Hotel holiday rentals in Oak Bluffs

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.

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.

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.

Four 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 guest rooms have a shared separate entrance off the parking area. You have access to your room and the grounds at this pricing. This guestroom with a queen and a single bed offers cathedral ceilings with a ceiling fan, A/C, heat, private bathroom with shower. Beach towels and chairs are available to sign out.

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 another guest 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.

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.

Cozy Room by Beach | 2 Beds + Deck Access

Stay steps from the ocean in this inviting hotel room with 2 double beds, a handy kitchenette, and access to a shared deck with partial ocean views. Enjoy peaceful courtyard vibes with coastal charm. Ideal for couples, families, or solo travelers, this multi-unit space offers comfort and a prime beachside location close to shops, dining, and local attractions. Perfect for those looking to unwind by the sea.

Fully reno’d, overlooking the blue harbor

Our intimately sized Queen rooms feature a plush queen bed, private bath with compact shower, 43" LED Smart TV, and Tivoli Bluetooth radio. Other features of this very affordable room include individually controlled AC and heat and free wireless Internet access. Please note: rollaway beds may be available at an additional cost, please contact the hotel directly to inquire about reserving one.

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.