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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 185 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!!!
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
Oceanside Cottage with Private Beach
Property grounds

Oceanside Cottage with Private Beach

10.0 out of 10, Exceptional, (1)
"The cottage was perfect for our 4 person family and medium size dog. The living room and kitchen are filled with windows facing the ocean and the views are exceptional, especially at sunrise. The wrap around porch is fantastic. Walking thru the private street and neighborhood at night offered a sky of stars. The town is a short drive with good options of restaurants and stores The house was super warm and cozy. Lauren responded to messages quickly and was a great host. We loved our stay. "
Oceanside Cottage with Private Beach
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
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
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
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!
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
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.
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
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
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.
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,
★The Islander | Steps From Water, Fire Pit, AC★
Living area

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

10.0 out of 10, Exceptional, (44)
"I was travelling with my 3 sisters from Canada heading towards Martha's Vineyard for a sister's reunion. We all appreciated the cleanliness and the attention to detail. The space was well appointed. The fridge ice maker did not work well so having some ice cube trays would have been helpful. I highly recommend The Islander."
★The Islander | Steps From Water, Fire Pit, AC★
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.

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 1,561
AED 2,556 total
includes taxes & fees
24 Jan - 25 Jan
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.4 out of 10, Very Good, (33)
"Perfect escape for three actors coming from a project with an unexpected few days off. We booked last minute and were thrilled to be able to have some things so centrally located"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Luxury home with private pool & foosball - near 3 towns & many beaches

Luxury home with private pool & foosball - near 3 towns & many beaches

8.6 out of 10, Excellent, (36)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
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 185 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.