Holiday rentals with breakfast in Oak Bluffs

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Top-rated Holiday Accommodation with Breakfast in Oak Bluffs

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Place to stay in Oak Bluffs

4.55 out of 5 average rating, 29 reviews

Classic MVY Cottage, private, prime location, 2BR

"It's an amazingly quaint spot" With a bit of reconstruction, we have transformed a cozy 1933 fishing cabin into a charming cottage wrapped by world-class gardens. This property is perfectly suited for a single traveler, couple or small party of 3 (maximum), seeking privacy & solitude. We are a mere bike ride to Eastville Beach, the Harbor and Circuit Avenue. Enjoy backyard cookouts, shopping, sailing, fresh seafood, chocolates & more. Let this Cozy Cottage become part of your MVY memories.

Home in Oak Bluffs

4.91 out of 5 average rating, 11 reviews

Colorful + Stylish Cottage in Oak Bluffs

Welcome to the 1871 Gingerbread Cottage of our dreams! We have renovated this house by hand and spend much of our time here filling it with love and memories. When our own family isn't here, we open it to you + yours! The cottage was featured in the May/June '16 issue of Yankee Magazine, as well as several design books. We are within walking distance of the Oak Bluffs ferry terminal, Circuit Avenue's restaurants and bars, and several beaches. Lighthouses + more are just a short bike ride away!

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Guest suite in Edgartown

4.91 out of 5 average rating, 96 reviews

Step Away; A Martha's Vineyard Retreat

Studio apartment addition attached to our family home. Our home is located three miles to downtown Edgartown with bus service & bike path close by. Private entrance, mini fridge, coffee press & accessories, private bath with shower, washer/dryer, bed in a loft area (ladder access only) with queen size sofa bed available below for additional sleeping. This is our family home with two baby boys. We try our best to keep quiet, but it is important to note their presence; rental has a sound machine.

Home in Falmouth

4.91 out of 5 average rating, 23 reviews

Enjoy Falmouth Heights Beach ANYTIME!

Beautiful home down the street from the Heights beach! The house flows openly to the wrap around porch that is perfect for grilling, gatherings and sunset cocktails. There is a washer and dryer in basement and ample off street parking. The house has central a/c that each room can control. If preferred, enjoy the beach air with the windows open! Located close to beaches, restaurants and attractions: bike bath, Woods Hole, Island Queen boat to MV, Falmouth Road Race finish line and so much more.

Guest favourite

Home in Edgartown

5 out of 5 average rating, 54 reviews

Walk to Town/Golf Club - Renovated Edgartown Home

The perfect retreat for your escape to Martha's Vineyard, walking distance to downtown Edgartown! Location, location, location! We're a stone's throw from Edgartown Golf Club and all the amazing restaurants + shops are just a 10 minute stroll. This 2-bedroom, 2-bathroom home has been completely renovated, with an all-new kitchen, bathrooms, furnishings, linens & accessories. The house accommodates 5 people very comfortably, and is located on a quiet residential street just off Upper Main.

Home in Falmouth

New place to stay

Little gem in Falmouth Village.3 bedrooms.

Welcome to my home! I am offering the main floor of my home, which comprises of 3 bedrooms, bathroom, living room and kitchen, surrounded by a pretty garden in downtown Falmouth.Close to fabulous beaches, Main Street with its fabulous shops and fine dining.The shining sea bike path, and of course Woods Hole.Enjoy the peaceful stone walled back patio with sectional seating and a bbq.There is even a fire pit in the yard! Pets negotiable. Willing to rent out a queen room for guests for $250.

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

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Home in New Seabury

4.86 out of 5 average rating, 35 reviews

New Seabury French Chateau Inspired

You will love this bright, sunny, safe, quiet and fully fenced New Seabury home for home away getaway and relaxation. Split floor plan with master bedroom and bath on one side of the home, while there are two other bedrooms which share a bath on the other side. All bedrooms are large enough to accommodate family of 10! Additional living space in the loft as well as a bedroom and bath in the basement. Less than a mile away from the beach, lots of beautiful trails and more!

Guest favourite

Guesthouse in Vineyard Haven

4.94 out of 5 average rating, 126 reviews

West Chop Cottage + Beach Access

Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

Top Guest favourite

Apartment in New Bedford

4.99 out of 5 average rating, 119 reviews

One Bedroom in-law near beach with breakfast

One bedroom in-law apartment with Queen size bed, and Queen sleeper sofa in the living room. Full kitchen and 3/4 bathroom. Close to downtown New Bedford with many restaurant options, and ferries to Martha's Vineyard, Nantucket and Cuttyhunk. Short walk to the beach (1/4 mile), Fort Rodman and Fort Taber where there is a military museum and a walking/bike path. Flexible Check-in, so you can arrive when convenient for you (as early as 9AM). No Guests or parties.

Home in Barnstable

4.75 out of 5 average rating, 4 reviews

Newly Renovated: Cul-De-Sac/Wifi/AC/BEACH-PASS

The spacious two-story 4-bedroom 2-bathroom family retreat located on Cul-De-Sac street with central AC, a private backyard with patio, porch, and outdoor shower, offers an open floor plan with two living rooms, ample seating throughout, and allows multi-generational families to socialize comfortably. The house sleeps 10 people with two kings, two twins upstairs, and 2 twin bunk beds downstairs.

Guest favourite

Home in Hyannis

4.95 out of 5 average rating, 43 reviews

The Corner Place

Take it easy at this unique and tranquil getaway. It is a short walk to main st. which has a variety of great shops, restaurants and attractions. It is approx. 1 mile to the Hyannis Harbor beaches. Some of which are Kalmus, Keyes Memorial and Veteren’s. This spacious home is located on a quiet st. and is renovated with new windows and appliances.