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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 236 Cottages in Oak Bluffs with updated reviews, rates, and availability.

Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (111)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,
Craigsville beach cottage located .4 walking distance to the Beach!
Outdoor dining

Craigsville beach cottage located .4 walking distance to the Beach!

9.8 out of 10, Exceptional, (6)
"Courtney's house is in a fantastic location. Easy access to downtown Hyannis for shopping and nightlife, walkable to beaches with fantastic swimming. The house is newly renovated, but maintains the charm of a home with some history in the area. Sweet backyard with a patio set up to enjoy outdoor dining and lounging. The neighborhood feels secluded, but is really near all the summer happenings. Well stocked kitchen, smart use of a small space. I can't say enough about our fantastic stay. I have...
Craigsville beach cottage located .4 walking distance to the Beach!
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

9.0 out of 10, Wonderful, (12)
"Perfect getaway"
Gorgeous Cottage steps from the beach
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Beach nearby, sun loungers, beach towels

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (64)
"Great property in great location on Cape Cod. 30 min drive for ferry to Nantucket. 2 minute walk to Beach within neighborhood. Cozy and quiet. Would not hesitate to stay again. "
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
On the beach, sun loungers, beach towels

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (20)
"Maushop is the perfect place for a family getaway right on the ocean. The property was clean and spacious for a tiny cottage. We had a wonderful time."
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Property grounds

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

6.2 out of 10, (17)
"We did not stay. Place was a dump No one has called us We are not paying It is illegal not to have carbon / smoke detectors We went to condos at new seabury"
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower
Beach nearby, sun loungers, beach towels

Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower

10.0 out of 10, Exceptional, (23)
"This is our second time at this property. It is as described. Beautifully updated. Location could not be better!! One street away from where my grandparents used to live. Such great memories!"
Popponesset-Beach Cottage, 2 bedrooms, 1.5 baths, outdoor shower
Oceanside Cottage with Private Beach
Terrace/patio

Oceanside Cottage with Private Beach

10.0 out of 10, Exceptional, (3)
"Excellent sea view and very quiet place"
Oceanside Cottage with Private Beach
2-bdrm Cottage | Close to Everything | Pet Friendly
Exterior

2-bdrm Cottage | Close to Everything | Pet Friendly

9.8 out of 10, Exceptional, (9)
"Beautiful cottage, very clean and comfortable. Very peaceful and quiet! Weather wasn't the best for sitting outside to enjoy nature, but it was beautiful nonetheless. Bonnie is an excellent host! We definitely will return!"
2-bdrm Cottage | Close to Everything | Pet Friendly
★The Islander | Steps From Water, Fire Pit, AC★
Terrace/patio

★The Islander | Steps From Water, Fire Pit, AC★

10.0 out of 10, Exceptional, (45)
"I stayed the weekend with a couple friends. The house was exactly as listed. Clean, lots of amenities, extra blankets…Our host Matt was super responsive every time I reached out. There was lots to do in the area, even during off season. I would definitely recommend! "
★The Islander | Steps From Water, Fire Pit, AC★
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Outdoor dining

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

9.8 out of 10, Exceptional, (102)
"Comfortable cottage. Great location. "
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Beach nearby, sun loungers, beach towels

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

8.8 out of 10, Excellent, (26)
"The property was great and walkable to the beach, but needs a few upgrades. "
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Chappaquiddick, Cozy 2 Bedroom, Spring and Fall Derby availability

Chappaquiddick, Cozy 2 Bedroom, Spring and Fall Derby availability

10.0 out of 10, Exceptional, (25)
"we stayed on Chappy for a family wedding. The cottage was great. No issues, very comfortable and close proximity to the festivities! Thanks!"
Chappaquiddick, Cozy 2 Bedroom, Spring and Fall Derby availability
12 VINEYARD VIEW - FULLY RENOVATED
Property grounds

12 VINEYARD VIEW - FULLY RENOVATED

9.6 out of 10, Exceptional, (40)
"We had such an amazing time staying here! The location is perfect and has amazing ocean views right from the house. Everything was super clean and well maintained. We will definitely be coming back! "
12 VINEYARD VIEW - FULLY RENOVATED
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (204)
"We really enjoyed our stay there and can definitely see staying there again. Very convenient to really everything you might want to do. Restaurants nearby as well as the beaches, beautiful places, and boardwalks over the marshes. Also, very clean and comfortable."
Steps to the Ocean! Perfect Location!!!
Cozy New TimberFrame Vineyard Haven!
Exterior

Cozy New TimberFrame Vineyard Haven!

10.0 out of 10, Exceptional, (19)
"As advertised. Photos are accurate, as is description. Short walk to town/supermarket, cafes and more. Accommodations are clean, well-kept, and basically brand new. Thanks! Brett Star"
Cozy New TimberFrame Vineyard Haven!
One Bedroom Private Cottage on Large Quiet Property.
Exterior

One Bedroom Private Cottage on Large Quiet Property.

9.6 out of 10, Exceptional, (4)
"I kind of don't want to leave a good review because it will likely result in this property becoming too hard to book. jk. Seriously, everything about my experience was beyond excellent from the booking process to meeting the owners. The pictures honestly do not do it justice. It is a beautiful cottage that is far enough away from the main house to give you all the privacy one may need/want. It is in walking distance to the Vineyard Haven ferry dock and the retail in that area. The owners were...
One Bedroom Private Cottage on Large Quiet Property.
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Exterior

Maushop Village Getaway with Ocean Views, Steps to Private Beach

9.8 out of 10, Exceptional, (29)
"Very pleasant! "
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Cozy Beach Cottage
Beach nearby, sun loungers, beach towels

Cozy Beach Cottage

10.0 out of 10, Exceptional, (41)
"We (a party of 3 lifelong friends!) loved this little tucked away cottage. Despite the bad weather cards we were dealt with, (a lot of rain and wind) we easily walked to the Campground and marvelled at the uniqueness of the gingerbread cottages and found some good rainy day hang-out's that I wasn't aware of (especially loved Behind The Bookstore & ventured out on a little bit on a rainy night to listen to live music at Nonan's) The check-in was super easy and we took advantage of the outdoor...
Cozy Beach Cottage
Fire Pit, Walk to Beach: Waterfront Hyannis Gem
Flat-screen TV, fireplace, video games, DVD player

Fire Pit, Walk to Beach: Waterfront Hyannis Gem

9.8 out of 10, Exceptional, (20)
"Place was clean and easy to access, lots of amenities and the owner was great to deal with. "
Fire Pit, Walk to Beach: Waterfront Hyannis Gem
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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Other property types in Oak Bluffs

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.6 out of 10, Exceptional, (78)
"This apartment was a great location to walk to the shops and restaurants in Oak Bluffs. We typically don't rent 1 bed/1 bath properties but we would rent this one again. It was very large and very clean and comfortable. The morning sun, coming in from over the ocean was beautiful each morning and we could sit out on the balcony with our coffee and people watch. We rented a car, only to explore the rest of the island and that, too, was a convenient walk, less than a block away. All in all,...
The price is AED 1,102
AED 1,969 total
includes taxes & fees
13 Apr - 14 Apr
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Dining

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10.0 out of 10, Exceptional, (34)
"This is the second year in a row that we have stayed in this home. We just love it so much. It has everything you need which makes packing much easier. Owners are great. We hope to stay again."
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Terrace/patio

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (19)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
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.

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between and 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 236 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.
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?
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