Vacation rentals with breakfast in Oak Bluffs

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Top-rated breakfast rentals in Oak Bluffs

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Guest favorite

A wooden wall features a burlap art piece displaying a black silhouette with a heart. Below, a sleek white shelf holds a vase with purple flowers and various books, including titles about local travel and hiking.

Guest suite in Edgartown

4.91 out of 5 average rating, 104 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.

A charming two-story house features a wraparound porch adorned with decorative railings and potted plants. The light-colored exterior complements the greenery of the landscaped yard, which includes neatly trimmed bushes and gravel pathways. Large windows brighten the inviting entryway.

Home in Falmouth

4.92 out of 5 average rating, 24 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.

Top guest favorite

Private room in Oak Bluffs

4.99 out of 5 average rating, 200 reviews

Ocean Park Victorian

Private suite in Ocean Park Victorian home. Private locking entrance to second floor sunny bedroom, breakfast/sitting room, private bath with tub, shared outdoor shower. English muffins, OJ, and jam are provided and there is a Keurig coffee-maker for your use. At your leisure enjoy your muffin and coffee in the sitting room or outside on the deck or front porch. Enjoy the beautiful town beach at the end of the street. Easy walking distance to the ferries, beach,restaurants, and shopping.

A serene lake house is visible from across the water, framed by lush greenery. A spacious deck extends across the front, leading to a sandy area. Large windows offer views of the lake, complementing the calm atmosphere of the surroundings.

Home in Barnstable

Lake House with Private Beach

Welcome to Your Dream Lake House !! Nestled on the serene shores of Lake Wequaquet in beautiful Centerville, MA, this fully renovated lake house offers the perfect blends of modern luxury and natural beauty. With breathtaking views from every angle, this property is a true sanctuary for relaxation and adventure. As you step inside, you'll be greeted by an open-concept living space with natural light, incredible views of of the lake and access to screened in-porch which is 15 feet to the lake.

Guest favorite

An open concept living space features a dining table surrounded by black chairs, with a view of the backyard through large glass doors. A cozy seating area with light-colored sofas is visible, complemented by a decorative wall and modern furnishings. Natural light enhances the warm ambiance.

Home in Edgartown

4.98 out of 5 average rating, 62 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.

Guest favorite

Private room in Edgartown

4.84 out of 5 average rating, 526 reviews

The Alison Boylston Piazza House

Welcome to my home, a 200 year-old former whaling captain's home in the heart of historic Edgartown on Martha's Vineyard (not Nantucket). From here, every amenity - shops, beaches, harbor, restaurants, and night life - is accessible by foot or bicycle. No car needed. ***IMPORTANT***the price listed is for the main double guest room that has one queen-sized bed. There is an additional charge for the second, single room ($75). To book two separate beds you must specify 3 people in your party.

Guest favorite

A charming beach house features a welcoming front staircase leading to a brightly colored door. Lush greenery and landscaped flower beds frame the entry, while a gravel driveway extends beside a manicured lawn, providing a sense of warmth and approachability.

Home in Fairhaven

4.96 out of 5 average rating, 70 reviews

The Crescent

Furnished 2 bd., 2 ba. beach house. Living space is open concept connecting the dining, living and kitchen areas, making it ideal for conversation and fun. High ceilings and ample natural light bring addition cheer. Hard wood flooring, stainless steel refrigerator, generous granite counterspace for cooking. 2 full bathrooms, washer and dryer. Master bedroom, queen bed, double sink in bathroom. Beautiful West Island Town Beach and the Fort Phoenix are nearby for play and soaking up the sun.

Guest favorite

A bright living space is visible, with sheer white curtains framing sliding glass doors that open to a private porch. A table with six chairs is seen under a vibrant pink umbrella, providing outdoor seating options for guests.

Cottage in Oak Bluffs

4.89 out of 5 average rating, 122 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

A landscaped garden surrounds the exterior of the home, featuring a variety of green plants and vibrant orange flowers. A decorative birdbath stands amidst the foliage, accentuating the natural beauty of the outdoor space.

Home in New Seabury

4.87 out of 5 average rating, 38 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 favorite

The charming cottage exterior features a stone pathway leading to the entrance, surrounded by lush greenery and flowering bushes. A wooden gate provides access to the private yard, with a tranquil lawn area inviting relaxation.

Guesthouse in Vineyard Haven

4.94 out of 5 average rating, 127 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 favorite

A living and dining area is presented with a circular table and four teal chairs. A dark sofa is positioned opposite a wall-mounted TV. Natural light enters through two windows, complemented by gray walls and modern light fixtures.

Apartment in New Bedford

4.99 out of 5 average rating, 127 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.

A charming single-story home is framed by lush greenery and well-maintained shrubs. A dark door is centered on the front facade beneath a chimney. The surrounding garden features small trees and a grassy area, providing a serene curb appeal.

Home in Falmouth

5 out of 5 average rating, 3 reviews

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……beach towels included!