luxury houses for rent Litchfield County, United States

Available for Academic or Annual Rental! This New Preston gem is just 2 hours from NYC and has been newly renovated to perfection. A 1910 Washington Lake Cottage offers a rare opportunity to enjoy New Preston Village and Lake Waramaug with it's great shopping and dining just a short walk away! High design and a Perfect combination of Old and New, the open concept layout with a combined living room/dining room and vaulted ceiling make a comfortable place to entertain guests with a grand picture window, overlooking the center of New Preston. The home offers a high end kitchen with soapstone counters, custom cabinetry with hidden appliances, and waterfall-edge island open on to a bluestone terrace for plein air dining. The primary bedroom with vaulted ceiling and an elegant classic marble and tile bath with a step in shower create a quiet respite from everyday life. The chic, cozy great room with small den or office and full bath allows for easy work from home or comfortable space for guests. A stone path and tiered stonewalls grace the grounds.

All-inclusive furnished rental. Available: Winter- 3 month min. $8000/month. Summer Season- Memorial Day thru Labor Day $65,000/season. Summer monthly- $25,000/month. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

Embrace the quintessential New England lifestyle in this beautifully presented one-level home, ideally situated in the heart of New Preston Village. Designed for effortless living, the home centers around a bright, well-appointed kitchen and dining area that flows seamlessly into a welcoming living room. A charming stone fireplace anchors the space, which is generously sized to accommodate a baby grand piano and perfect for gathering with family and friends. Glass doors lead to a private patio, offering a peaceful setting to relax or entertain while enjoying breathtaking sunset views over the valley. The thoughtfully designed floor plan includes three bedrooms: two connected by a convenient Jack-and-Jill half bath, and a third smaller bedroom ideal as a home office, guest room, or daybed space. A full bath completes the layout, providing comfort and functionality for both everyday living and weekend escapes. Set on a level lot with beautifully established perennial gardens, this property offers a tranquil outdoor setting ideal for bird watching and quiet mornings. Just a short stroll to town, you'll enjoy easy access to New Preston's charming shops and acclaimed dining. Perfect as a weekend retreat or full-time residence, this home places you close to Lake Waramaug, Washington, Litchfield, and the many outdoor pursuits of the Litchfield Hills-including hiking, skiing, state parks, and watersports-making it a true four-season destination.

Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm, country feel, while still being close to town center. Beautiful outdoor space and decks complete the picture for the perfect country home. Weekly housekeeping required at renter's expense required. Excellent credit score required.

All inclusive Furnished rental available 9/5/2025. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. For moments of relaxation, take advantage of the outdoor pool, a refreshing oasis on warmer days. Annual rental $10k per month, academic term $8k per month, winter 3 month minimum $8k per month. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

Stunning annual rental available May 1, 2027. Beautifully appointed modern farmhouse design in the finest of Washington locations. Incredible custom heated gunite pool, designed by Dobson Pool Co, equipped with heated stone spa with easy access from the home and surrounding covered porches and blue stone patios. The well conceived, spacious and open floor plan provides for the perfect relaxing get-away and/or work-from-home floor plan with 4 bedrooms, a separate office and 3 full baths. The well equipped kitchen with stone counter tops, center island and high end appliances is open to the living and dining room. A private and cozy den as well as two bedrooms and a shared full bath complete the lower level. Two separate and private bedroom suites are located on the second floor, on opposite sides of the home, each with en suite full bathrooms. This immaculate, well equipped, and stylishly furnished home is privately located and filled with an abundance of natural light with beautiful views from each of the many large windows. Available annual term May 1, 2027 for $16,000/month, Academic term Sept. 1, 2027 through May 31, 2028 for $11,000/month, and summer 2027 June, July, August for $95,000. Tenants are responsible for all utility and property maintenance expenses. Proximate to Lake Waramaug, New Preston, and Washington Depot with access to shops, dining, recreational activities and the arts.

This stunning barn-style contemporary home is tucked away on a quiet country road, less than a mile from Lake Waramaug. Offered fully furnished and with utilities included, the home is available from December 1st, 2026, through May 31, 2027. Thoughtfully designed as the ultimate country escape, this spectacular home features three en-suite bedrooms plus a fourth bedroom on the garden level, along with multiple inviting spaces perfect for relaxing, entertaining, or working remotely. The main level is anchored by a sun-drenched living room with soaring 20+ foot ceilings. A dramatic wall of windows reaches the vaulted peak, while an adjacent pair of towering windows is outfitted with remote-controlled shades - easily transforming the ambiance at the touch of a button. The open-concept layout flows seamlessly into the kitchen and dining area creating a great room of about 900 Sq.Ft. The kitchen is fully equipped for effortless cooking and entertaining, with a six-burner gas stove, two sinks, a breakfast bar, and ample storage. A sliding glass door in the dining room opens onto the expansive deck, complete with a gas grill and outdoor furniture for al fresco living. The main-level king bedroom suite offers another set of tall windows with remote-controlled shades, inviting natural light and peaceful views into the space. It also features a spacious walk-in closet and a luxurious en-suite bath with both a soaking tub and a stall shower. A laundry room and powder room complete the first floor, bringing the bathroom count to 4 1/2. Upstairs, a cozy landing with a reading nook connects two generously sized en-suite bedrooms. One of these upstairs bedrooms is expansive enough to accommodate two queen-size beds and a living area. On the garden level, a large family room provides flexible space for entertainment and relaxation, featuring a 65-inch TV, piano, ping pong table, full bathroom, and walk-out access to the garden. Nearby, the fourth oversized bedroom includes its own living area, creating a private and comfortable space for guests. Conveniently located just 5 minutes from shopping in New Preston village, 30 minutes from skiing at Mohawk Mountain and Metro-North trains, and only 90 minutes from Manhattan. Come see why Washington is one of Connecticut's most sought-after destinations!

Welcome to 250 Westledge Drive, a stunning Torrington property offering a rare and uplifting lifestyle. Nestled on over 6 acres of park-like grounds, this beautiful estate is surrounded by mature trees, gorgeous gardens, and exceptional outdoor amenities, including a private 3-pin golf course, croquet, and a soccer penalty shootout area. It's the ultimate setting for relaxation and recreation, with plenty of space to easily set up your favorite outdoor games. The crown jewel of this estate is the beautiful, independent apartment attached to the main house. Recently renovated by an interior architect/designer, this sophisticated space features its own private keypad entrance, offering true autonomy and style for multi-generational living or guests. Conveniently and centrally located just 5 minutes from Route 8, this property blends peaceful privacy with easy accessibility. You are just minutes away from local shops, the historic Warner Theatre, and multiple charming nearby villages. Don't miss this rare opportunity to rent a versatile, turnkey property that offers so much more than just a place to stay-it's a true lifestyle retreat. Schedule your private tour today! Laundry is shared with main home

Annual furnished rental in a tranquil country cottage on Lake Lillinonah. This is an extremely rare opportunity to rent with direct lake frontage with a lovely grassy area by the lake and dock. This well appointed 2 bedroom home is the perfect writer's or artist's retreat, nestled on a lightly wooded hillside overlooking CT's best kept secret lake. 90 minutes to Manhattan. Enjoy the 2 patios and deck areas among the lovely perennials and stone walls with calming lake views. Relax in the quiet country life on the lake. Great for bass fishing, too.