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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 184 Cottages in Oak Bluffs with updated reviews, rates, and availability.

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Just steps from path down to the beach. Can easily go back and forth for baby's naps and lunch

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

8.6 out of 10, Excellent, (79)
"Great location but the place was dirty. Need a better cleaning service. "
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Steps to the Ocean! Perfect Location!!!
Charming Cape Cod cottage just steps to the beach.

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!
Oceanside Cottage with Private Beach
Property grounds

Oceanside Cottage with Private Beach

10.0 out of 10, Exceptional, (2)
"Beautiful View!"
Oceanside Cottage with Private Beach
Cape Cod Cottage steps from Private Beach
Exterior

Cape Cod Cottage steps from Private Beach

10.0 out of 10, Exceptional, (32)
"Property was great. Small but we were out a lot. Great location and ownner was very helpful and responsive"
Cape Cod Cottage steps from Private Beach
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Beach

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
Fully renovated 4-bedroom in private community with pool & close to beach
4 bedroom, circle drive and parking for 4 cars, sun porch, front and back decks

Fully renovated 4-bedroom in private community with pool & close to beach

10.0 out of 10, Exceptional, (4)
"What a house and what a recent remodel. Kristen and the accommodations were exceptional. "
Fully renovated 4-bedroom in private community with pool & close to beach
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
our little cottage

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
Cozy Beach Cottage
Exterior

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
Tranquil Island Retreat, Cozy Seclusion, Beach Access Nearby!
Room

Tranquil Island Retreat, Cozy Seclusion, Beach Access Nearby!

9.8 out of 10, Exceptional, (17)
"We had a nice stay at the cottage. The cottage itself was a little bit more rustic than we had anticipated based on photos and description, but worked for us. It’s in a nice setting in the woods that offers a decent amount of privacy, the trade off being it’s at least a 15 min drive to most places of interest. The lofted bedroom area was nice but may be difficult for those with little ones as the sound carries from the downstairs and there is no door to close. There was also no curtain on the...
Tranquil Island Retreat, Cozy Seclusion, Beach Access Nearby!
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
Living room w/large sectional couch, kitchen pass thru & new 32 LCD TV.

Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!

9.6 out of 10, Exceptional, (68)
"Was exactly what I expected for our stay on the Island. I grew up on Cape Cod and looking forward to a cozy cottage on the island. The property mgr also lives on the property but I only saw her once when I communicated that the coffee maker broke and was promptly replaced with a new one. Short drive or pleasant walk to downtown Edgartown with its restaurants and shops. Love the outside shower. Was there in September so the beaches are everywhere. Great farms on the island so it's easy and fun...
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
Chappy cottage with private beach
Dike Bridge

Chappy cottage with private beach

10.0 out of 10, Exceptional, (14)
"This cottage was the perfect little getaway for our family to base our first visit on Chappy. We loved being able to walk to the beach and appreciated the cleanliness of the cottage as well as its charm. "
Chappy cottage with private beach
12 VINEYARD VIEW - FULLY RENOVATED
Exterior

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
Cape Cod Retreat: Patio, Walk to Craigville Beach
Centerville Vacation Rental | 2BR | 1BA | 675 Sq Ft | Stairs Required

Cape Cod Retreat: Patio, Walk to Craigville Beach

9.6 out of 10, Exceptional, (36)
"Property was in good shape and satisfied all our needs."
Cape Cod Retreat: Patio, Walk to Craigville Beach
Fire Pit, Walk to Beach: Waterfront Hyannis Gem
Living Room | Free WiFi | Cable TV

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
Picture perfect guest cottage offers privacy, sea breezes and views
Welcome to A Wave from it All!

Picture perfect guest cottage offers privacy, sea breezes and views

10.0 out of 10, Exceptional, (3)
"We loved our stay and the hosts Joanne and David are very kind and accommodating. The house was well laid out and nicely decorated. The setting was just gorgeous. There was lots of room for our dogs to run around. The beach access was on site and the beach walks and sunsets were breathtaking. We will definitely be back!"
Picture perfect guest cottage offers privacy, sea breezes and views
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.
Waterfront Cape cottage with all the comforts of home.
View from the pond

Waterfront Cape cottage with all the comforts of home.

10.0 out of 10, Exceptional, (25)
"."
Waterfront Cape cottage with all the comforts of home.
Cozy Family Cottage Circuit Ave OB Walk to Everything
Dining

Cozy Family Cottage Circuit Ave OB Walk to Everything

2.0 star property
Cozy Family Cottage Circuit Ave OB Walk to Everything
Steps to the beach with an ocean view,
Keyes Beach, 120 steps from the deck.

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,
Cozy New TimberFrame Vineyard Haven!
Timber Front

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!
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

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Cozy 4 BDR home near Downtown Oak Bluffs

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
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (311)
"Tired unit. Primary bath water closet leaked around base. No soap or paper towels. "
The price is SAR 542
SAR 621 total
includes taxes & fees
17 Feb - 18 Feb
The Club at New Seabury
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Exterior

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (74)
"Beautiful home and views"
The price is SAR 1,444
SAR 3,825 total
includes taxes & fees
6 Mar - 7 Mar
Coastal chic meets French Provençal in this newly renovated oceanfront home.
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?
Rates for cottages in Oak Bluffs range between and per night. No matter your budget, you’ll find the perfect place to get in touch with nature. 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?
Reconnect with nature in one of the 184 cottages on offer in Oak Bluffs. To help you find your ideal place, use our filter tool to search for perks or amenities you need.
Why book your cottage in Oak Bluffs with Expedia?
Booking a cottage in Oak Bluffs is as easy as deciding on your travel dates and picking your ideal place for a vacation in nature. From high-end retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We’ve got them too!
How can I find cheap cottages in Oak Bluffs?
The best way to uncover cheap cottages in Oak Bluffs is with Expedia’s user-friendly filter tool. Refine your search results by star rating, budget and amenities to land awesome prices with only a few clicks.