Holiday rentals with breakfast in Oak Bluffs

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Top-rated rentals with breakfast in Oak Bluffs

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

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Top guest favourite
Private room in North Falmouth
4.82 out of 5 average rating, 686 reviews

Cape Cod Cottage

The space is available for one to four guests in the same party. Accommodations are in a separate wing of the house. There are two bedrooms, one with a double bed and one with twin beds. There is a private bath as well as a sitting room and screen porch for the exclusive use of the guest. The house is within walking distance to a private ocean beach and within a mile of the Shinning Sea Bike Path (bike rentals are available nearby). Numerous restaurants serving traditional Cape fare are within a two mile radius, with many more in nearby Falmouth and Woods Hole. Breakfast is provided.

Guest favourite
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
4.83 out of 5 average rating, 12 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. Pets negotiable……beach towels included! Please note that I stay in the basement whilst the main floor is being rented. Occasionally I may have another renter who lives in the basement also.

Guest favourite
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
4.99 out of 5 average rating, 67 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.

Top guest favourite
Private room in Edgartown
4.85 out of 5 average rating, 543 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.

Top guest favourite
Private room in West Falmouth
4.92 out of 5 average rating, 247 reviews

North Falmouth Suite 'downstairs suite'

This gueen-bed suite has a private entrance, a living room with wifi/tv, and a small, private bath, on a beautifully maintained property on 28A in N. Falmouth. Enjoy easy access to beaches & the bike path is across the street. The suite is priced based on two people, additional people - older kids, friends, are $40/night more; two twin blow-ups can be set up in living room. You must list the total amount of guests when booking. This house is not well suited to toddlers & young children.

Top guest favourite
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 East Chop
4.9 out of 5 average rating, 135 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

Top guest favourite
A bright living room features a beige sofa with decorative pillows and a navy throw blanket. A wooden coffee table sits in front of the sofa. Two armchairs are positioned nearby, and large windows allow natural light to enter, enhancing the inviting atmosphere.
Private room in Falmouth
4.97 out of 5 average rating, 278 reviews

Secret Garden Suite with full breakfast

We built our home in 1997 and have shared it with our five children, grandchildren and extended family. We thought someday when the kids leave, we will make it into a Bed & Breakfast and Airbnb has made the dream simply possible. Joining Airbnb in May 2016 changed and enriched our lives by the many travelers we have hosted and friends we have made. We look forward to being your host soon. We believe that the breakfast we include with the room rate adds substantial value.

Guest favourite
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
4.89 out of 5 average rating, 44 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!

Top guest favourite
Guest house in Vineyard Haven
4.95 out of 5 average rating, 136 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
Private room in Tisbury
4.96 out of 5 average rating, 141 reviews

Spacious 1850s rustic meets modern walkout studio

Located on 1.6 acres, just a 6 minute drive from Vineyard Haven town center, this lovely post and beam walk out basement apartment is the perfect home base to explore the island. Although the home was built in 2000 and has all the modern amenities you could hope for, its structure, reclaimed from a Connecticut dairy barn built in 1852 brings old world charm to this stunning space. Please note that our family of 5 lives upstairs so there is potential for noise.

Guest favourite
Private room in Oak Bluffs
4.96 out of 5 average rating, 24 reviews

The Millie Suite-Kathleens Kottage-Oak Bluffs MV

Kathleen Nasser is the owner of Kathleen's Kottage a seasonal "Host Home" located in Oak Bluffs, MA. This is the Millie Suite. Located in the main house on the second floor. This is a private room with a lockable entrance door. Queen size bed. Private bath with dual sinks. Cable TV, AC and Internet. Serving a light fare breakfast. We are small Pet Friendly.* Guests have access outdoors to the shared deck. The Millie Suite has limited availability.

Guest favourite
Home in Tisbury
5 out of 5 average rating, 5 reviews

Vineyard Haven House: Fire Pit, BeachNearby & Gard

Escape to a luxurious house in Tisbury, United States, a perfect retreat near the beach. This stunning property boasts breathtaking garden views, modern amenities, and spacious accommodations for families and groups. Enjoy the convenience of free parking, a well-equipped kitchen, and the beauty of the surrounding nature.

Popular amenities for rentals with breakfast in Oak Bluffs

Quick stats about holiday rentals with breakfast included in Oak Bluffs

  • Total holiday rentals

    Explore 10 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at ₹13,175 per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Wifi availability

    10 of Oak Bluffs holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oak Bluffs rentals

  • 4.9 Average rating

    Oak Bluffs stays are highly rated by guests – averaging 4.9 out of 5!

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