
Holiday houses in Woods Hole
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Top-rated holiday rentals in Woods Hole
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

True Cape Cottage! 10 minutes away from beach.
Enjoy a stylish experience at this centrally-located place. This property is located at the heart of East Falmouth in a peaceful neighborhood, which is minutes away from several beaches, Island Queen ferry to Martha’s Vineyard, restaurants, shops, walking/bike trails, Cape Cod Winery and Falmouth Country Club. You will enjoy all our amenities, such as central air and heating, stackable washer and dryer, a newly built deck with patio seating, grill and a fire pit. There is also an outdoor shower.

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

Storybook Cottage, Shining Sea Bikeway, Dogs okay!
*NEW* listing by Superhost 4.99/105 reviews on other listing :) This cozy, secluded cottage is perfect for couples or small families looking to unwind, bike scenic trails, and enjoy all The Cape has to offer. • 3min walk to Shining Sea Bikeway • Near beaches & easy ferry to Martha's Vineyard • Peaceful, private setting surrounded by nature • Dog friendly A bright, thoughtfully designed space with a fully equipped kitchen, comfortable living area, and everything you need for a relaxing stay.

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.

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.

Falmouth/Woods Hole Carriage House Roost
Welcome to our Cozy Carriage House Apartment located only a few 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

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

Martha’s Vineyard Cottage - A Glamping Experience!
This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

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.

Saltwind Cottage | Beach Walk • Cozy Fireplace
Escape to this cozy Cape Cod cottage—just 6 mins to Menauhant, 8 to Surf Drive, and 14 to Old Silver Beach. Adorably decorated in coastal style, it features 2 TVs, a gas fireplace, outdoor shower, BBQ grill, and an outdoor fireplace with a TV for magical movie nights under the stars. Relax by scenic Green Pond, stroll to Main Street shops and restaurants, and savor fresh seafood, homemade ice cream, salty air, and sunset skies in this charming seaside town.
Popular amenities for Woods Hole holiday rentals
Other great holiday rentals in Woods Hole

Quissett Cottage - Walk to The Knob/private beach!

Charming Cape Home Near Ferries & Rail Trail

Woods Hole Retreat | Private Suite + Loft

Waterside Guest House

3 Min Walk to Beach & Bikeway Woods Hole Cape Cod

Private Ocean Overlook! Serene Cape Cod Escape

Cape Cod Getaway

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 patio Woods Hole
- Rentals with a fireplace Woods Hole
- Rentals with a washing machine and dryer Woods Hole
- House rentals Woods Hole
- Cottage rentals Woods Hole
- Pet-friendly rentals Woods Hole
- Family-friendly rentals Woods Hole
- Rentals with outdoor seating Woods Hole
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