wonderful time on Chappy, will definitely be back!"
United States
Clinton G.
Chappy cottage with private beach
Exterior

4. 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 €689
includes taxes & fees
17 Aug - 18 Aug
Charming 2BR Coastal Cottage – Walk to Surf Drive Beach & Downtown!
House (3 Bedrooms) | Interior

5. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is €566
includes taxes & fees
26 Aug - 27 Aug
Bike to Beach: Centerville Home w/ Deck!
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

10/10 Excellent
"Room was great breakfast lacked choices and wifi wasn’t working"
Michelle 1-night trip
Posted less than an hour ago
Falmouth Inn

Find out more about Oak Bluffs

Oak Bluffs Cottages information

Number of reviews
19
Accommodation
247 Cottages
Lowest Price
€446
Highest Price
€1,225

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between €446 and €1,225 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were 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 reconnecting with nature in one of the 247 cottages available in Oak Bluffs. To help you choose a property that's right for you, take advantage of our filters to search for perks or amenities you need.
Are there any family-friendly cottages in Oak Bluffs?
Yes, there are! Reserve a stay at 11 Mashpee - 2 Bedroom Cottage, an excellent base for exploring the great outdoors in Oak Bluffs. This family-friendly cottage has a 3-star rating and comes with useful amenities like a playground and a barbecue grill. After checking in and chilling together in your new digs, it's time to start exploring! Inkwell Beach and Oak Bluffs Town Beach are popular family-friendly attractions in Oak Bluffs.
Why book your cottage in Oak Bluffs with Expedia?
We think that travelling should be easy, so if you're after cottages in Oak Bluffs at a nice price, Expedia delivers. Stick to the budget and pick a thrifty option far from the rush of the city, or book an upscale cottage to pamper your loved ones.
How can I find cheap cottages in Oak Bluffs?
Expedia is here to help you track down cheap cottages in Oak Bluffs. To book your special stay in a couple of clicks, simply use the filter tool to refine your search by star rating, budget and amenities.
What is there to do in Oak Bluffs near my cottage?
Oak Bluffs has enough experiences and sights to keep you busy for weeks, starting with East Chop Light. Farm Neck Golf Club, Oak Bluffs Town Beach and Trinity Park Tabernacle are other impressive attractions. If you have time to spare, Cottage Museum and Inkwell Beach are nice finishing touches to your itinerary.