Search Cottages in Oak Bluffs

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 200 Cottages in Oak Bluffs with updated reviews, rates, and availability.

Cape Cod Holiday Estates, a VRI resort
Property grounds

Cape Cod Holiday Estates, a VRI resort

3.0 star property
9.6 out of 10, Exceptional, (120)
"Nice & clean. The only complaint Would be that the pool closed at 6 PM because they were low on staff so by the time we got back from sightseeing, we weren’t able to get in the pool"
Cape Cod Holiday Estates, a VRI resort
Martha's Vineyard Getaway Cottage
Exterior

Martha's Vineyard Getaway Cottage

10.0 out of 10, Exceptional, (2)
"Bright, open, clean & cozy. Will return and love the year round option."
Martha's Vineyard Getaway Cottage
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, (109)
"We came to visit Nantucket and Martha’s Vineyard and one of the best parts of our trip is this gem. It was the perfect size for 4 of us. Close to the beach and the seashell collecting was amazing. Lots of shops and restaurants close by. We had some questions and the owner was very responsive. We would stay here again!"
Steps to the beach with an ocean view,
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, (195)
"I spent the weekend in this adorable cottage after waking up in 5 different states 5 days in a row for a work trip. The location is perfect and the sunrise and sunsets from the beach were some of the most vibrant and colorful I have ever seen. I’m sure this is an amazing place to vacation in the summer but the quiet and solitude of November was its own treasure. And I was able to visit Walden Pond on my way to Boston Airport—-just a quick 30 minute detour and well worth the visit. "
Steps to the Ocean! Perfect Location!!!
12 VINEYARD VIEW - FULLY RENOVATED
Exterior

12 VINEYARD VIEW - FULLY RENOVATED

9.8 out of 10, Exceptional, (39)
"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
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
Cozy cottage w/ remodeled kitchen - less than a mile from Woods Hole Ferry

Cozy cottage w/ remodeled kitchen - less than a mile from Woods Hole Ferry

7.8 out of 10, Good, (26)
" Affordable, clean, enjoyable experience "
The price is AED 441
AED 1,396 total
includes taxes & fees
23 Nov - 24 Nov
Cozy cottage w/ remodeled kitchen - less than a mile from Woods Hole Ferry
Cozy Massachusetts Escape w/ Patio, Near Beaches!
Fairhaven Vacation Rental | 2BR | 1BA | 500 Sq Ft | 3 Exterior Steps Required

Cozy Massachusetts Escape w/ Patio, Near Beaches!

10.0 out of 10, Exceptional, (1)
Cozy Massachusetts Escape w/ Patio, Near Beaches!
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
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Exterior

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
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
4 Race Point-Maushop Village

New Rental - 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (19)
"Everything was perfect. Super clean. Location was perfect. House had everything you need. The owner even made sure the weather was great. "
New Rental - 2 bedrooms, 1.5 baths, with magnificent views.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Property grounds

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

10.0 out of 10, Exceptional, (16)
"Warm and inviting property. Everything was perfect, from the solar lights on the patio to the fireplace in the living area. We enjoyed a walk to dinner. Walked to Carboat for coffee in the morning. Fun visit to Martha’s Vineyard and a pleasant stay in this house !"
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
2bdrm Captains Cottage Steps to Beach and Downtown Edgartown with Pool!
Front view of Lighthouse Cottage

2bdrm Captains Cottage Steps to Beach and Downtown Edgartown with Pool!

9.8 out of 10, Exceptional, (7)
"Enjoyed the stay"
The price is AED 1,860
AED 2,746 total
includes taxes & fees
24 Nov - 25 Nov
2bdrm Captains Cottage Steps to Beach and Downtown Edgartown with Pool!
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
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
Waterfront Hyannis Port Gem: Walk to Beach
Living Room | Free WiFi | Cable TV

Waterfront Hyannis Port Gem: Walk to Beach

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. "
Waterfront Hyannis Port Gem: Walk to Beach
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
Brandt Beach (private to residents and guests only)

3 Bedroom Cottage just steps to Private Beach! Pet Friendly!

9.6 out of 10, Exceptional, (38)
"We had an awesome time at the cottage. It’s a quick walk to the neighborhood beach that is very clean. Beautiful area and the neighbors always smiled and waved as we went by. The house was fully equipped and had everything we needed and more and was clean. We only had to buy food- all soaps and supplies were provided which was nice. The owners Matt and Carly were very responsive and friendly and gave us some great recommendations for food (Turk’s is a must!) and activities. "
3 Bedroom Cottage just steps to Private Beach! Pet Friendly!
3 Bed Home w/ Free Barnstable Beach Pass!

3 Bed Home w/ Free Barnstable Beach Pass!

9.6 out of 10, Exceptional, (5)
"Me and a few friends spent four nights in the house. The beds were comfy, great kitchen for making group meals and nice common spaces. The owners provide a beach pass that helped us visit a few different places. Highly recommended! "
3 Bed Home w/ Free Barnstable Beach Pass!
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Front of property

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
Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!
Entrance to the cottage and its private fenced in yard. Rose of sharon in bloom

Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!

9.6 out of 10, Exceptional, (74)
"Really a five star place. Well outfitted and surprising private even though you are close to town. Highly recommended."
Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!
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.
Don't see what you're looking for?
See all available properties in Oak Bluffs
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oak Bluffs

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
Romantic seaside getaway with pool & tennis courts - dog-friendly

Romantic seaside getaway with pool & tennis courts - dog-friendly

9.6 out of 10, Exceptional, (42)
"Nice inn with comfortable and clean units. Not spectacular, but it's one of the few affordable places on the island. Some people might be put off by the location, a mile south of Oaks Bluff. But it's got Noman's, a great restaurant with live music, and it's right on the bus line. Also you can walk 15 minutes to the beach. Units not soundproof, you can here some noise from your neighbors. Great pool and tennis courts."
Romantic seaside getaway with pool & tennis courts - dog-friendly
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 AED 441 and AED 1,860 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 200 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.