Boutique hotels in Oak Bluffs

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.

Family · Value · Nearby

Boutique motel w/ private beach, steps from ferry

Lovely, modern room in boutique hotel with private beach. Watch the Steamship Authority ferries come into the harbor. No need for a car as the property is just steps from the ferry terminal, art galleries, shops and restaurants like the famous Black Dog Tavern. Unit was completely remodeled in 2021 featuring all new furniture and decor. The property offers friendly service and amenities such as outdoor grill, picnic tables, beach loungers, and a community room. A perfect island getaway!

Family · Value · Quiet

Three bedrooms for travel group/excellent location

The charming Tivoli Inn is walking distance to all downtown shops and restaurants, beach, in-season ferry terminals, and public transportation. This listing is 3 bedrooms of 6 bedrooms at the Tivoli Inn with common areas with other guests. There is one full bath. In addition there is a 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 to accommodate 3-6 guests.

Family · Location · Hospitality

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.

Value · Location · Hospitality

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*

Family · Value · TV

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.

Location · Family · Getting around

Harborside G King Suite @ Frederick William House

The Harborside Garden King Suite...beautifully appointed suite, Cal-King pillow-top bed, featuring a grand gas fireplace. 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.

Family · Location · Amenities

Deluxe Black King Suite @ Frederick William House

The Deluxe Black King Suite...beautifully appointed, Cal-King pillow-top bed, featuring garden and courtyard views is 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.

Location · Value · Bathroom

Martha’s Vineyard King balcony suite harbor view!

4th floor with large balcony overlooking harbor and pool! Harborside Inn is an excellent choice for rest and rejuvenation. Well-known for its historic environment and proximity to great restaurants and attractions, Free wifi is offered to guests, and rooms at Harborside Inn offer a flat screen TV, a refrigerator, and air conditioning. Very helpful concierge. While staying at Harborside Hotel, you have access to all owners privileges

Location · View · Indoor spaces

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.

Value · Location · Check-in

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.

Location · Parks · Hospitality

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.

Location · Value · Cleanliness