Vacation 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.

Modern Waterfront Home & Exclusive Quissett Beach

Escape to a one-of-a-kind architectural haven nestled between downtown Falmouth and Woods Hole. Cygnus House blends mid-century modern elegance with zen-inspired tranquility, perched directly on the freshwater Oyster Pond and offering exclusive Quissett Beach (ocean) access, curated interiors and panoramic views. Whether you’re savoring a moment of calm by the water, soaking in the Japanese Hinoki tub, or exploring local culture, Cygnus House is your Cape Cod sanctuary for reflection and style.

Woods Hole Paradise w/Private Beach

A Woods Hole Gem, set in a beautiful wooded area just past the village and a couple of minutes walk to your own private beach. Pass the days away with trips to the Vineyard, BBQ on the huge deck, lounging by the ocean, walking the wooded trails behind the house. Ride the "Shining Sea" Bike Path on one of our 4 free bikes to Woods Hole and take them over on the ferry to Martha's Vineyard. The kids will love playing ping pong in the game room followed by s'mores around the stone fire pit at night.

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

Cozy Cottage near Woods Hole Village

Nestled in historic Woods Hole, this 6-bedroom home sits just across from Woods Hole Golf Club, only a 7-minute walk to the ferry to Martha's Vineyard and Woods Hole village for first-class dining/shopping. Enjoy easy access to the Shining Sea Bike Path and a 7-minute drive to Falmouth Center. Its convenient location means some daytime road traffic, so please use care with small children and pets. Get ready to experience all the charm of a bed & breakfast at this quintessential Woods Hole home.

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.

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.

Mill Pond Cottage

This sunny, airy cottage is a five-minute walk to the Village and 2 minutes to the beach. The entry hall leads to a vaulted open-plan living space with fireplace and kitchen/dining area opening to a peaceful (church bells and birdsong) deck overlooking the Mill Pond. Single-floor plan includes three bedrooms and clawfoot tub with shower off the entry hall (two with queen beds (one on tatami mats)/one single) and a sofabed in the living area. An unfinished basement includes a washer/dryer.

Low Tide at Falmouth Village Cottages (26)

This bright, renovated cottage offers a comfortable, pet-friendly stay in an unbeatable Falmouth location. Just about a mile to Surf Drive Beach—an easy walk or bike ride—and a short stroll to Main Street, the harbor, and Windfall Market, plus the Thursday farmers market. Spend your days biking the nearby Shining Sea Bikeway, relaxing at the beach, or taking the ferry to Martha’s Vineyard for a day trip. A clean, modern Cape Cod base for an easy, relaxed, and car-light getaway.

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.

Falmouth/Woods Hole Charming Cottage By the Sea

Welcome to our Cottage By The Sea Rental located only minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area