Boutique hotel vacation rentals in Oak Bluffs

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Top-rated boutique hotel rentals in Oak Bluffs

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Superhost

Hotel room in Oak Bluffs

4.91 out of 5 average rating, 11 reviews

Three bedrooms for travel group/excellent location

The Tivoli Inn is a charming Victorian Gingerbread house. The inn is walking distance to all downtown shops and restaurants, in-season ferry terminals, beach, and public transportation. This listing is 3 bedrooms of 6 bedrooms at the Tivoli Inn. These are the family/group travel rooms which share 1 full bathroom, 1 lovely outdoor shower, and an extra sink in 1 of the 3 bedrooms. Bring your flip flops to enjoy the outdoor shower! There are 3 full size beds and one twin bed...a total of 4 beds.

Superhost

Hotel room in Falmouth

4.87 out of 5 average rating, 45 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.

Guest favorite

Hotel room in Oak Bluffs

4.88 out of 5 average rating, 32 reviews

Porch Room 1 queen bed

The Porch Room has a queen bed and private shower room and half bath located next door to the room in the hallway. This bedroom also has its own entrance to the wrap around porch. The Porch room is one of six rooms at the Tivoli Inn. The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and a clean and friendly atmosphere. The inn is walking distance to all downtown amenities including town beach, seasonal ferry terminals and public transportation.

Hotel room in Woods Hole

4.65 out of 5 average rating, 107 reviews

Treehouse Lodge, Canopy style rooms

This beautiful modern meets classic style property is a 10-minute walk from the beach and ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Quick 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. *Note to bookers- We are located on the mainland where you get the ferry to go to Martha's Vineyard*

Superhost

Hotel room in Edgartown

4.8 out of 5 average rating, 64 reviews

THE FRANKLIN HOTEL~NEW Pet friendly Standard Queen

Located on Upper Main Street in Edgartown, the Franklin Hotel is a short stroll from the heart of the historic village and its famed island beaches. A fresh take on the nautical style with modern, luxury finishes will provide all you need for work, play and relaxation. The Franklin grounds offer distinct seating areas including the covered patio, perfect to enjoy three season island breezes. The chic design of our 18 guestrooms will delight every sense.

Guest favorite

Hotel room in Oak Bluffs

4.96 out of 5 average rating, 71 reviews

In Town Queen Room

The Attleboro House has all of the conveniences of a modern hotel in the quaint atmosphere of a historic inn. Located among the famous Gingerbread Cottages and directly on the Oak Bluffs harbor, you’ll be in the perfect place for your visit to Martha’s Vineyard. Originally built in 1874, The Attleboro House was completely renovated in 2018. Relax on our wrap around porch to enjoy the bustling harbor and impressive views of the Nantucket Sound.

Superhost

Hotel room in Falmouth

4.9 out of 5 average rating, 58 reviews

Glendale Petite @ Frederick William House

The Glendale Petite Room is Double Deluxe Room at Frederick William House. Located on the Shining Sea Bikeway in Falmouth Massachusetts across the street from Goodwill Park. Your stay includes bike rentals. 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. Beach passes are available allowing access all 139 private & public beaches.

Guest favorite

Hotel room in Falmouth

4.91 out of 5 average rating, 58 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.

Guest favorite

Hotel room in Oak Bluffs

4.89 out of 5 average rating, 44 reviews

Balcony Room at the Tivoli Inn

The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and exudes a clean and friendly atmosphere. The inn is walking distance to all downtown shops and restaurants, town beach, ferry terminals, and public transportation. The charming Balcony Room boasts a private flowery balcony and a private bathroom in the room. Stenciled bordered walls and original wide pine flooring.

Hotel room in Tisbury

5 out of 5 average rating, 22 reviews

Luxurious & Comfortable Queen Room in B&B

Charles & Charles B&B offers this wonderful room CHILMARK, which is close to the beach and restaurants and dining. We offer luxurious 100% cotton linens and delicious breakfasts served poolside and daily Maid service You will also enjoy using our free bicycles, beach chairs and beach towels. All guests must be 12 years or older. For special weekly winter rates, please contact us.

Hotel room in Tisbury

4.6 out of 5 average rating, 40 reviews

Vineyard Harbor - Unit 238

Vineyard Harbor Motel offers comfortable rooms, a private beach and an incredible location. We are situated on the harbor in Vineyard Haven within walking distance to the ferry, unique shops, great restaurants and perfectly placed to explore the island. Vineyard Harbor Motel is the perfect location from which to explore Martha’s Vineyard.