Bed and breakfast holiday rentals in Oak Bluffs

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Top-rated bed and breakfast rentals in Oak Bluffs

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

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Guest favourite
Private room in North Falmouth
4.82 out of 5 average rating, 687 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.

Top guest favourite
The charming house is nestled among lush trees, showcasing a welcoming porch with white railings. A well-maintained garden is visible in the foreground, complemented by vibrant greenery. The structure features a gabled roof and a skylight, blending harmoniously with the serene surroundings.
Private room in Monument Beach
4.94 out of 5 average rating, 290 reviews

Lovely Farmhouse 2 private rooms & artisanal food

Filled with art and feng shui, our beautifully appointed home is tucked amidst vegetable gardens and flower patches. Outside you'll enjoy nature walks and beaches. Afterwards, you'll retire to a cozy bedroom, private bathroom, and leisure room with skylights, TV, and sofa to relax in. For breakfast you'll savor local specialty foods such as gourmet granola, artisan bread, steel-cut oats, and more. If you like basking on a deck or chilling on a porch, then this is where you'll want to call home.

Top guest favourite
Private room in West Falmouth
4.92 out of 5 average rating, 248 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 cozy bedroom features a queen-size canopy bed adorned with white bedding. Natural light illuminates the space, highlighting the soft blue walls and decorative wall art. A door leads to a kitchenette area, enhancing the room's functionality.
Private room in Kingston
4.98 out of 5 average rating, 459 reviews

Peaceful Plymouth Area 1st Floor Retreat

Welcome! This cheerful, clean and private 1st-floor bedroom is in a restored 1799 farmhouse.We are about halfway between Boston and the Cape Cod Canal and convenient to all major highways. Guests have a private entrance and newly renovated, bedroom/bath suite. Parking, a comfy queen-size bed, and TV are included as well as a fridge, microwave, and Keurig. Plymouth Rock, Plimoth Plantation, and "The Mayflower" are 10-15 minute drive. No cameras on property. We respect your privacy.

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, 279 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
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.

Top guest favourite
A charming cape-style house is set amidst a lush landscape, featuring a well-maintained yard with blooming hydrangeas in the foreground. The home's exterior showcases traditional architecture, while vibrant shrubs and trees surround the property, creating a serene and inviting environment.
Private room in Yarmouth Port
4.99 out of 5 average rating, 131 reviews

“AT HYDRANGEA FARM” Bed and Breakfast

“At Hydrangea Farm” is a quintessential Cape residence. The entire second floor of this original "full cape" is yours with a private entrance. Surrounded by a beautiful collection of hydrangeas, your hosts, Mary Kay and Mal, are eager to share their love of the garden and their prime location on Cape Cod. A continental breakfast can be enjoyed in your suite or, weather permitting, at the table on the terrace shaded by an awning overlooking the gardens.

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.

Top guest favourite
Private room in Carver
5 out of 5 average rating, 261 reviews

The Seapine Inn Bed and Breakfast

Our home is a short drive to historic downtown Plymouth and centrally located between Cape Cod, Boston, Providence and Newport RI. It's a country setting that still allows easy access to the best local beaches, historic points of interest, and a variety of activities with easy access to highways. It's the perfect place for couples young or old, business travelers, and small families.

Guest favourite
A light-filled bedroom is equipped with a queen-sized bed, dressed in floral-patterned bedding, and a decorative bolster pillow. A wicker rocking chair is positioned nearby, holding a colorful blanket and folded towel. Potted flowers adorn the windowsill, complementing the hardwood flooring.
Private room in Teaticket
4.91 out of 5 average rating, 215 reviews

Two bedroom suite in Falmouth MA! Muffins too!

This two bedroom suite offers a private bathroom , separate entrance, laundry, keurig coffee maker, microwave , refrigerator, private parking even an extra outdoor shower for the ultimate Cape experience!. Guests are treated to a light breakfast each morning featuring Barry’s famous muffins! The house is close to beach, (1 mile) shopping and lovely downtown Falmouth (2 miles)

Top guest favourite
Private room in Plymouth
4.91 out of 5 average rating, 144 reviews

B & B at the Double B Ranch l

Welcome to the Double B! Please note our check-in time is between 4-6 pm. This is very important as we are a busy ranch and retire early. We have 2 rooms (see B&B at the Double B Ranch ll for 2nd room) . The 9 acre ranch is located in a quiet, private section of Chiltonville, Plymouth. Please note, breakfast is not included. We can provide tea or coffee if desired.

Guest favourite
A cozy guest bedroom features a spacious bed adorned with colorful pillows and a patterned blanket. Soft lighting from two bedside lamps creates a gentle ambiance, while a large window showcases views of the outside area. Light green walls add a fresh touch to the atmosphere.
Private room in Plymouth
4.89 out of 5 average rating, 159 reviews

DOWNTOWN PLYMOUTH SUNNY GUEST ROOM

Welcome to our house in the heart of Plymouth's historic district. 2nd floor guest bedroom on quiet street, ocean and harbor view. Park your car, walk 5 minutes through Brewster Gardens to historic Plymouth Rock, Mayflower, Provincetown ferry and everything quaint downtown Plymouth has to offer.

Popular amenities for bed & breakfast rentals in Oak Bluffs

Quick stats about bed and breakfast rentals in Oak Bluffs

  • Total holiday rentals

    Explore 10 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at ₹11,556 per night before taxes and fees

  • Verified guest reviews

    Over 690 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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