Hotel vacation rentals in Oak Bluffs

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Top-rated hotel rentals in Oak Bluffs

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Hotel room in Edgartown

5 out of 5 average rating, 3 reviews

Outdoor fire pit with modern wicker seating

The three (3) King Deluxe rooms at our boutique Edgartown hotel can accommodate two total guests each. Varying from 245-280 square feet each, one is located on the second floor adjacent to The Richard and King Suites (great for groups traveling together). Each room offers a plush king bed, and each its own unique style and function. All of these rooms also offer a 43" LED Smart TV, a safe, blackout shades, and USB outlets, in addition to individually-controlled AC and free wireless internet.

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*

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Private room in Oak Bluffs

4.88 out of 5 average rating, 17 reviews

Lovely King-sized guest room in beautiful home

Bright well-appointed corner room on 2nd floor with king bed, dresser, 4 windows, closet, desk, AC window or fan. Full bathroom across the hall which may be shared with a week day pilot who uses a pilot lounge on same floor. Farmhouse on private dirt road in wildlife preserve close and beautiful meadow wetlands, creek, pond, close to the beach and within 25 minute walking distance to Oak Bluffs in Harthaven. 7 minutes to 13 bus line to both Edgartown and Oak Bluffs.

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Resort in Falmouth

Captain's Quarters, Cape Cod

AVAILABLE JULY 11-18, 2025 Captain's Quarters in Falmouth Heights, is one of the few resorts to have the Ocean across the street. From the balcony you can enjoy the sunset, relax in the Jacuzzi, or enjoy the night life that is within walking distance. The Martha's Vineyard ferry is about 1/2 mile from the resort. Shopping, restaurants, and movie theater are close by. This unit is on the second floor and has two bedrooms, 2 baths. Kitchenette and living room.

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Hotel room in Edgartown

4.78 out of 5 average rating, 91 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.

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Hotel room in Oak Bluffs

4.96 out of 5 average rating, 75 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.

Hotel room in Falmouth

4.58 out of 5 average rating, 38 reviews

One Bedroom Two Queens Room

Welcome to Holiday Inn Cape Cod-Falmouth The Holiday Inn Cape Cod-Falmouth hotel is located in the charming, historic New England town of Falmouth, Massachusetts. Our full service hotel accommodations are perfect for families, business travelers, and groups of all sizes Travelers heading to Cape Cod love our close proximity to the Martha’s Vineyard ferries, downtown Falmouth MA, unique shopping, restaurants, and beaches.

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Hotel room in Falmouth

4.92 out of 5 average rating, 71 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.

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Hotel room in Oak Bluffs

4.89 out of 5 average rating, 45 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.

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Hotel room in Falmouth

Maritime vibe with knotty pine & iron-frame beds

- Modern, slightly boho coastal style, with maritime-inspired touches, like ticking fabric, knotty pine, iron-frame beds and whitewashed pickled floors. - Outdoor deck for leisurely afternoons. Help yourself to bags, chairs and towels if you’re beach-bound. - The newly reimagined Eli’s Tavern is still the local stalwart it’s been for decades, dishing up a creative spin on New England classics.

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Hotel room in Edgartown

Unique décor & furnishings in every room

Room 3 is an intimate king room located in a cozy corner on the 2nd floor of The Coco. This 125 square foot space offers high ceilings, hardwood floors, 40" flat screen TV, plush bathrobes, Lather bath products, and a private bathroom with a shower. Other elements include Japanese-inspired coastal wallpaper, a scalloped bed frame, fringe chandelier, walnut armoire, and a comfy reading chair.

Hotel room in Oak Bluffs

5 out of 5 average rating, 6 reviews

Fully reno’d, overlooking the blue harbor

- Summer vacay: all about a nod to the past. Live up nostalgia dreams in this grown-up version of summer break, all year round. - An inn hosting guests for more than a century, recently restored and renovated to its retro glory. - Old-timey movies, ping pong, even Twister in the game room; we also love the porches with pretty panoramic harbor views.