
Vacation rentals in Twin Lakes
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Twin Lakes
Guests agree: these stays are highly rated for location, cleanliness, and more.

Rustic Pond Cabin: Nature, woodstove & deep porch
🦉Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. All natural pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay n walk the trail around the pond, have campfires outside in firepit! Clean & no crazy rules! Surrounded by acres nature! Private-Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!🦉
4.95 out of 5 average rating, 130 reviews
Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
4.95 out of 5 average rating, 486 reviews
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.
4.99 out of 5 average rating, 252 reviews
Fall Foliage Luxury Cabin & View Autumn Adventures
Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!
4.97 out of 5 average rating, 110 reviews
Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.
4.99 out of 5 average rating, 141 reviews
Cheerful 3-bedroom cottage with woodstove.
Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.
4.92 out of 5 average rating, 196 reviews
Under Mountain House
Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.
4.98 out of 5 average rating, 182 reviews
Hideaway with Spectacular Berkshire Views
Located on the border of Massachusetts and Connecticut with spectacular views of the Berkshire Hills and fifteen minutes drive from Great Barrington, MA, this apartment is located on a secluded seven-acre property. Owners live on the property. Above an artist studio this renovated one bedroom apartment with private entrance, full kitchen, fast internet is stylish, light and airy with a contemporary and eclectic decor. Please note During winter all-wheel drive vehicle is strongly advised.
5.0 out of 5 average rating, 416 reviews
Private Farmstay & Forest Spa Near Hudson
More like a country visit than a hotel stay. Fernbrook is a private farm suite for two adults who want animals, woods, and a true reset. Goats greet you at the car, enjoy peanuts we provide, and may join a hike or sit by the fire; cats are affectionate regular visitors. Walk straight into 800 acres of trails, then unwind in a private hot tub, wood-fired sauna, cold plunge, and outdoor shower. The suite has a kitchen, Wi-Fi, smart TV, AC, wood stove, pool table, and indoor infrared sauna.
4.96 out of 5 average rating, 412 reviews
Boutique TINY home+private HOT TUB-walk to Main St
SEPT. SPECIAL: Prosecco, s’mores kit & firepit supplies. Blush is a romantic boutique tiny-home getaway in Chatham, NY—just 2.5 hours from NYC. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen and curated luxe design. Tucked into a peaceful & private oasis yet just a 2-minute walk from Main Street: restaurants, brewery, shops, theater. Designed for quiet couples’ getaways, with low voices appreciated outdoors in and around the hot tub. @artparkhomes
4.99 out of 5 average rating, 382 reviews
West Main
1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.
4.99 out of 5 average rating, 182 reviews
The Cottage at Great Falls Luxury Getaway.
Spectacular artisan designed cottage on the banks of the beautiful Housatonic river. Located on a quiet residential cul de sac , no through traffic. Interior features plaster throughout, stone veneer and mosaic flooring and original artwork. Fully equipped kitchen, elegant dining room. Oversized soaking tub in master bath. 2 bedrooms, sleeps 4. Fabulous water and mountain views . Large outdoor deck overlooking the water, second small stone dining deck. wonderful gardens.
4.98 out of 5 average rating, 123 reviewsPopular amenities for Twin Lakes vacation rentals
Other great vacation rentals in Twin Lakes

Greystone at Twin Lakes
4.97 out of 5 average rating, 72 reviews
Berkshires Black Abbey
5.0 out of 5 average rating, 47 reviews
The Cobble Barn | Fireplace • A/C • Screened Porch
5.0 out of 5 average rating, 12 reviews
Bull Hill Bungalow
4.98 out of 5 average rating, 55 reviews
Hartsville Barn in the Berkshires
4.98 out of 5 average rating, 52 reviews
Bright & Airy Guest Suite
5.0 out of 5 average rating, 52 reviews
Cozy & Modern 3BDRM Farmhouse - EV Charger
4.96 out of 5 average rating, 46 reviews
Cozy Canaan Home near Lime Rock, Newly Renovated
4.98 out of 5 average rating, 53 reviewsDestinations to explore
- New York City Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Hunter Mountain
- Six Flags New England
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Mohonk Preserve
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Benmarl Winery
- Wesleyan University





