Holiday rentals in Warren

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Top-rated holiday rentals in Warren

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Superhost
Lush green trees frame a serene view of Lake Waramaug, with gentle hills rising in the background. The water reflects the clear sky and surrounding foliage, creating a calming natural scene inviting relaxation and outdoor activities.
Home in Warren
4.86 out of 5 average rating, 7 reviews

Modern country home - views and lake access & Ski

Have fun with the family at this modern country home with views of Lake Waramaug and private boat house and dock. Ski Mohawk. 2 hours from nyc escape to a 4 bedroom 3.5 bath renovated home with all the features of a great family escape! From fire pit and fun summer games to views of the lake, access to the best town beach on lake Waramaug 10 minute drive to Washington depot, new preston, Litchfield. 5 minute drive to town beach and 5 minute drive to our private dock for boating and swimming.

Top guest favourite
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, 113 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!

Top guest favourite
Holiday 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 favourite
A split-level ranch home sits on a gently sloped hill surrounded by trees. The structure features a distinct two-car garage attached to the main house. A blue sky with scattered clouds provides a bright backdrop, enhancing the natural setting.
Home in Warren
4.92 out of 5 average rating, 26 reviews

The Mountain Laurel Overlook

Tucked away on 2.5 wooded acres, this charming country home sits on a hill with abundant natural light. The spacious back patio overlooks a beautiful tree-lined yard teeming with wildlife. Private, peaceful, and full of rustic character, it offers a unique escape from the everyday. Only 10-30 minutes away from all of Litchfield County's best including highly-rated restaurants, swimming at Lake Waramaug State Park, the CT Wine Trail, unique local shopping, hiking the Appalachian Trail & more!

Top guest favourite
Home in Warren
5.0 out of 5 average rating, 38 reviews

Modern Timber Frame Colonial Saltbox

Take it easy at this unique and tranquil getaway. Carefully crafted timber frame colonial Saltbox with modern amenities. Tucked away on 90+ acres and dead end road. Property features a brook, sweeping pasture, and stone walls. Wander the grounds or explore the area: top restaurants, hiking, wineries, and skiing. Proximate to the best towns of Litchfield County: only three minutes to Warren town, 10 minutes to New Preston, 12 minutes to Kent Barns, and 16 minutes to Washington Depot.

Top guest favourite
Cabin in Cornwall
4.98 out of 5 average rating, 105 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 favourite
An open living area features a dark couch adorned with decorative pillows. Natural light floods through large sliding glass doors that provide views of the outdoors. A dining space with a table for six is visible, accompanied by a staircase leading to the upper level.
Home in Warren
5.0 out of 5 average rating, 32 reviews

Magical Woodland Getaway

Tucked in the Litchfield Hills our home promises a serene getaway. Just 2 hrs from NYC, our post + beam home is nestled on two beautiful + private acres where you can enjoy your morning coffee while listening to the babbling brook, spend the day hiking, exploring the idyllic towns of NW CT, swimming at Lake Waramug or skiing at Mohawk MTN, and in the evening, you can enjoy a homemade dinner or indulge at a nearby restaurant, ending your night with a glass of wine around the fire pit.

Guest favourite
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, 189 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 favourite
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.

Top guest favourite
The guest house is presented with an inviting two-tone exterior featuring red and gray siding. A gravel driveway leads to the entrance, surrounded by landscaped areas with patches of green grass and stone features. The serene natural setting is complemented by clear blue skies.
Guest house in Litchfield
4.96 out of 5 average rating, 50 reviews

Cozy Guest House on 15 Acres

New for 2026 - 2-Personal Barrel Sauna! Escape to our charming guest house nestled on 15 acres of beautiful land. Our cozy retreat features two upstairs bedrooms, a lofted bed in the kitchen, a large living room with bumper pool table, a patio with fire pit and sauna, and direct access to hiking trails. Located just minutes from excellent restaurants, Bantam Lake, Lake Waramaug, Mohawk Ski Area, hiking and more, our guest house is the perfect base for your adventures.

Top guest favourite
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, 459 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.

Guest favourite
A cabin exterior is visible, featuring wood siding and large windows. A stone chimney rises prominently, and a path of stone steps leads through lush greenery to the entrance. Trees surround the cabin, providing a natural setting.
Home in Cornwall
4.92 out of 5 average rating, 306 reviews

Tucked-away Charming Forest Cabin w/ Private Brook

Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Popular amenities for Warren holiday rentals