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 bright dining area features large windows that allow natural light to fill the space. A round wooden table is surrounded by elegant chairs. A cozy seating nook is positioned along the steps, decorated with cushions in calming hues.
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
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: 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).

Superhost
Home in Woods Hole
5 out of 5 average rating, 3 reviews

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

Guest favourite
Adirondack chairs are positioned on a grassy area overlooking Eel Pond. The view features boats on the water, surrounded by the shoreline and buildings in the distance. A bright sky with few clouds enhances the serene setting.
Apartment in Woods Hole
4.89 out of 5 average rating, 92 reviews

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.

Top Guest favourite
A well-equipped kitchen features wooden cabinetry and black countertops, with modern appliances including a microwave and coffee maker. Natural light flows through the glass doors, leading to an outdoor patio with dining areas, enhancing the spacious feel of the room.
Cottage in Woods Hole
4.97 out of 5 average rating, 104 reviews

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.

Top Guest favourite
A custom-designed home inspired by New England lighthouses is showcased. The exterior features a bright white facade with red roofs and multiple gables. A spacious front porch is observed, with steps leading to the entrance, and lush greenery surrounds the property.
Home in Woods Hole
5 out of 5 average rating, 57 reviews

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!

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, 107 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 favourite
Guesthouse in Falmouth
4.85 out of 5 average rating, 103 reviews

Spacious Guest House in Falmouth Village

This spacious studio guest house is tucked away behind a historic sea captain's house. It has a cathedral ceiling, a private entrance, outdoor seating, central AC, eat-in kitchen, wifi, and premium cable television. A great spot for a vacation, this is a place to relax, to walk to the Village with all its restaurants and cafes, walk or bike to the beach (Surf Drive Beach is the closest), and to beautiful nature areas. Outside areas may occasionally be shared with other guests.

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
A well-maintained saltwater pool is surrounded by manicured lawns and natural landscaping. The pool area includes comfortable seating with lounge chairs and umbrellas positioned under clear skies. A spa area is integrated into the design, with stone pathways leading around the space.
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
Home in Woods Hole
4.89 out of 5 average rating, 9 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!

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 $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!

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