Bed and Breakfast and Inn in Oak Bluffs, MA

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Oak Bluffs, MA B&B
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50 Bed and Breakfasts and Inn in Oak Bluffs, MA

Best Oak Bluffs, MA bed and breakfasts with breakfast included

Vineyard Harbor - Unit 238 - Oak Bluffs, MA
9.0 46 reviews

Vineyard Harbor - Unit 238

B&B, Tisbury
Vineyard Harbor Motel, a guesthouse in Vineyard Haven on Martha's Vineyard, is conveniently located 0.5km from the Vineyard Haven ferry terminal and within easy walking distance of shops, restaurants, and the Stop & Shop supermarket.
This self-catering unit offers a king-sized bed, free Wi-Fi, air conditioning, and private beach access with chairs, accommodating up to two guests and boasting excellent cleanliness and location ratings.

Best Oak Bluffs, MA bed and breakfasts with a pool

Among the 50 accommodations in Oak Bluffs, MA, here are the 1 best b&b with a pool

Oak Bluffs Star - Oak Bluffs, MA
9.9 241 reviews

Oak Bluffs Star

B&B, Oak Bluffs
Oak Bluffs Star B&B is situated in Oak Bluffs, Martha's Vineyard, approximately 0.8 kilometres from the town centre, harbour, and the historic gingerbread cottages of the Methodist Campground.
This self-catering guest suite, sleeping up to four guests, comprises two bedrooms, one bathroom, a small refrigerator, a Keurig coffee maker, private outdoor entrance, and deck; parking is available for one car.

Frequently Asked Questions about bed and breakfast in Oak Bluffs, MA

  • What weather can travelers expect when exploring nature in Oak Bluffs, MA?

    Oak Bluffs has a typical New England climate with warm, humid summers and cold, snowy winters. During the summer months, you can expect temperatures around 21-27°C. Spring and autumn are usually mild, with temperatures ranging from 10-18°C. Be prepared for rain year-round, but especially in the spring and autumn.
  • What are the best bed and breakfasts in Oak Bluffs, MA?

    Among the B&Bs in Oak Bluffs, MA, Vineyard Charm Island Memories, Oak Bluffs Star and Ocean Park Victorian are the most popular ones.

  • What outdoor activities can visitors enjoy in and around Oak Bluffs, MA?

    You can enjoy swimming, sunbathing, and boating at the beaches. There are also opportunities for hiking and biking in the surrounding areas. You can also take a ferry to Martha's Vineyard and explore the island's beautiful beaches and charming towns.
  • What are the best bed and breakfasts with a jacuzzi in Oak Bluffs, MA?

    The best B&B with a jacuzzi in Oak Bluffs, MA is “Oak Bluffs” - B & B - Available August & September.

  • What famous cities can be easily accessed from Oak Bluffs, MA?

    Oak Bluffs is located on Martha's Vineyard, an island off the coast of Massachusetts. From Oak Bluffs, you can easily access the other towns on Martha's Vineyard, such as Edgartown and Vineyard Haven. You can also take a ferry to the mainland and visit Boston, which is about a two-hour drive.
  • What are the best bed and breakfasts for families and kids in Oak Bluffs, MA?

  • What local breakfast specialties can you enjoy in Oak Bluffs, MA region?

    You can't go wrong with a classic New England breakfast at the Black Dog Tavern. They're famous for their blueberry pancakes and fresh-squeezed orange juice. If you're looking for something a little more unique, try the lobster Benedict at the Offshore Ale Co.
  • What are the best pet friendly bed and breakfasts in Oak Bluffs, MA?

    The best pet friendly B&Bs in Oak Bluffs, MA are Vineyard Charm Island Memories, Quaint Guest Room - Red Room and Walk To Town - Ocean Room.

  • What are the best bed and breakfasts with parking in Oak Bluffs, MA?

    Vineyard Charm Island Memories, Oak Bluffs Star and Ocean Park Victorian are the best B&Bs with parking in Oak Bluffs, MA.

