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.

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*

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.

Maritime vibe with knotty pine & iron-frame beds

The Coonamessett offers two (2) comfortable 1st-floor King junior suites that are both ADA accessible. One large space features a plush king bed and a lounge/sitting area with a sofa and dining table as well as a private bath with a walk-in shower. These 475-510 square foot rooms also include a 43" Smart TV, Bluetooth radio, mini-fridge, individually-controlled AC and heat (window AC units used in the warmer months), and free wireless internet access.

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.

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.

Near Falmouth Beaches + Pool. Dining. Bar.

Escape to Cape Cod at Iris Hotel Cape Cod—just minutes from beaches, bike trails, and ferries to Martha’s Vineyard. Unwind in the indoor pool, hit the gym, or grab dinner at the on-site restaurant. You’re close to downtown shops, waterfront walks, and the Shining Sea Bikeway. With free Wi-Fi, parking, and all the essentials, this laid-back coastal stay is perfect for beach days, lobster rolls, and easy Cape vibes.

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.