
Cottage holiday rentals in Woods Hole
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Top-rated cottage rentals in Woods Hole
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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.

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.

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.

Cozy Cottage on a Private Pond
This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage

A Block to Main Street, walk to harbor or beaches!
This is a completely renovated two bedroom cottage. Three flatscreen smart TV's. Wifi. Tile throughout. This unit is turn key and fully stocked. There is an outside sitting area, expansive, private backyard including a gas grill. The kitchen is well appointed including tile backsplash, stainless appliances, Quartz countertops and more. We are a half a block to main street, two blocks to the harbor and the Martha's vineyard ferries. We are also less than a mile to the ocean.

140 Steps to Beach with Water Views
This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. Location! Close to Cape Cod Canal, Restaurants, Beaches, Walking Trails, Golf Courses and Cape Cod Bridge-5 min. Season Open! 20% off a wk.

Waterfront Cottage on White Pond(Graham Cracker)
Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

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!

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".

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.

Beach Cottage, without going over bridges to Cape!
This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs (no more than 2) for an additional one time $100 fee. Sorry no other pets considered.

Ferry (Car) Reservations Available for Summer 2026
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
Cottage rentals with a hot tub

Hideout at Water's Edge, 131 North Shore Blvd, #4

Willows Main House

Local Beach+ Fireplace + Hot Tub Under the *Stars*

The Crab Cottage@The Compound Beach Resort Habitat

Lakeside Waterfront House in Harwich: 4+beds, 3bth

The Front Cottage: Waterfront/Dock/Hot tub
Pet-friendly cottage rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Buzzards Bay - Beach Bungalow

Saltwind Cottage | Beach Walk • Cozy Fireplace

Charming Cape Near Beaches + Dog Friendly

Walk 7/10 mile to Beaches *Summer Fri-Fri* Dogs OK

Walk to beach - firepit - fireplace

Charming Cottage near Beach and Ferry.

Amazing Sunkissed Waterfront on Follins Pond!
Private cottage rentals

One Bedroom Cottage in Vineyard Haven

Beachfront Cottage w. Yard + Town Access

Berry Bog Bungalow - serenity close to everything!

Cheerful 4 bedroom cottage, private beach access

Charming cottage just 100 steps from the beach!

Charming Cottage

Cozy & Serene Oceanfront Beach House

Family Cottage by the Bay
Quick stats about cottage rentals in Woods Hole

Nightly prices starting at
Woods Hole holiday rentals start at £148 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!
Destinations to explore
- Pet-friendly rentals Woods Hole
- Rentals with a washing machine and dryer Woods Hole
- Rentals with a fireplace Woods Hole
- Family-friendly rentals Woods Hole
- House rentals Woods Hole
- Rentals with outdoor seating Woods Hole
- Rentals with a patio Woods Hole
- Rentals with beach access Woods Hole
- Cottage rentals Falmouth
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