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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Oak Bluffs cottages

Cottage (2 Bedrooms) | Front of property

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
The price is ￥22,405
￥56,903 total
includes taxes & fees
May 20 - May 21
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
Exterior

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is ￥33,734
￥73,985 total
includes taxes & fees
Jun 4 - Jun 5
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is ￥47,004
￥97,013 total
includes taxes & fees
May 10 - May 11
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Exterior

Edgartown Designer Cottage between Town & Beach.

Edgartown Designer Cottage between Town & Beach.
Katama
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful week in MV! The cottage had everything we needed and was a great location to bike into town or to the beach. Would love to come back and stay again!"
United States
Lauren B.
The price is ￥52,488
￥103,083 total
includes taxes & fees
May 10 - May 11
Edgartown Designer Cottage between Town & Beach.
Property grounds

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Tisbury
10.0 out of 10, Exceptional, (34 reviews)
"Great location and lovely cottage! Host was very helpful!"
United States
Meghan M.
The price is ￥86,017
￥109,732 total
includes taxes & fees
Jun 8 - Jun 9
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
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

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Nice location, close to town, shopping, hospital for appointments. Etc. Staff are friendly and helpful. Stayed in one of the jacuzzi. King bed rooms. It was really relaxing and nice, it had been renovated in the fall of 2025. Plus had 1st floor door to the pool area which was nice to get some fresh air and sun. I didn't have time to eat the breakfast this morning, I was in a rush. Sorry."
Steven 1-night trip
Posted 9 hours ago
Admiralty Inn & Suites - a Red Collection Hotel

Find out more about Oak Bluffs

Oak Bluffs Cottages information

Number of reviews
63
Accommodation
248 Cottages
Lowest Price
￥56,903
Highest Price
￥109,732

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between ￥56,903 and ￥109,732 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 248 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 traveling 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.