Vacation rentals in Woods Hole

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Quick stats about vacation rentals in Woods Hole

  • Total vacation rentals

    Explore 70 vacation rentals in Woods Hole

  • Nightly prices starting at

    Woods Hole vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Woods Hole vacation 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!

Top-rated vacation rentals in Woods Hole

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Home in Woods Hole
5 out of 5 average rating, 79 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.

Top guest favorite
A spacious deck offers a scenic view of Mill Pond, framed by lush greenery and bright clouds. A sunlit seating area is positioned on the deck, inviting relaxation while enjoying the tranquil surroundings. The expansive water reflects the light, enhancing the calming atmosphere.
Home in Woods Hole
4.97 out of 5 average rating, 105 reviews

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).

Top guest favorite
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
4.89 out of 5 average rating, 199 reviews

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.

Top guest favorite
Home in East Falmouth
5 out of 5 average rating, 13 reviews

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.

Top guest favorite
A sandy beach stretches along the shoreline, meeting the calm blue waters. People are seen enjoying the sun and swimming. Beach umbrellas and some distant structures are visible under a clear sky with a few clouds.
Guest suite in Falmouth
5 out of 5 average rating, 108 reviews

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

Guest favorite
A bright living area features a cozy sofa adorned with decorative pillows, positioned on a contemporary area rug. Skylights allow natural light to illuminate the space. A coffee table sits in front of the sofa, with an adjoining kitchenette visible in the background.
Apartment in Falmouth
4.88 out of 5 average rating, 57 reviews

Clinton Ave Retreat - Peaceful & Perfect Location

A short walk to Falmouth Harbor, the Island Queen, Surf Drive Beach, and Main Street, makes this a perfect location for a holiday retreat! You will enjoy the intimacy of your own space, with a private entrance leading to a one-bedroom, one-bathroom apartment, with a kitchen, dining area, and living room, along with a deck overlooking a beautiful yard. There is parking available for one vehicle. Bicycles and/or mopeds can be rented from Cape Wheels and delivered to your door!

Top guest favorite
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.
Home in Woods Hole
4.93 out of 5 average rating, 128 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.

Top guest favorite
The exterior of a spacious cottage is displayed, framed by vibrant green lawns and seasonal flowers. A stone pathway leads up to the entrance, with pumpkins placed decoratively in the garden area. The clear blue sky enhances the overall inviting presence of the home.
Guesthouse in Woods Hole
5 out of 5 average rating, 65 reviews

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

Top guest favorite
A coastal-themed painting is displayed near a bright blue door. The artwork features sandy shores and gentle waves, complemented by tall grasses, conveying a serene beach scene.
Apartment in Falmouth
4.95 out of 5 average rating, 187 reviews

Your Private Garden

**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

Guest favorite
Guesthouse in Woods Hole
4.9 out of 5 average rating, 10 reviews

Woods Hole Backyard Guest House Full of charm!

Woods Hole Guest House! Special studio apartment peacefully tucked away, moments from the beach and all Woods Hole has to offer. You get the best of both worlds: a private backyard cottage for peace and quiet, and easy walking access to town, restaurants, and the Martha's Vineyard ferry. Great for a vacation getaway, to Cape Cod or a work trip to WHOI/MBL. For larger parties, rent along with the main house: airbnb.com/h/woodsholedreamhouse

Superhost
Home in Woods Hole
4.8 out of 5 average rating, 10 reviews

Walk to Beach Rustic Cottage

Tucked away in a charming neighborhood but just minutes from downtown Woods Hole, this funky rustic 4-bedroom cottage is full of charm and character. Perfect for nature lovers, artists, and families, it offers cozy vibes, vintage flair, and peaceful wooded surroundings. Enjoy nearby beaches, bike paths, shops, and the Martha Vineyard ferry—then come home to unwind on the deck under the stars. A true hidden gem for your Cape Cod escape!

Guest favorite
The inviting living area features a white couch adorned with accent pillows, complemented by a striped ottoman. A cozy armchair is positioned nearby, and a piece of artwork hangs on the wall. Natural light filters through the window with wooden shutters.
Apartment in Tisbury
4.88 out of 5 average rating, 168 reviews

Martha's Vineyard Pied-á-terre #2 Vineyard Haven

Martha's Vineyard Pied-á-terre # 2 Vineyard Haven is but a short stroll from the ferry. Found in the heart of Vineyard Haven, this beautiful apartment is in the center of our village and it's mix of restaurants, shops, galleries and theaters. A seamless blend of comfort and convenience! If your dates are not available you can check our neighboring property Martha's Vineyard Pied-á-terre #1 Tisbury

Popular amenities for Woods Hole, Falmouth vacation rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Barnstable County
  5. Falmouth
  6. Woods Hole