
Boutique hotels in Oak Bluffs
Find and book unique boutique hotels on Airbnb
Top-rated boutique hotels in Oak Bluffs
Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Vineyard Harbor - Harbor View Unit 224
Vineyard Harbor Motel offers comfortable rooms, water front units, 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.

Queen Twin Room with Private Bath. Central Air.
Everything you want to explore is right outside the door. This room is located on the first floor with views of gingerbread cottages. A full private bath, central air and work space. The room has one queen and one twin bed. Very centrally located.
Popular amenities for Oak Bluffs boutique hotels
Family-friendly boutique hotels

Balcony Room at the Tivoli Inn

Luxury SeaSide King Suite, Frederick William House

Queen Twin Room with Private Bath. Central Air.

Deluxe Black King Suite @ Frederick William House

Glendale Petite @ Frederick William House

Three bedrooms for travel group/excellent location

Astilbe Room @ Beach Plum Inn

Sunny-Side Room at the Tivoli Inn
Boutique hotels with a patio

MORGAN HOTEL ~ David Healey Suite w/ private bath

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King

MORGAN HOTEL ~ Standard Queen w/ wet bar

MORGAN HOTEL ~ Ocean view King Room w/ Verandah

MORGAN HOTEL ~ Standard Queen Room ADA w/ Bathroom
Other boutique hotel vacation rentals

Balcony Room at the Tivoli Inn

Luxury SeaSide King Suite, Frederick William House

Deluxe Black King Suite @ Frederick William House

MORGAN HOTEL ~ Standard King w/ Private Bathroom

Glendale Petite @ Frederick William House

Three bedrooms for travel group/excellent location

Astilbe Room @ Beach Plum Inn

Sunny-Side Room at the Tivoli Inn
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,245 GYD | G$50,637 GYD | G$50,637 GYD | G$47,707 GYD | G$63,610 GYD | G$81,604 GYD | G$93,113 GYD | G$107,132 GYD | G$70,724 GYD | G$53,984 GYD | G$47,080 GYD | G$37,873 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about boutique hotels in Oak Bluffs

Total vacation rentals
Explore 20 vacation rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs vacation rentals start at G$37,664 GYD per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Wi-Fi availability
20 of Oak Bluffs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Bluffs rentals

4.8 Average rating
Oak Bluffs stays are highly rated by guests—averaging 4.8 out of 5!
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