Bed and breakfast vacation rentals in Oak Bluffs

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Oak Bluffs

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Private room in North Falmouth

4.82 out of 5 average rating, 679 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.

Superhost

A cozy bed is dressed with neutral linens and a striped blanket. A decorative pillow featuring floral motifs adds a touch of charm. A bedside lamp and a white dresser are visible, complemented by a vintage sign reading 'Nantucket Beach Haven' on the wall.

Hotel room in Falmouth

4.86 out of 5 average rating, 50 reviews

Luxury SeaSide King Suite, Frederick William House

The Luxury SeaSide Suite...beautifully appointed, Cal-King suite, pet friendly options with pet fees collected at check-in separately from booking details on Air bnb...located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park. Stay includes bike rentals. Enjoy being a short walk to the Steamship Authority parking & shuttle to the ferry boat. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. 139 private and public beaches to choose from.

Private room in East Falmouth

5 out of 5 average rating, 5 reviews

Peace & Plenty 3 Falmouth: Private Beaches, Tennis

Peace & Plenty 3 has a queen bed with access to common areas in a spacious home in a private community (Menauhant) East Falmouth, MA. Guests walk/bike to 3 private beaches, 3 clay tennis courts, kayaks, an outdoor shower & yard games. Our Yacht Club offers group & private tennis lessons, junior sailing programs, and multiple family events (BBQs, dinner dances, game & movie nights, etc.). Guests pay a nominal Club fee based on length of stay and total people in season. Please ask for details.

Top guest favorite

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.

The room features a king-size bed dressed in a floral green and white comforter, surrounded by multiple pillows. A wooden dresser and two bedside lamps provide soft lighting. Natural light filters through sheer curtains, enhancing the inviting atmosphere of the space.

Private room in Falmouth

Walt Whitman - Palmer House Inn

Searching for where to stay in Cape Cod MA? Our bed and breakfast in Falmouth offers a Cape Cod ADA accommodation with a separate entrance. The king-size bed can be separated into two twin beds with advance request. Please note, the king-size bed has a small ridge running down its middle, where its two halves are joined. Sitting area and writing nook with antique writing table. View our Accessibility Policy. The Walt Whitman room is also one of our five pet-friendly accommodations.

Top guest favorite

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, 270 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 favorite

Private room in West Tisbury

4.89 out of 5 average rating, 27 reviews

Bright, Unique on Martha's Vineyard!

SPRING SPECIAL through June 15: Min Stay 2 nights, stay third night, get 30% rebate from hostess! A spacious room with bath in a studio behind my house, opens onto a broad meadow, abuts bike & walking trails. Serene, yet just 5-20 minutes from beaches & towns & all the lively Island happenings. If you are coming for a wedding, an anniversary, a reunion or just for the humming of nature and the sea, The Broad Meadow is for you. NO ROOM TAX - Good breakfast & beach passes!

Guest favorite

A charming yellow farmhouse is framed by lush green trees and colorful foliage. Outdoor seating made of lawn chairs and garden benches surrounds a landscaped area, inviting relaxation. The structure features multiple windows, allowing natural light to brighten the inviting exterior.

Private room in Vineyard Haven

4.88 out of 5 average rating, 60 reviews

The Look Inn/Parrish Room

The Look Inn is a licensed bed and breakfast Inn by the Town of Tisbury/Vineyard Haven celebrating our 35th year of operation. The Parrish and Blue and Look Out Rooms have a queen size bed and can sleep one or two people. The rooms shares a full bath with the rooms that each have sinks with hot/cold water and the common spaces of living room with tv and screened porch. There are relaxing lawn chairs that view the many gardens of flowers and vegetables. Serving guests over 18

Guest favorite

Private room in West Tisbury

4.97 out of 5 average rating, 36 reviews

warm and spacious B and B in our Martha's Vin home

Quintessential vineyard beach house set among woods, farms, and wildlife sanctuaries. This recently built, sunny West Tisbury B and B is minutes away from beaches, including coveted Lambert's Cove beach. Sink into a comfy queen bed after a day of fun, and enjoy private bath, laundry room and separate entrance. Awake to singing birds, then explore our island after starting your day with steaming coffee/tea and pastries which can be enjoyed on the spacious front porch.

Guest favorite

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 favorite

A cozy bedroom features a full bed with a colorful patterned comforter. Natural light enters through a partially covered window. A wooden dresser and a small table are present, along with decorative wall art and a shelf displaying various items.

Private room in Tisbury

4.85 out of 5 average rating, 201 reviews

Cozy Room in Vineyard Haven

Enjoy this sparkling clean and cozy first floor bedroom in our Vineyard Haven home which is perfect for travelers to the Island of Martha's Vineyard. We may be hosting up to 2 additional groups of guests in our home at any given time. Please keep this in mind! A 5 minute / 10 minute drive from the ferry and airport. The bus to Edgartown stops right in front. A 20 minute stroll to downtown Vineyard Haven. Soak in the sunshine on the wraparound deck.

Guest favorite

A soft, inviting bedroom is highlighted by a spacious bed dressed in white linens. Two decorative lamps with ornate bases sit on either side of the bed, illuminating plush pink pillows against a light-hued headboard. A framed mirror above the bed reflects natural light.

Hotel room in Falmouth

4.92 out of 5 average rating, 72 reviews

Park Side Queen Room @ Frederick William House

This beautifully appointed room with private bath & sitting area, includes bike rentals, cable, free WIFI, overlooking gardens & park. We are located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park, a short walk to the Steamship Authority. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. Beach passes are available, 139 private & public beaches to choose from.