House holiday rentals in Woods Hole

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.

Woods Hole Village Waterfront: -25% Jul 10-17!

Our home is within easy walking distance to Stony Beach (2 mins; 0.1 mile), Woods Hole Park and Playground (3 mins), Woods Hole Science Aquarium (3 mins), Town Center, Martha's Vineyard Ferry, and the Shining Sea Bikeway (7 mins). You’ll love our home because it is newly-renovated, with spectacular views of Mill Pond, and given its tranquil, yet very central location, including a unique ambiance and diversity of locals. Our home is ideal for couples, business travelers and families (with kids).

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

Fiddler's Green - families and pets welcomed!

Get ready to put your feet in the sand, then return to our outdoor shower, spacious deck & hammock to lounge your evening away! Enjoy our fire pit and grill. Walk 1 mi to Town Dog Park or Cape Cod Winery. Make Fiddler's Green your home base for Falmouth's dozen public beaches (three of which are less than 3 mi away), and Falmouth's quintessential town green (2.5 mi away), stores, churches, library, and epic local spots for food & beverages - Liam's Irish Pub, Añejo Mexican Bistro, etc.!

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.

The Driftwood Home, 5 min from Mashpee Commons, AC

- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

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.

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Comfortable Cape House In E. Falmouth

Recently updated cape home perfect for families or remote workers. Clean, calming styling with lots of small conveniences throughout the house. Perfect for working remotely. Newly fenced in back yard perfect for dogs! Designed for comfort and relaxation! Central Air; Easy Checkout! New kitchen counters and floors! I care about my house and I address all issues based on feedback from guests :)

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.

Absolutely Adorable 4 Bedroom Ranch

Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.

Open concept house near downtown Falmouth

This is a modern, spacious, open concept two story house within walking distance of both Falmouth center and Rt.28 stores. It is situated on a quiet cul de sac adjoining Morse Pond. This is a great place from which to explore Falmouth Center, Falmouth's Shining Sea Bikeway, Woods Hole, area beaches or take day trips to Martha's Vineyard.