Hotel holiday rentals in Oak Bluffs

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.

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.

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.

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.

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.

Studio apartment across street from Ocean beach.

JUST REDUCED. Beachside is on the ocean. This is my time share that I cannot use this year. The dates are Oct. 10 to Oct. 17. THIS is a great location, just a few minute drive to Woods Hole, and the ferry to Martha's Vineyard. It is a studio apartment with all the amenities. MINIMUM 2 NIGHTS. / NIGHT

Inn on the Square - Two Queen Guest Room

This beautifully furnished guest room features two queen size beds. Amenities include new luxurious bedding package with high thread count linens, feather bed with duvet and premium pillows. Bathrooms have hairdryers, granite vanity and distinctive bath amenities.