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.

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Top Guest favourite
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 favourite
Home in Falmouth
4.95 out of 5 average rating, 20 reviews

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.

Top Guest favourite
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 favourite
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.

Superhost
A sunlit living area features wood-paneled walls and large windows, providing views of greenery outside. Two armchairs and a sofa in light upholstery are arranged around a glass coffee table, creating an inviting space for relaxation and conversation.
Home in Woods Hole
4.86 out of 5 average rating, 22 reviews

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.

Top Guest favourite
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

Top Guest favourite
The Cape Cod-style home presents a light grey exterior with white trim and a welcoming front porch featuring two rocking chairs. A large American flag is displayed, and a neatly landscaped yard is visible, complemented by a paved driveway leading to an attached garage.
Home in Falmouth
5 out of 5 average rating, 46 reviews

Perfectly Located Cape Retreat

Escape to the coastal allure of Falmouth with a stay at our newly constructed Cape Cod-style home. Professionally designed and styled with coastal influences, this spacious 3-bedroom, 2.5-bathroom retreat offers the perfect blend of comfort and style. Centrally located just 2/3 miles from Falmouth Heights Beach, .6 miles from The Island Queen and Falmouth Harbor, and only 1 mile from historic Falmouth Village, you'll have easy access to all the best that Falmouth has to offer.

Top Guest favourite
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 favourite
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

Guest favourite
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

Guest favourite
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

Superhost
Home in Falmouth
5 out of 5 average rating, 3 reviews

*NEW! Water Views | Falmouth Heights Beach

Welcome to your serene coastal escape! Forget the stress of long commutes to the shore; this beautifully updated and thoughtfully designed home is the perfect sanctuary for families or friends seeking a mix of relaxation and classic Cape Cod adventure. Tucked away in a quiet, friendly neighborhood, you are perfectly positioned to enjoy the best of Falmouth’s beaches and its vibrant downtown.

Popular amenities for Woods Hole holiday rentals

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 $71 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!

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