
Boutique hotels in Oak Bluffs
Find and book unique boutique hotels on Airbnb
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 $230 per night before taxes and fees

Verified guest reviews
Over 950 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!
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.
ValueFamilyNearby

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!
LocationValueDecor

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.
LocationFamilySleep quality

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.
ValueLocationIndoor spaces

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*
LocationFamilyLong stay

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.
LocationValueHeating

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.
LocationFamilyHospitality

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.
ValueLocationComfort

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
LocationIndoor spacesPool

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.
FamilyLocationNearby

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.
LocationAir conditioningAccuracy

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.
LocationValueBathroom
Popular amenities for Oak Bluffs boutique hotels
Family-friendly boutique hotels

Vineyard Harbor - Unit 234
LocationValueBeach

Vineyard Harbor - Harbor View Unit 224
FamilyValueAmenities

Vineyard Harbor - Unit 223
ValueLocationCondition

Vineyard Harbor - Unit 238
LocationValueCondition

Vineyard Harbor Motel - Unit 227
ValueIndoor spaces

Vineyard Harbor - Unit 108
FamilyValueView
Boutique hotels with a patio

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King
LocationValueOutdoor spaces

THE FRANKLIN HOTEL ~NEW Pet Friendly Luxury King
CleanlinessBathroomAccess

MORGAN HOTEL ~ Ocean view King Room w/ Verandah
LocationFamilyCleanliness

MORGAN HOTEL ~ Standard Queen Room ADA w/ Bathroom
LocationNearbyCheckout

MORGAN HOTEL ~ Standard King w/ Private Bathroom
ValueLocationWalkability
Other boutique hotel vacation rentals

Balcony Room at the Tivoli Inn
ValueLocationKitchen

Luxury SeaSide King Suite, Frederick William House
ValueFamilyTV

Treehouse Lodge, Canopy style rooms
LocationValueSleep quality

MORGAN HOTEL ~ Standard Queen w/ wet bar
LocationParksCheck-in

Deluxe Black King Suite @ Frederick William House
LocationValueQuiet

Glendale Petite @ Frederick William House
FamilyValueKitchen

Three bedrooms for travel group/excellent location
LocationFamilyCondition

Astilbe Room @ Beach Plum Inn
FamilyLocationIndoor spaces
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 | $242 | $242 | $266 | $317 | $447 | $445 | $512 | $338 | $258 | $225 | $181 |
| Avg. temp | 32°F | 32°F | 37°F | 45°F | 54°F | 63°F | 70°F | 69°F | 64°F | 55°F | 46°F | 38°F |
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