Boutique hotel holiday rentals in Dukes County

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Top-rated boutique hotel rentals in Dukes County

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness and more.

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Superhost
A spacious room features a modern bed with a white quilt and decorative pillows. A small desk with two chairs is positioned against the wall, accompanied by a refrigerator and air conditioning unit. Nautical-themed decor and a round mirror enhance the ambiance.
Hotel room in Tisbury
4.6 out of 5 average rating, 91 reviews

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!

Guest favourite
The charming Victorian Gingerbread house features intricate architectural details, including decorative trim and a wrap-around porch adorned with flowering plants. Large windows invite natural light, and the sloping roofline adds character to the residence.
Hotel room in Oak Bluffs
4.94 out of 5 average rating, 17 reviews

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.

Superhost
A sandy beach area is depicted, featuring lounge chairs positioned near the water's edge. Boats are docked at a nearby marina, and calm waters reflect a clear blue sky. The scene is framed by a wooden deck, enhancing the beachside atmosphere.
Hotel room in Tisbury
4.56 out of 5 average rating, 45 reviews

Vineyard Harbor - Unit 238

Beach View Kitchen Room – Sleeps 2 | Elevated Coastal Hideaway with Kitchenette, Queen Bed, Private Bath & Access to Private Beach Located on the second floor at the Vineyard Harbor Motel. Enjoy sweeping views of the beach from your window or unwind on the shared deck just outside. With direct access to our private beach, you’re only steps away from the sand and sea. Comfortable, scenic, and well-appointed, this room offers the perfect blend of island charm and modern convenience.

Superhost
A charming Victorian house featuring intricate woodwork and a wrap-around porch adorned with floral elements. Large windows allow natural light to flood the interior. The second floor includes a balcony with decorative railing, enhancing the building's character. Lush greenery surrounds the property.
Hotel room in Oak Bluffs
4.89 out of 5 average rating, 44 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.

Superhost
The room features a spacious bed adorned with a decorative throw, accentuated by a vibrant yellow pillow. Two wooden chairs are positioned next to a side table, with a lamp and a small vase of flowers adding charm. Natural light filters through sheer curtains.
Hotel room in Woods Hole
4.68 out of 5 average rating, 118 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*

A spacious lobby area features a cozy seating arrangement with a light-colored sofa and patterned chairs. A large coffee table is centered on a soft area rug, surrounded by warm wooden beams and greenery. Natural light floods the space through expansive glass doors.
Hotel room in Edgartown
4.77 out of 5 average rating, 106 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 favourite
A charming multi-story building displays intricate architectural details, including decorative trim and multiple balconies. A wrap-around porch is visible, with seating areas for guests to relax. Lush landscaping surrounds the property, creating an inviting atmosphere near the harbor.
Hotel room in Oak Bluffs
4.96 out of 5 average rating, 79 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
A comfortable sleeping area features a spacious bed with smooth linens. Beside the bed, a small wooden table with two stools is visible. The wall is adorned with a sign reading 'Vineyard Haven', adding a local touch to the decor.
Hotel room in Tisbury

Vineyard Harbor Motel - Unit 227

This cozy second-floor studio features a queen bed, mini-fridge, microwave, and dining table with stools. Enjoy coffee with a standard maker or Keurig in the lobby (K-Cups/tea provided). A Roku TV lets you log into your own streaming accounts. Step onto the deck for courtyard/beach views, or relax on your unit's bench. Walk to the private beach with toys, chairs, and umbrellas. Extra towels available upon request.

Guest favourite
The exterior of a Victorian-style house is depicted, showcasing intricate woodwork and a wraparound porch. A flower-filled balcony adorns the front, complemented by well-maintained greenery around the property. The home features multiple gable roofs and a blend of wood siding and shingles.
Hotel room in Oak Bluffs
4.9 out of 5 average rating, 51 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.

Superhost
A view of the harbor features several yachts docked along a wooden pier. Colorful flowers in a planter are positioned in the foreground. The sky is overcast, creating a calm ambiance over the water.
Hotel room in Tisbury
4.77 out of 5 average rating, 99 reviews

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.

Superhost
A view from inside the condo showcases a round wooden table with white chairs. Through the large windows, a sandy beach is visible, adorned with blue beach chairs and boats anchored in the calm water under a clear sky.
Hotel room in Tisbury
4.76 out of 5 average rating, 58 reviews

Vineyard Harbor - Unit 108

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.

Superhost
A bright room features a queen bed covered with a light quilt, accompanied by a twin daybed. A small wooden table and chair provide a workspace. Wall art and framed pictures decorate the space, with a window allowing natural light and an air conditioning unit for comfort.
Hotel room in Tisbury
4.76 out of 5 average rating, 67 reviews

Vineyard Harbor - Unit 223

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.

Popular amenities for boutique hotel rentals in Dukes County