
Holiday houses in Woods Hole
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Top-rated holiday rentals in Woods Hole
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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: Last Summer Weeks!
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

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.

Cape Cod Cottage Getaway!
Classic Cape Cod cottage perfect for a last minute getaway. Incredible 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.

Elisa's Cottage - Your Family Vacation Destination
Inspired by the lighthouses of New England, this custom designed home is a perfect relaxing getaway for a family or small group of friends. Newly renovated, this home is nestled in tranquil Woods Hole on a secluded one acre lot and conveniently located with easy access to all parts of Falmouth including beaches, restaurants, attractions and island ferry service. Walk to serene Quissett Harbor for beautiful ocean views and spectacular sunsets. Grill, lawn bocci, croquet and cocktails await!

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.

Fisherman’s Cove Retreat | Cape Cod Vacation
Enjoy easygoing Cape Cod living at this 3-bed, 2-bath home just two miles from the beach and a short walk to Smitty’s Ice Cream. Inside, you’ll find a cozy living room with fireplace, a well-equipped kitchen, and comfortable bedrooms for relaxing after a day by the sea. Unwind around the gas firepit or watch the kids play on the swingset. Dog-friendly and conveniently located near beaches, shops, and restaurants, Fisherman’s Cove Retreat is a relaxing home base for your Cape Cod stay.

Location Location Location! Beach, Bike, Ferry
STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

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

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!
Popular amenities for Woods Hole holiday rentals
Other great holiday rentals in Woods Hole

Storybook Cottage, Shining Sea Bikeway, Dogs okay!

Cozy Falmouth Beach House

Songbird Cottage

Saltwind Cottage | Beach Walk • Cozy Fireplace

3 Min Walk to Beach & Bikeway Woods Hole Cape Cod

Renovated One Bedroom Falmouth

In the heart of Woods Hole!

Spacious apartment in Woods Hole village
Quick stats about holiday rentals in Woods Hole

Total holiday rentals
Explore 70 holiday rentals in Woods Hole

Nightly prices starting at
Woods Hole holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Woods Hole holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Woods Hole rentals

4.8 Average rating
Woods Hole stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with beach access Woods Hole
- Rentals with a fireplace Woods Hole
- Family-friendly rentals Woods Hole
- Cottage rentals Woods Hole
- Rentals with outdoor seating Woods Hole
- Rentals with a washing machine and dryer Woods Hole
- House rentals Woods Hole
- Rentals with a patio Woods Hole
- Pet-friendly rentals Woods Hole
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