
Cottage vacation rentals in Massachusetts
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Massachusetts
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

The Film Shack: A Sweetwater Stay
Located on the shore of Tully Pond, The Film Shack is a newly designed water front vacation home with breathtaking views of Tully Mountain. This 4-season home features four bedrooms, a screening room, a video game nook and a bonus guest cottage. The personal home of filmmakers Patti Moreno and Robert Patton-Spruill, it is decorated in the "Atomic Age" style. Maple floors, aviation, and cargo style furniture, stainless steel bathroom and kitchen with a wood stove for those chilly fall mornings.

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.

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Cottage by the Bay
Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Oceanview Cottage, Million $ View Sea Street Beach
Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!

Wildlife Lakeside Cottage; views/wildlife
Fully furnished and remodeled with new upgrades in Spring 2025 including a cathedral master bedroom suite with a full bath. Our private cottage is set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. Sleeps 6. Ther are two full and one 1/2 baths.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Artist Cottage
Artsy vintage cottage with a private lodge in a quiet Berkshire neighborhood. Backyard opens to woods with trails nearby. Enjoy fireplaces and hot tub in winter, waterfall and outdoor shower in summer. Upstairs queen ensuite with bathroom and soaking tub; downstairs retro kitchen, living room, and full bath with shower. Lodge offers comfy seating, farm table, and big-screen TV. High-speed internet, Prime & Spectrum TV.

hope house
Sunny and open writing studio with over 150 years of literary history. Built in 1870, this lovely little house was where George Curtis edited Harper's magazine, wrote essays on transcendentalism , and argued for women's suffrage ( A recent guest informs me that George Curtis helped Thoreau build his cabin on Walden Pond ) The house has since sheltered painters, librarians, and poets.
Popular amenities for Massachusetts cottage rentals
Cottage rentals with a hot tub

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

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

Berkshire lakefront cabin with modern luxuries

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

East End Cottage Oasis with PRiVATE Hot Tub!

The Front Cottage: Waterfront/Dock/Hot tub

A Magical Spot on Little Robin Lake

All season fun in the Berkshires
Pet-friendly cottage rentals

White Pine Cottage – Cozy 3BR w/ Fireplace

"Trails End" Lakeside Cottage in Small Town USA

On the Beach Cottage in Fairhaven

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

The Lake Cottage: A Sweetwater Stay

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Upper Cape Cozy Cottage

Carriage house with Chef's Kitchen, close to town
Private cottage rentals

Cozy Scenic Cottage on Small Pond, Near Lake Wyola

The Cottage at The Barrington House

2BR Directly on Pleasant Beach – 30 Steps to Ocean

Seaside cottage

Private Beachfront, AC, EV, Kayaks, Renovated!

Stylish Shales Brook Cottage-Cozy up to happiness

Windy Knob Farm Cottage - stay on a working farm

Cozy Cottage in the Berkshires
Destinations to explore
- Nature eco lodge rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Tent rentals Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with an accessible height toilet Massachusetts
- RV rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a home theater Massachusetts
- Beach house rentals Massachusetts
- Beachfront rentals Massachusetts
- Rentals with a sauna Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Farmstay rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Hotel rooms Massachusetts
- Guesthouse rentals Massachusetts
- Luxury rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with lake access Massachusetts
- Family-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Bungalow rentals Massachusetts
- Resort rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with an EV charger Massachusetts
- Private suite rentals Massachusetts
- Aparthotel rentals Massachusetts
- Boat rentals Massachusetts
- Rentals with a kayak Massachusetts
- Tiny house rentals Massachusetts
- Rentals with beach access Massachusetts
- Boutique hotels Massachusetts
- Rentals with a hot tub Massachusetts
- Condo rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Campsite rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with pools Massachusetts
- Serviced apartment rentals Massachusetts
- Houseboat rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Vacation home rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a washer and dryer Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals Massachusetts
- Cottage rentals United States
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States





