Browse all of our rental opportunities
Browse our sprawling selection of western Connecticut and Hudson-area rental listings, including summer cottages, outfitted farms, country manors, colonial homes, and more for rent.
$11,900
Roxbury, Connecticut
Peter Klemm
3Bedroom(s)
2Full Baths
1Half Bathroom(s
3.1Acreage Acres
34Picture(s)
Meander down the most scenic of Roxbury dirt roads to reach "Tunnel Road 4-BR" tucked between the Shepaug River, historic wood Judd's Bridge and Farm and 1000 acres of Steep Rock land trust with endless hiking trails. Pristine renovated private country home with year round 8'x 16' spa pool, wood burning fireplace and open floor plan. Dine or relax on the granite terrace or covered front porch.
$11,900
$11,900
Washington, Connecticut
Peter Klemm
3Bedroom(s)
3Full Baths
0.5Acreage Acres
14Picture(s)
Restored country cottage furnished with antiques, fine furnishings & oriental rugs. New gunite in-ground pool and terrace. Wonderful scenic dirt road walking or bike riding through historic estate neighborhood. Relax or dine with a bbq on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.
$11,900
$10,900
Roxbury, Connecticut
Peter Klemm
1Bedroom(s)
2Full Baths
3Acreage Acres
13Picture(s)
Large Vaulted Pool House. King BR + BA,Trundle BR/BA - King Bed or 2 Twins. Chef's Kitchen. Covered BBQ. Deck Overlooking Pool.Garage. SUMMER June - August $24,900/month Memorial - Labor Day $59,000; OFF-SEASON September - May $10,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Possible to rent with Main House with its own plunge pool.
$10,900
$10,900
Washington, Connecticut
Peter Klemm
2Bedroom(s)
2Full Baths
20Picture(s)
Pristine Arts & Crafts Carriage House. Perfect setting on Washington's Historic Green surrounded by the Frederick Gunn School and historic shingle-style Rossiter mansions. Ground floor ensuite primary bedroom, office with sleeper sofa and cozy den with wood-burning fireplace. Upstairs, king bedroom with ensuite bath, large living room, dining room and eat-in kitchen.
$10,900
$7,500
Washington, Connecticut
Maria Taylor
4Bedroom(s)
3Full Baths
1Half Bathroom(s
4.72Acreage Acres
23Picture(s)
This gorgeous light and bright Colonial has been recently renovated and is in a top-notch area of Washington. Just minutes from the town center, the beach area on Lake Waramaug and the 998-acre Steep Rock Preserve with hiking trails through the hills and along the riverbank.
$7,500
$7,500
Roxbury, Connecticut
Maria Taylor
4Bedroom(s)
2Full Baths
1Half Bathroom(s
15.37Acreage Acres
17Picture(s)
Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available short term between September to May for $7,500 per month. Contact agent for availability.
$7,500
$6,900
Warren, Connecticut
Peter Klemm
1Bedroom(s)
1Full Baths
1Half Bathroom(s
10Acreage Acres
8Picture(s)
Comfortable One-Bedroom Cottage on Warren's best farm walking, running, bike riding road near Warren Town Center. Set on a 20-acre site. Older shared tennis court. Close to Mohawk Skiing, Lake Waramaug Town and State Beaches, Washington. Kent and Litchfield Restaurants.SUMMER June - August $13,900/month; Memorial - Labor Day $34,900;OFF-SEASON September - May $6,900/month.
$6,900
$6,750
New Milford, Connecticut
Joseph Lorino
2Bedroom(s)
1Full Baths
1Half Bathroom(s
1.64Acreage Acres
26Picture(s)
$6750 Annual. $4800 academic. Magical retreat in an ideal location of multi-million dollar homes. Listen to the rushing river from every room. Pool. Long & private driveway. Complete privacy. Serene and bucolic. Beautiful brick patio and separate deck. Fully equipped kitchen, outdoor gas bbq, plush linens, wifi & cable TV. 2 bedrooms and 1.5 baths.
$6,750
$6,500
Warren, Connecticut
Joseph Lorino
5Bedroom(s)
3Full Baths
2.33Acreage Acres
37Picture(s)
Academic or winter rental. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is a 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace. Flooded with light the living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream.
$6,500
$6,000
Roxbury, Connecticut
Tim Tierney
2Bedroom(s)
2Full Baths
1Half Bathroom(s
26Acreage Acres
27Picture(s)
Located on a less traveled town road, this light and airy 18th century colonial has over 26 acres of peace and quiet. A large tranquil pond surrounded by white pine trees brings one back to nature. The home features 2 primary bedroom, one on each level. Also, a designer kitchen with carrara marble counters, a vaulted ceiling and custom island.
$6,000
$5,750
Morris, Connecticut
Joseph Lorino
3Bedroom(s)
3Full Baths
1Half Bathroom(s
5.9Acreage Acres
33Picture(s)
Chic and fabulous, converted antique barn on a quiet and coveted, country road. Light-filled kitchen, spacious and open, dining and living room with wood stove and French doors which opening to the large stone terrace. Private en-suite, primary with balcony, fireplace and dressing room. 2 additional en-suite bedrooms privately situated away from one another.
$5,750
$5,500
Washington, Connecticut
Judith Auchincloss
2Bedroom(s)
2Full Baths
1.9Acreage Acres
20Picture(s)
Le Petit Chateau. Academic fully furnished rental available in New Preston for September to May. Two bedrooms, two full baths and welcoming and perfect in every detail. Open floor plan with living room/dining room, fabulous chef's kitchen with island and guest bedroom with queen size bed and full bath on the main floor.
$5,500
Our rentals present the perfect respite when the daily hustle bears down. Build memories that will last a lifetime in the rolling Litchfield Hills and create a tradition that everyone in the family will look forward to each year. Rent today and be in your home tonight – we have a limited selection of immediate rental homes available – call our offices for complete details. Browse our daily, weekend, and monthly rentals available, which include fully furnished and stocked homes with all the amenities. You are sure to find the getaway you need. If you are looking for something more long term, be sure to view our annual listings as well as those available for the academic year, in case you are attending one of the nation’s leading private institutions located throughout Litchfield County. Call KLEMM Real Estate for your next country rental, our local agents will find your perfect fit.