Cottage vacation rentals in Oak Bluffs

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Oak Bluffs

Guests agree: these cottages are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in Oak Bluffs

5 out of 5 average rating, 8 reviews

The Island Collection MV: Sandy Shores

Your vacation stay will be unforgettable in this charming cottage. Being on vacation in Martha's Vineyard in the heart of downtown Oak Bluffs has its privileges! You are close to shopping, nightlife, and restaurants and lots of fun! Located 100 ft from the beach, this lovely furnished cottage has 2 full bedrooms, 2 full private bathrooms, and 1 powder room. There is one parking space available, and the patio has a gas grill for outdoor dining. Tenant brings own linens/sheets/towels/beach towels.

Guest favorite

Cottage in Mashpee

4.95 out of 5 average rating, 338 reviews

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

A pristine island getaway. This tastefully decorated cozy cottage is nestled in the Wild Life Sanctuary of Monomoscoy Island. The home is steps from the water with a small water access at the end of the road. The location is great for a family vacation, couples getaway or romantic retreat. You will be minutes from South Cape Beach, New Seabury and the Mashpee Commons. Relax on the large front porch that offers a fire pit and views of the water on either side. Stay with us on your next vacation!

Guest favorite

Cottage in Woods Hole

4.97 out of 5 average rating, 90 reviews

Cape Cod Cottage Getaway!

Classic Cape Cod cottage perfect for a last minute getaway. Incredible location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within walking distance! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

Superhost

Cottage in Falmouth

4.86 out of 5 average rating, 7 reviews

NEW! Cozy Cottage Close to Everything

Peaceful and centrally-located cottage located on a privately owned cranberry bog, in the heart of Falmouth. Write your next best-seller in this quaint 2 bedroom, 1 bathroom getaway situated on 3 private acres. The house was completely remodeled last year, and has new everything, including AC, kitchen, bathroom, roof, shingles, windows, hot water heater, carpet, paint, etc. Cottage is 3 miles from Main St. and 3 miles from Old Silver Beach, in the heart of E. Falmouth. Unique and serene!

Superhost

Cottage in Oak Bluffs

4.89 out of 5 average rating, 116 reviews

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Guest favorite

Cottage in East Falmouth

4.93 out of 5 average rating, 160 reviews

“Cozy Cottage” on Great Bay

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.” Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach.We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Guest favorite

Cottage in Tisbury

4.98 out of 5 average rating, 330 reviews

Martha's Vineyard Getaway Cottage

Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Guest favorite

Cottage in Tisbury

5 out of 5 average rating, 19 reviews

Entire in-town cottage, walk to ferry/town/shops

LOCATION! Super cute, freshly renovated & professionally decorated 2+ bedroom Vineyard cottage w/ parking, just 2 blocks from downtown & all the action! Shops, restaurants, supermarket, harbor access & the main island ferry terminal are all literally just down the road. Although quaint, the cottage has 2 bedrooms w/ queen beds, full kitchen, a living room w/ a large TV & electric fireplace & there is another room upstairs w/ a workspace, small reading area & daybed for a guest.

Guest favorite

Cottage in Falmouth

4.86 out of 5 average rating, 106 reviews

Spectacular Beach front lake house, includes linen

High beamed ceilings with sunny, spacious open kitchen and living room with floor to ceiling windows overlooking the lake. Oversized deck perfect for enjoying the BBQ and view with compfy rocking chairs. Minutes from quaint Falmouth village and Mashpee Commons. Planning a reunion or corporate outing? The house right next door is available for rental! Check out the following listing, "Stunning 4-bedroom Private Fresh Water Beach Front".

Guest favorite

Cottage in Edgartown

4.98 out of 5 average rating, 97 reviews

Lovely two - story private cottage.

This private beach cottage offers comfort and style. Oversized 2nd floor bedroom with queen bed (Designer quilts) full bath and shower (in and out) Nicely furnished over 900 sf and And immaculately kept. Nice grill And sitting area in back. And please Use the built in pool! It sits equi-distant 1.5 miles to downtown Edgartown and south beach. And convenient 5 min walk to bike path or bus route. Perfect location!

Guest favorite

Cottage in Tisbury

4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Guest favorite

Cottage in Tisbury

4.98 out of 5 average rating, 203 reviews

Little Lobster - King size bed

Adorable new cottage, 10 minute walk to Vineyard Haven. Wonderful, cotton soft waffle robes. Garnet Hill linens and towels. Gas grill, full kitchen with all accessories. Beautiful landscaping. Lovely farmers porch with adirondack chairs and table. Very private. Off street parking. No dogs or any pets of any kind, . Please only 2 people. Children are people!