
Waterfront vacation rentals in Litchfield County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Litchfield County
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Rustic Pond Cabin: Nature, Stars & Serenity
🦉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
Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.
4.98 out of 5 average rating, 195 reviews
The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.
4.99 out of 5 average rating, 125 reviews
State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector
4.85 out of 5 average rating, 126 reviews
Connecticut Chalet: Summer Retreat on 5 Acres
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.
4.94 out of 5 average rating, 150 reviews
Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.
4.95 out of 5 average rating, 105 reviews
Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!
4.94 out of 5 average rating, 152 reviews
The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.
4.95 out of 5 average rating, 256 reviews
Beautiful Lakefront Retreat with Private Dock
Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you! Note: Prices include 15.5% Airbnb service fee.
4.93 out of 5 average rating, 132 reviews
Close to Lake/Skiing/Hiking with Picturesque Views
Classic New England Cottage on 3 acres in the Connecticut countryside on a rambling street just minutes from Lakeville, Salisbury and Millerton town centers. Only 2 hours from Boston or NYC. So many reasons to visit: ski Butternut or Catamount, hike the Appalachian Trail, swim at the Grove, bike the rail trail. Tour private schools. Take in Tanglewood, or spend time at Limerock Race Track. You are minutes away from the annual Ski Jump Festival. Pond and ridge line views.
4.91 out of 5 average rating, 187 reviews
The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.
4.96 out of 5 average rating, 463 reviews
Cottage with a Waterfall View
Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.
4.95 out of 5 average rating, 171 reviewsPopular amenities for Litchfield County waterfront rentals
Waterfront apartment rentals

Cozy Apartment with Water View of Brook
4.94 out of 5 average rating, 170 reviews
The Bennett Cabin
4.86 out of 5 average rating, 121 reviews
King Bed, Wi-Fi, 2m Ski Resort
4.94 out of 5 average rating, 204 reviews
Captain's Quarters at Mickey's Marina
4.91 out of 5 average rating, 180 reviews
Lakeside apartment 2.5 miles from Wesleyan campus!
4.84 out of 5 average rating, 205 reviews
Old Firehouse 2 Bedroom
4.98 out of 5 average rating, 115 reviews
Fair Haven Heights Entire 1 Bedroom Apartment
4.88 out of 5 average rating, 497 reviews
Enjoy every season the Berkshires have to offer.
4.96 out of 5 average rating, 134 reviewsWaterfront house rentals

The Red Country Cottage
4.96 out of 5 average rating, 166 reviews
The Getaway: Beautiful Waterfront - New Milford CT
4.9 out of 5 average rating, 146 reviews
Linny's | Private Dock | Lake Access | Firepit
4.97 out of 5 average rating, 141 reviews
Lakeview Estate - Chef's Kitchen - NYC Getaway
4.94 out of 5 average rating, 143 reviews
Idyllic family retreat - spacious lake home,
4.95 out of 5 average rating, 176 reviews
Lake front retreat - Stylish Berkshire home
4.92 out of 5 average rating, 181 reviews
Relax by the water in a 4 bedroom house
4.82 out of 5 average rating, 142 reviews
Forest Hollow | Waterfront • Kayaks • Wood Stove
4.86 out of 5 average rating, 104 reviewsOther waterfront vacation rentals

Secluded cabin with babbling brook
4.87 out of 5 average rating, 259 reviews
French Estate Guest House on Private Lake
4.99 out of 5 average rating, 150 reviews
Berkshire Treehouse Retreat
4.91 out of 5 average rating, 181 reviews
The Ancram A - Luxury Mid-Century Modern Cabin
5.0 out of 5 average rating, 164 reviews
Intimate Cottage on Private Estate
4.93 out of 5 average rating, 198 reviews
Lake Views from Deck Fire Pit & Hot Tub 4 Kayaks
4.98 out of 5 average rating, 168 reviews
Sackett & Van Dam Guest House @ Little 9 Farm 1706
4.98 out of 5 average rating, 179 reviews
Modern country home - views and lake access & Ski
4.86 out of 5 average rating, 7 reviewsDestinations to explore
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- Yale University
- Six Flags New England
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
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