Luxury Country Rentals in Connecticut
Furnished Homes, Weekend Getaways, Seasonal Retreats & more available for rent
KLEMM Real Estate has a full selection of rental properties! Browse all of our western Connecticut and Hudson-area rental listings, including summer cottages, outfitted farms, country manors, colonial homes, and more for rent.
$22,500
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.
$22,500
$22,000
Roxbury, Connecticut
Maria Taylor
4Bedroom(s)
2Full Baths
1Half Bathroom(s
15.37Acreage Acres
16Picture(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 June 15th to August 2nd for $22,000 per month. Just 90 minutes from NYC.
$22,000
$17,000
Sharon, Connecticut
Graham Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
10.09Acreage Acres
30Picture(s)
Summer 2025: $17k June, $19k July $22k August. Chic and Updated Georgian Colonial with Gorgeous Views, Set Back On A Bucolic Country Road in a Coveted Location. This 4 Bedroom 3.5 Bath Home Makes an Ideal Summer Rental. Large Pool, Numerous Terraces and Screened Porch, Central Air Conditioning. 5 Wood-burning Fireplaces. Stylish, Well Proportioned Rooms for Entertaining and Relaxing.
$17,000
$14,900
Washington, Connecticut
Peter Klemm
7Bedroom(s)
6Full Baths
3Half Bathroom(s
34Picture(s)
Major estate with the highest standards of construction located within the Sunny Ridge historic district. Situated on 10 private, park-like acres with an over-sized heated pool, fabulous stonewalls, giant dining terraces, pond and orchard.
$14,900
$13,900
Roxbury, Connecticut
Peter Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
8.04Acreage Acres
22Picture(s)
Perfect 6BR 3.5 Bath home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. Home to actors, writers, artists and the owners of luxury estate vacation homes.
$13,900
$13,900
Roxbury, Connecticut
Peter Klemm
6Bedroom(s)
3Full Baths
1Half Bathroom(s
3.01Acreage Acres
30Picture(s)
Mint 6 bedroom colonial reproduction on scenic dirt road. Walk, jog, bike into land preserve. Heated pool, outdoor play set, bbq, 3 acre lawn, 4 wood-burning fireplaces. SUMMER:June - August $30,900/month. Memorial - Labor Day $74,900.OFF-SEASON: September - May $13,900/month If over 3 months, subtract $1,000 per month and no tax is due. ANNUAL:$169,000. Inquire about other/shorter rental terms.
$13,900
$13,900
Washington, Connecticut
Peter Klemm
4Bedroom(s)
3Full Baths
2.21Acreage Acres
16Picture(s)
Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces and filled with the art of Thomas McKnight. 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winrian Inns & Spas.
$13,900
$13,900
Warren, Connecticut
Peter Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
20.22Acreage Acres
36Picture(s)
Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing.
$13,900
$12,900
Roxbury, Connecticut
Peter Klemm
4Bedroom(s)
2Full Baths
1Half Bathroom(s
3Acreage Acres
25Picture(s)
Pristine hilltop art filled home with views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. Wood burning fireplace, vaulted master bedroom with balcony and private bath. Dine or relax on the flagstone terrace. Ping pong, trampoline, croquet, badminton, gas BBQ, fire pit, bikes and board games.
$12,900
$12,900
Washington, Connecticut
Peter Klemm
4Bedroom(s)
2Full Baths
24.65Acreage Acres
12Picture(s)
Charming mint renovated Nantucket-style cottage set on 25 acres of meadows with apple trees and 200-year old maples. Breathtaking hilltop views overlook farms, the Town of Washington and church steeples. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.
$12,900
$12,900
Roxbury, Connecticut
Peter Klemm
4Bedroom(s)
4Full Baths
25Picture(s)
Mint St. Barth's-style home in perfect hilltop neighborhood with heated pool. Exceptional interior design with two wood burning fireplaces and vaulted ceilings. SUMMER June - August $26,900/month, Memorial - Labor Day $69,900. OFF-SEASON: September - May $12,900/month--If over 3 months, subtract $1,000 per month. And no tax is due. ANNUAL: $159,000. Inquire for other/shorter rental terms.
$12,900
$11,900
Roxbury, Connecticut
Peter Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
3Acreage Acres
25Picture(s)
Restored 3-BR Victorian Cottage with pool/spa/hot tub with wonderful gas barbeque stone terraces. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and Wall Street executives. Relax or dine poolside surrounded by hedges and blue hydrangea. Specimen trees, enough flowers to keep vases full. Large wood burning fireplace.
$11,900
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.