Hotel accommodation & holiday rentals in Oak Bluffs

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Top-rated hotels in Oak Bluffs

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Superhost

Hotel room in Falmouth

4.86 out of 5 average rating, 43 reviews

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.

Guest favourite

Hotel room in Woods Hole

4.88 out of 5 average rating, 26 reviews

Three Fish @ Woods Hole Passage

This is a guest room in the Woods Hole Passage Inn being offered with NO breakfast and NO daily housekeeping at a discounted rate. The 4 guest rooms have a separate, shared entrance off the parking area . You have access to your room and the grounds at this pricing. This queen guestroom offers cathedral ceilings with a ceiling fan, A/C and heat, a private bathroom with shower and a seating area with an arm chair and side table. Beach towels and chairs are available to sign out.

Hotel room in Woods Hole

4.69 out of 5 average rating, 98 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*

Hotel room in Sandwich

4.59 out of 5 average rating, 494 reviews

Boutique 1950s Cape Cod motel

We are a small 1950s motel in a tranquil setting. You drive up to your room. We offer breakfast, housekeeping, and have guest laundry and vending and ice. Every room has a frig, microwave, coffee and tea service, and bath amenities. We offer suites with kitchenettes but these you book directly with us. You have to be 21 to rent a room, we are no pet-friendly, and 100% non-smoking. There are places to smoke. Office is open 6am-10pm. You can check-in after, just let us know.

Hotel room in Edgartown

4.77 out of 5 average rating, 57 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

Hotel room in Tisbury

5 out of 5 average rating, 22 reviews

Luxurious & Comfortable Queen Room in B&B

Charles & Charles B&B offers this wonderful room CHILMARK, which is close to the beach and restaurants and dining. We offer luxurious 100% cotton linens and delicious breakfasts served poolside and daily Maid service You will also enjoy using our free bicycles, beach chairs and beach towels. All guests must be 12 years or older. For special weekly winter rates, please contact us.

Private room in West Yarmouth

4.5 out of 5 average rating, 4 reviews

Resort Vacationing in Cape Cod

Everything you need for a fun-filled vacation! Enjoy fashionable shops, gourmet dining, theaters, nightlife, and family attractions. Minutes from Cape Cod's famous beaches and villages - Provincetown, Hyannis, Falmouth, Chatham where you can walk through history. Swim, fish, sail or simply relax in the sun on some of the world's most beautiful beaches.

Hotel room in Tisbury

4.74 out of 5 average rating, 84 reviews

Vineyard Harbor - Harbor View Unit 237

Vineyard Harbor 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 is the perfect location from which to explore Martha’s Vineyard.

Superhost

Hotel room in Hyannis Port

4.79 out of 5 average rating, 78 reviews

#8 Queen private bath. No daily maid service

Private rooms, private bath, wifi, continental breakfast daily at Salt Winds. Walk to beach and town and enjoy all Hyannis has to offer. Island ferry one mile to both Islands, 1 hour drive to PTOWN. Parking, pool no glass in pool area, beach towels and chairs available. Other rooms available sorry no pets allowed