Cottage holiday rentals in Woods Hole

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Top-rated cottage rentals in Woods Hole

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

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Top guest favourite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
5 out of 5 average rating, 222 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Top guest favourite
A spacious backyard is shown, featuring well-maintained green grass and a variety of trees and shrubs. The setting is surrounded by lush greenery, with a hint of colorful flora in the distance. Bright clouds are visible in the blue sky above.
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.

Guest favourite
A private stone patio is bordered by wooden fencing, featuring a modern gas grill next to a small dining table. A tranquil fountain adds a soothing element, while lush greenery surrounds the area, providing privacy and a serene atmosphere.
Cottage in Oak Bluffs
4.91 out of 5 average rating, 202 reviews

Best location!!! Beach & Town 5min walk 113R

Amazing! Walk to all Oak Bluffs has to offer. 5-10 minutes to harbor, town, beach and restaurants spectacular location! This property offers a private patio along with all the amenities. Beautiful landscaping. It is private and well appointed. 2 flat screen Televisions, wifi, appliances, tile throughout, granite counters, outdoor shower, gas grill and best of all it's all new. This 500 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Top guest favourite
A bright living space is visible, with sheer white curtains framing sliding glass doors that open to a private porch. A table with six chairs is seen under a vibrant pink umbrella, providing outdoor seating options for guests.
Cottage in East Chop
4.91 out of 5 average rating, 138 reviews

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Top guest favourite
The exterior of the cottage showcases a well-maintained yard with a manicured hedge and mulch beds. The entrance is flanked by cheerful blue shutters, and a covered seating area is visible on the right. Sunlight highlights the clean, inviting facade of the home.
Cottage in Sagamore
5 out of 5 average rating, 111 reviews

Clean Cottage, Walk to Sagamore Beach, New Kitchen

Clean updated beautiful 2 bedroom 884 sq ft cottage. A short 5 min (.3 mi) walk to beautiful Sagamore Beach. Nice new contemporary kitchen is fully equipped, including a dishwasher. Fully finished basement with extras! Forced air heat & air conditioning. WiFi & Cable tvs. Clark Park two streets over: walking track, playground, basketball & tennis courts. Short drive to Sagamore Bridge & the canal with its great walking and biking path. Enjoy morning coffee & meals on the covered patio.

Top guest favourite
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Pocasset
4.98 out of 5 average rating, 333 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Guest favourite
The charming beach cottage features a light-colored exterior with multiple windows, framed by lush greenery and well-maintained bushes. A grassy lawn leads to the entrance, with a clear path visible and surrounding trees providing a natural backdrop.
Cottage in Bourne
4.79 out of 5 average rating, 119 reviews

Adorable Gray Gables Beach Cottage

Adorable beach cottage in Gray Gables! This very charming home features a private back patio and outdoor shower. Updated kitchen and bathroom, laundry in unit. The living room features Cathedral-ceilings, a loft, and great natural light. Beautiful and lush plantings surround this warm and comfortable home - the perfect getaway! The sunroom is another great area and makes the space feel much larger. Steps to Gray Gables beach and the Mashnee Dike. Perfect for a Cape Cod family vacation!

Guest favourite
Two colorful kayaks are positioned on a concrete dock, with the calm waters of the bay extending into the distance. The sky above is clear with some soft clouds, reflecting a tranquil outdoor setting.
Cottage in Westport
4.9 out of 5 average rating, 115 reviews

Kayaks and Glimpses of Westport Bay

Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

Top guest favourite
A shaded picnic area features a wooden table surrounded by benches, sheltered by a canopy of lush green vines. The structure is supported by grey posts, and nearby flower pots add subtle color to the outdoor setting.
Cottage in Buzzards Bay
4.95 out of 5 average rating, 111 reviews

Cheerful, updated 1-bedroom cottage w/free parking

Stay at this charming one bedroom year-round cottage and watch the boats in the canal go by from the yellow retro glider! This special place is walking distance to two ice cream shoppes, three bike rental shoppes, ample restaurants, beaches, and of course, the canal. It was recently updated boasting a full kitchen with dishwasher, washer/dryer, and central AC but it still holds the 1950's New England charm. Start planning your getaway today!

Guest favourite
Large floor-to-ceiling windows frame a view of the lake, inviting natural light into the space. The open-concept living area features a comfortable seating arrangement, a dining table, and decorative elements such as floral centerpieces. Wooden beams highlight the high ceilings, enhancing the spacious feel.
Cottage in Falmouth
4.87 out of 5 average rating, 113 reviews

Spectacular Beach- front home, includes linen

High beamed ceilings with sunny, spacious open kitchen and living room with floor to ceiling windows overlooking the lake. Oversized deck perfect for enjoying the BBQ and view with compfy rocking chairs. Minutes from quaint Falmouth village and Mashpee Commons. Planning a reunion or corporate outing? The house right next door is available for rental! Check out the following listing, "Stunning 4-bedroom Private Fresh Water Beach Front".

Guest favourite
The exterior of a cozy cottage is displayed, featuring light-colored siding and a welcoming front door in soft teal. Window boxes with flowers and greenery add charm, while a grassy area surrounds the home. Trees provide shade in the background.
Cottage in Buzzards Bay
4.92 out of 5 average rating, 188 reviews

Seaglass Cottage

Welcome to your home away from home in this cozy cottage just 200 yards from the neighborhood beach. This 600 sq. foot cottage has two small bedrooms, and a common area with all the necessary amenities. Main St amenities, town park, and the Cape Cod Canal are all an easy walking distance of less than a mile. Walking trails, shopping centers, beaches, water park, historical sites and so many other adventures are a short drive away.

Top guest favourite
The cottage is adorned with warm, glowing string lights that outline the roof and windows, creating a welcoming ambiance. A lush wreath decorates the front door, while charming wood paneling and multiple windows enhance the inviting exterior.
Cottage in Vineyard Haven
4.96 out of 5 average rating, 305 reviews

Ferry (Car) Reservation Available 8/28 - 8/31

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

Popular amenities for cottage rentals in Woods Hole

Quick stats about cottage rentals in Woods Hole

  • Nightly prices starting at

    Woods Hole holiday rentals start at $256 SGD per night before taxes and fees

  • Verified guest reviews

    Over 290 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woods Hole rentals

  • 4.9 Average rating

    Woods Hole stays are highly rated by guests – averaging 4.9 out of 5!