Vacation rentals in Lake Waramaug

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Top-rated vacation rentals in Lake Waramaug

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Top guest favorite
A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.
Cabin in New Milford
5.0 out of 5 average rating, 112 reviews

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Superhost
Two white Adirondack chairs are positioned on a wooden deck, facing a serene lake. The deck offers views of lush greenery and nearby homes, reflecting a peaceful lakeside setting.
Cottage in Washington
4.83 out of 5 average rating, 59 reviews

Lake Waramug Cottage Washington CT- Ski Mohawk

Recently renovated lakefront property on Lake Waramaug; one of the most sought-after lakes in the Litchfield Hills. This cottage has stunning views of the lake below. Tenants have rights to the lakefront deck and kayaks, and to Washington Town Beach, just 500 yards down the road. 15 min to Ski at Mohawk Ski Mountain. Recently updated bathroom, remodeled kitchen, fast Wifi, new Samsung TVs, Westin Heavenly beds, newly updated floors, new deck, outdoor lighting. Five minutes to New Preston shops.

Superhost
Vacation home in Warren
4.98 out of 5 average rating, 228 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Guest favorite
The single-story home is surrounded by vibrant autumn foliage, with colorful trees framing the property. A spacious wooden deck extends from the house, providing outdoor seating. The lawn is expansive and well-maintained, inviting relaxation in the tranquil setting.
Home in Kent
4.96 out of 5 average rating, 46 reviews

Country retreat on 4 private acres

Relaxation is offered in all parts of our bright and comfortable home, sitting on 4 acres of mature gardens and woodlands. Try the screened porch for evening dining, morning coffee on the sunny deck or rest poolside in the secret garden. Gardens bursting full of color, paths winding along ancient stone walls and woods full of bird life make this a peaceful retreat. Near East Hamlet Preserve, Lake Waramaug beach and Kent restaurants and shopping. 25 mins to nearest train station into NYC.

Top guest favorite
A gravel driveway leads to a welcoming villa, surrounded by manicured lawns and lush trees. Stone pillars with decorative features frame the entrance, while vibrant flower beds add color to the landscape. A serene natural backdrop of trees provides a peaceful setting.
Cabin in Cornwall
4.98 out of 5 average rating, 103 reviews

Beautiful country house in Cornwall CT.

If you love being in touch with nature, this is a perfect and pleasant place to enjoy with family and friends and wake up to the sound of birds! and enjoy all the seasons of the year. And in winter you can escape 15 minutes to this area of ​​Mohawk paradise and if you are a fishing lover, the House-tonic River is just 5 minutes away, 2 minutes to Kent Falls, 7 minutes to Kent where you can find restaurants and a grocery store! You can enjoy beautiful flower gardens from spring to fall.

Top guest favorite
The cabin sits elevated on a stone foundation, surrounded by trees at night. Soft lighting highlights the porch and pathway, creating a warm ambiance. String lights adorn the balcony, and the house features large windows, showcasing a welcoming atmosphere.
Cabin in New Milford
4.96 out of 5 average rating, 92 reviews

Private Hilltop Cabin at Houndcliffe

Start your next adventure and step into Houndcliffe, just 90 min from NYC and 10 min from downtown. Our picturesque 3-bedroom cabin on top of a rolling hill, will greet you with incredible views from in the house or elevated porch. Recently renovated mountain retreat is the quintessential outdoor getaway, central to many of Litchfield County's restaurants, shopping, and adventures. Perfect for family fun, couples retreats, visits to local farms, and other activities for up to 9 guests!

Guest favorite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.94 out of 5 average rating, 252 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.

Top guest favorite
A welcoming living area features a green sofa positioned next to large glass doors that open to a view of the outdoor surroundings. A round side table is placed nearby, and natural light fills the space, highlighting the warm wooden walls and floor.
Guesthouse in New Milford
4.98 out of 5 average rating, 124 reviews

Luxury in the Litchfield Hills

Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.

Guest favorite
The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.
Home in Cornwall
4.97 out of 5 average rating, 186 reviews

The Farmhouse

Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Top guest favorite
A charming cottage is positioned alongside a serene lake, featuring large windows and a welcoming deck. Two bright red umbrellas provide shade over outdoor seating. Surrounding greenery enhances the natural setting, while the stone terrace leads down to the water's edge.
Home in Washington
5.0 out of 5 average rating, 34 reviews

Lago di Waramaugo! Lake Front Living

Private lakefront terrace directly on Lake Waramaug. 4 bedrooms. Entertaining is easy on the large, private stone terrace directly on the lake. Pull your boat up to the new dock, lounge by the fire pit, swim, sauna, or grill up a feast, you and your guests will enjoy the best of the Lake Waramaug lakefront lifestyle. 2-story boathouse with a full kitchen, outdoor shower, living room with sofa bed, and dining room. The renovated main house has 4 bedrooms, and beautiful lake views.

Top guest favorite
Home in Washington
5.0 out of 5 average rating, 17 reviews

Peaceful 3BR Getaway

Relax with the whole family at this peaceful place to stay. Unplug and unwind at this charming 3-bedroom, 2-bathroom country retreat nestled on a quiet dirt road in beautiful Washington, CT. Surrounded by forest and filled with natural light, this home is the perfect blend of rustic New England charm and modern comfort. Whether you're sipping coffee on the porch or dining under the stars on the spacious bluestone patio, this home invites you to slow down and enjoy nature.

Guest favorite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 457 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.

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