Vacation rentals in Woods Hole

A modern house with a unique architectural design is situated on a sloped lot. Large windows reflect the sunlight, while the driveway leads to the entrance. Surrounding greenery includes low maintenance landscaping and strategic plantings. A rooftop area can be seen atop the structure.

5.0 out of 5 average rating, 81 reviews

Modern Marvel in Woods Hole - Walk to town & ferry

Beautiful modern masterpiece down a quiet street with quick access to Woods Hole, Shining Sea Bikeway, and the Vineyard ferry. This architecturally significant house was designed by the renowned postmodern architect Charles Moore and built in 1969. An addition providing ample entertaining space - including a dining room, den, loft, and roof deck - was completed in 2021, along with top to bottom refinishing of all rooms. This house has mid-century charm in spades with all the modern conveniences.

5.0 out of 5 average rating, 9 reviews

Woods Hole Dream House

Come see what makes Woods Hole so special! Our dream house is the best of both worlds: tucked away on a quiet street for peace and quiet but also a short walk to the beach and everything the town of Woods Hole has to offer: Stoney beach, restaurants, and the Martha's Vineyard ferry. 3 bedrooms 2 baths in the main house, and for larger parties we recommend renting the main house along with the guest house that can be rented separately (pending availability) here: airbnb.com/h/woodsholeguesthouse

4.9 out of 5 average rating, 212 reviews

A quaint cottage exterior is surrounded by lush greenery and vibrant flower beds. The building features a shingled façade, a prominent chimney, and multiple windows, providing a welcoming appearance. A pathway leads to the front door, framed by colorful plants, enhancing the inviting ambiance.

Guesthouse in Woods Hole

Quaint Cape Cod Cottage

Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

4.89 out of 5 average rating, 93 reviews

A serene waterfront view captures charming homes lining Eel Pond, reflecting elegantly on the calm water. Trees are visible in the background, and a few boats are docked nearby, creating a tranquil scene that highlights the natural beauty of the surroundings.

Apartment in Woods Hole

On Eel Pond: Woods Hole Waterfront Retreat

Enjoy a different pace of life in the village of Woods Hole. Situated on Eel Pond, this charming 3rd floor apartment overlooks the pond, with Water Street and Vineyard Sound beyond. You can walk to everything, or just relax in the Adirondack chairs along the seawall. You are a short walk from the ferry to Martha's Vineyard, the Shining Sea Bikeway, and only 1/3 mile to Stoney Beach. A perfect opportunity for relaxation and activity, along with excellent dining options and fresh ocean breezes.

4.95 out of 5 average rating, 78 reviews

An open floor plan is depicted, featuring a light-filled living area with a beige sofa and a natural wood coffee table. The kitchen shows a large island with bar stools and sleek appliances, while a dining table is positioned beside sliding doors leading to the outdoors.

Home in Falmouth

Renovated house close to everything

Renovated in 2022! This home is in a central location off of Maravista on a quiet street. Close to everything Falmouth has to offer! Grocery stores (.5 mile), beach (1.5 miles), Great Pond walking path (.5 mile), downtown Falmouth (1.5 miles) and Island Queen ferry to Martha's Vineyard (1.4 miles). Please note: - Home is professionally cleaned between guests and treated by Terminix, though the occasional bug can still appear. - A car is recommended on Cape Cod. - There are window AC units.

4.86 out of 5 average rating, 108 reviews

An outdoor seating area features two wooden chairs arranged on a patterned rug. Vibrant orange flowers bloom nearby, and a selection of potted plants adds greenery. A private entrance to the guest house is visible, along with gravel and grass areas creating a welcoming atmosphere.

Guesthouse in Falmouth

Spacious Guest House in Falmouth Village

This spacious studio guest house is tucked away behind a historic sea captain's house. It has a cathedral ceiling, a private entrance, outdoor seating, central AC, eat-in kitchen, wifi, and premium cable television. A great spot for a vacation, this is a place to relax, to walk to the Village with all its restaurants and cafes, walk or bike to the beach (Surf Drive Beach is the closest), and to beautiful nature areas. Outside areas may occasionally be shared with other guests.

A spacious deck features two wooden Adirondack chairs facing a serene waterfront view of Vineyard Sound. Lush greenery surrounds the area, and the calm water reflects the soft hues of the sky, creating a peaceful outdoor setting.

4.93 out of 5 average rating, 131 reviews

Juniper Point Cottage With Ocean View

Charming Cape Cod cottage on a quiet semi-private road with beautiful views of Vineyard Sound. This inviting coastal retreat features 3 bedrooms, 2 private en-suite baths, 1 semi-private en-suite bath, a fully equipped kitchen, gas fireplace, cable TV, WiFi, and air conditioning. Relax on the second-floor deck with water views or enjoy outdoor dining on the patio with the BBQ grill. Conveniently located near the Martha’s Vineyard ferry, bus station, beaches, shops, and town.

5.0 out of 5 average rating, 172 reviews

A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.

Home in Falmouth

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Guest suite in West Falmouth

A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

5.0 out of 5 average rating, 244 reviews

The exterior of a historic home built in 1850 features a shingled facade with a blue front door. The structure is framed by leafy trees and manicured shrubs, highlighting its inviting entrance. A circular driveway leads to the stone steps that provide access to the home.

4.94 out of 5 average rating, 35 reviews

In the heart of Woods Hole!

A historic home built in 1850 provides a true Cape Cod experience. The home is located in the heart of downtown Woods Hole. You can walk to Pie in the Sky, the Landfall, and all the other shops and restaurants. The home is a five minute walk to the ferry from Falmouth to Martha's Vineyard. Great for a day trip to the island! Less than a mile from Stoney Beach and Nobska Beach.

4.94 out of 5 average rating, 232 reviews

A bright living area features wooden beams across the ceiling and light walls. A comfortable couch with decorative pillows faces a coffee table stacked with magazines. Two lamps provide ambient lighting, while sunlight enters through multiple windows, creating a welcoming environment.

Cottage in East Falmouth

“Cozy Cottage” on Great Bay

Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.