Holiday houses in Warren

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!

Family · Value · Layout

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

Value · Family · Laundry

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!

Value · Family · Kitchen

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.

Family · Location · Condition

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.

Family · Location · Comfort

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.

Value · Family · Amenities

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!

Family · Value · Decor

Nature lover’s retreat in NWCT

Nestled in northwest CT’s scenic beauty, this private haven invites nature lovers to experience all four seasons with breathtaking panoramic views. Ideal for bird watching, photography, leaf peeping, writing, or reflection. Proximity to Lime Rock Park, Housatonic River, Appalachian Trail, Butternut Basin and Mohawk Mountain, Kent Falls State Park, and more. Explore abundant cycling and hiking opportunities nearby. Enjoy your unique and tranquil escape in exurbia. Dog-friendly.

Location · Quiet · Comfort

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.

Location · Family · Quiet

Country Suite

Situated above a charming residential barn this cozy two room suite offers comfort and privacy for those traveling through bucolic Litchfield CT This airy loft boasts Fiberoptic WiFi Smart TV automatic outside lighting A large bedroom overlooks the front of the property in this quiet wooded neighborhood large enough to have a king size bed large bathroom work space and kitchenette Keurig and coffee incl. The front room faces a sweeping lawn on this well kept property

Value · Family · Wi-Fi

Farm Valley Cottage + 60 ft Pool

Country getaway, light filled 3-bedroom cottage, private 60' pool with sweeping farm valley views, plus standalone guest studio. Nestled on 7 acres of nature, where a flock of chickens welcome you with fresh eggs every morning. Enjoy the pool, BBQ, fire pit, apple orchard, pond, outdoor shower and screened porch overlooking distant mountain ridge views. Warren is in rural Litchfield County, within a 2-hour drive from NYC.

Value · Family · Decor

Hemlock Hill Suite

Escape to the charm of Litchfield, Connecticut, and unwind in this beautifully designed guest suite where modern luxury meets classic New England character. Attached to an 1820 colonial home and centrally located to all that the area has to offer, the suite features a king size Tuft & Needle bed, bespoke deVol kitchen with Smeg appliances, Parachute linens, and a Samsung Frame TV. The loft is not accessible to guests.

Family · Value · Pets