Bed and breakfast vacation rentals in Dukes County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Dukes County

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

Room in Oak Bluffs

5.0 out of 5 average rating, 25 reviews

An Island Experience! The Mary -in a "B&B Home"

Kathleen Nasser is the owner of Kathleen's Kottage on Martha's Vineyard, a seasonal Bed & Breakfast located in Oak Bluffs, MA. This is the Mary Suite the most private and spacious room. The suite is located on the second floor of the building adjacent to the main house. The suite has a private entrance with a lockable door. King size bed. Private bath with dual sinks. Sitting room. Cable TV, AC and Internet. Serving a light fare breakfast. We are small Pet Friendly.* Access to outdoor deck.

Jan 7 – 14

G$89,513 GYD per night

Guest favorite

Room in West Tisbury

4.97 out of 5 average rating, 32 reviews

JADE House Queen Room Shared hallway bathroom

Enjoy this sunny, airy Queen bedroom in a private, comfortable bed & breakfast home located in a quiet neighborhood outside of town centers, near beaches & towns, bike paths & transportation. The room has beautiful morning light with individual temperature control and a comfortable memory foam queen bed. Guests share hall bathroom with bathtub & shower, located in a 2nd floor guest suite with other bedrooms also available. The hosts occupy the 1st floor of JADE House and are available to help.

Nov 7 – 14

G$49,234 GYD per night

Superhost

Hotel room in Tisbury

5.0 out of 5 average rating, 10 reviews

Luxury B&B -1 Bedroom Suite-Living Room & Kitchen

Charles & Charles B&B is close to restaurants, shopping, and the beach. You’ll love this luxurious One Bedroom VINEYARD HAVEN suite with 100% cotton linens,a full kitchen and private living room. My place is good for couples, solo adventurers, and business travelers. We offer our guests free use of our bicycles, beach chairs and towels- we serve a hot breakfast at the pool everyday. Please note, all guests must be 12 years of age or older. For special weekly winter rates, please contact us.

Oct 13 – 20

G$72,804 GYD per night

Room in Falmouth

5.0 out of 5 average rating, 4 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.

Jun 6 – 13

G$32,499 GYD per night

Guest favorite

Room in Oak Bluffs

4.9 out of 5 average rating, 50 reviews

Oak Bluffs/In Town/ Harbor Views/ Queen Bed

Welcome to Watchaboat! Our family home has a comfortable, clean room available to stay. The room has a beachy cottage feel where you'll be happy to rest at the end of a summer day. We've got a great location overlooking Oak Bluffs harbor, only a 9-minute walk to downtown OB & quick stroll to Oak Bluffs Town Beach. Our bustling home has a busy business on the property, so it's fit for travelers who need a place to drop their bags and head out to enjoy what Martha's Vineyard has to offer.

Dec 31 – Jan 7

G$52,641 GYD per night

Guest favorite

Room in West Tisbury

4.88 out of 5 average rating, 26 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!

Nov 12 – 19

G$63,572 GYD per night

Guest favorite

Room in West Tisbury

5.0 out of 5 average rating, 18 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.

Jan 23 – 30

G$48,934 GYD per night

Guest favorite

Room in Tisbury

4.97 out of 5 average rating, 121 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.

Jun 3 – 10

G$54,003 GYD per night

Guest favorite

Hotel room in Tisbury

5.0 out of 5 average rating, 46 reviews

2 Bedroom Luxurious Suite -Kitchen & Living Room

Charles & Charles B&B close to restaurants and dining, the beach, and nightlife. Our AQUINAH SUITE is on the second floor and has a lovely living room and a fully equipped eat in kitchen. We have 100% cotton linens in all our rooms along with complimentary use of our bicycles, beach chairs and beach towels. We serve a cooked breakfast served at poolside everyday. We only allow children 12 years of age and older. For special weekly winter rates, please contact us.

May 8 – 15

G$77,578 GYD per night

Superhost

Bed and breakfast in Vineyard Haven

4.84 out of 5 average rating, 37 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 30th 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.

Jun 16 – 23

G$59,844 GYD per night

Superhost

Hotel room in Tisbury

5.0 out of 5 average rating, 6 reviews

Luxurious King Room in B&B

Charles & Charles B&B is close to restaurants and dining, the beach. You’ll love this comfortable OAK BLUFFS room with it's luxurious 100% cotton linens, delicious breakfast served pool side and the use of our free bicycles, beach chairs and beach towels. Limited maid service due to Covid 19. My place is good for couples, solo adventurers, and business travelers. All guests must be 12 years or older. For special weekly winter rates, please contact us.

Oct 14 – 21

G$72,804 GYD per night

Bed and breakfast in Falmouth

5.0 out of 5 average rating, 10 reviews

Charming King Room - Woods Hole Inn

This beautiful vintage meets modern style inn is a 10-minute walk from the beach and right across from the ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Easy walk to the beach, several restaurants, and most science facilities. Guests can enjoy various activities in the area, including windsurfing, fishing, and traveling to Martha's Vineyard.

Jan 7 – 14

G$52,275 GYD per night