Popular destinations

Best Oak Bluffs, MA bed and breakfasts with a garden

Private Suite | Spectacular Harbor Views | Ob - Oak Bluffs, MA
No reviews

Private Suite | Spectacular Harbor Views | Ob

B&B, Oak Bluffs
This private, two-storey suite in a Victorian house is situated in Oak Bluffs, offering an unobstructed harbour view from its own porch, and is located 720 metres from the town centre and a short walk to the beach.
The accommodation provides a self-contained kitchenette, a separate living area, air conditioning, and includes a daily self-service breakfast of coffee, fresh fruit, yogurt, and granola for up to two guests.
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town - Oak Bluffs, MA
9.8 119 reviews

Oak Bluffs/ Harbor Views/ Queen Bed/ In Town

B&B, Oak Bluffs
This charming bed and breakfast is located in Oak Bluffs, just a 700-metre walk from the town centre and a short stroll from Oak Bluffs Town Beach. The property enjoys an excellent location, with high ratings for location, cleanliness and overall guest experience.
The guest house offers a shared kitchenette and living room, perfect for socialising with fellow guests. It features a garden, air conditioning, a continental breakfast, and an outdoor shower, making it a great choice for those looking for a unique and comfortable stay.
Vineyard Harbor - Unit 238 - Oak Bluffs, MA
9.0 46 reviews

Vineyard Harbor - Unit 238

B&B, Tisbury
Vineyard Harbor Motel, a guesthouse in Vineyard Haven on Martha's Vineyard, is conveniently located 0.5km from the Vineyard Haven ferry terminal and within easy walking distance of shops, restaurants, and the Stop & Shop supermarket.
This self-catering unit offers a king-sized bed, free Wi-Fi, air conditioning, and private beach access with chairs, accommodating up to two guests and boasting excellent cleanliness and location ratings.
Balcony Room At The Tivoli Inn - Oak Bluffs, MA
9.8 55 reviews

Balcony Room At The Tivoli Inn

B&B, Oak Bluffs
The Tivoli Inn sits in the heart of Oak Bluffs, just a short walk from the town's shops, restaurants, and the beach. It has consistently earned excellent ratings for its cleanliness, location, and overall experience.
The charming Victorian-style guesthouse has one bedroom and one bathroom, accommodating up to three guests. You'll enjoy a private balcony, stenciled walls, original pine flooring, and a pet-friendly policy.

Best Oak Bluffs, MA bed and breakfasts with air conditioning

Vineyard Harbor - Harbor View Unit 224 - Oak Bluffs, MA
9.5 102 reviews

Vineyard Harbor - Harbor View Unit 224

B&B, Tisbury
Vineyard Harbor Motel, a self-catering apartment in Vineyard Haven, Tisbury, offers waterfront access with a private beach and is within walking distance of the Vineyard Haven ferry terminal.
This one-bedroom condo sleeps up to three guests, featuring a king-size bed and a twin sofa bed, a private bathroom, WiFi, and air conditioning; beach chairs are provided.
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town - Oak Bluffs, MA
9.8 119 reviews

Oak Bluffs/ Harbor Views/ Queen Bed/ In Town

B&B, Oak Bluffs
This charming bed and breakfast is located in Oak Bluffs, just a 700-metre walk from the town centre and a short stroll from Oak Bluffs Town Beach. The property enjoys an excellent location, with high ratings for location, cleanliness and overall guest experience.
The guest house offers a shared kitchenette and living room, perfect for socialising with fellow guests. It features a garden, air conditioning, a continental breakfast, and an outdoor shower, making it a great choice for those looking for a unique and comfortable stay.
Balcony Room At The Tivoli Inn - Oak Bluffs, MA
9.8 55 reviews

Balcony Room At The Tivoli Inn

B&B, Oak Bluffs
The Tivoli Inn sits in the heart of Oak Bluffs, just a short walk from the town's shops, restaurants, and the beach. It has consistently earned excellent ratings for its cleanliness, location, and overall experience.
The charming Victorian-style guesthouse has one bedroom and one bathroom, accommodating up to three guests. You'll enjoy a private balcony, stenciled walls, original pine flooring, and a pet-friendly policy.
Vineyard Harbor - Unit 238 - Oak Bluffs, MA
9.0 46 reviews

Vineyard Harbor - Unit 238

B&B, Tisbury
Vineyard Harbor Motel, a guesthouse in Vineyard Haven on Martha's Vineyard, is conveniently located 0.5km from the Vineyard Haven ferry terminal and within easy walking distance of shops, restaurants, and the Stop & Shop supermarket.
This self-catering unit offers a king-sized bed, free Wi-Fi, air conditioning, and private beach access with chairs, accommodating up to two guests and boasting excellent cleanliness and location ratings.
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