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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.

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$65,000

Washington, Connecticut

Maria Taylor
2Bedroom(s)
2Full Baths
8.58Acreage Acres
15Picture(s)
Tuck cottage. All New construction. Triple-mint, move-in ready. Perfect stone home with 11 foot ceilings, all new marble baths, all new kitchen with high end appliances. Perfectly reintegrated adjacent to the Tatetuck Farm, it has been redesigned and reimagined by a professional interior designer. Private, views, bucolic, 8.5+ acres surrounded by Land Trust and mature meadows.
$65,000

$45,000

Warren, Connecticut

Peter Klemm
4Bedroom(s)
4Full Baths
1Half Bathroom(s
1.06Acreage Acres
32Picture(s)
Spend the summer in this recently constructed home steps away from your own private sandy beach and dock. Designed to take full advantage of the lake views. Terrific open floor plan. Great kitchen open to dining area. Large living room that opens to a fabulous screened porch on the lake side. Three bedrooms with en-suite baths and an office on the second floor.
$45,000

$44,900

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.
$44,900

$36,900

Washington, Connecticut

Peter Klemm
5Bedroom(s)
5Full Baths
1Half Bathroom(s
31Picture(s)
Fabulous weekend retreat. Perfect for entertaining. 5,000+SF renovated home and guest house currently designed with 8 bedrooms and 5.5 marble baths. Original 18th century farm house was expanded with massive high-ceiling living room with fireplace, screening room, and master bedroom.
$36,900

$34,900

Washington, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
3Half Bathroom(s
15.58Acreage Acres
29Picture(s)
Magnificent country home, pool, and spa on coveted Calhoun Street. 15 private acres of stone terraces, gardens, fruit trees, fields, extraordinary views, only 1 mile from town. Close to New Preston and Lake Waramaug. 4-6 bedroom Dutch Colonial with LR, DR, Library, Chef's Kitchen with large dining area, Large Pantry, Den and 3 full and 3 half bathrooms, 4 Fireplaces, 2-Car Garage.
$34,900

$30,900

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.
$30,900

$30,900

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.
$30,900

$30,900

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.
$30,900

$30,900

Roxbury, Connecticut

Peter Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
4.16Acreage Acres
23Picture(s)
Pristine barn-style home on scenic dirt road with barn, stream and small pond. Walk or bike ride along the Shepaug River into a land preserve and historic farms. Magnificent granite fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. SUMMER: June - August $30,900/month. Memorial - Labor Day $74,900.
$30,900

$30,900

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.
$30,900

$30,000

Washington, Connecticut

Maria Taylor
5Bedroom(s)
6Full Baths
1Half Bathroom(s
4.72Acreage Acres
24Picture(s)
Boar House is an extraordinary property set on 4.72 acres bordering Steeprock Preserve. Redesigned and expanded by noted neoclassical Charleston architect, Randolph Martz, this spacious and elegant house offers 5 bedrooms, 5 1/2 baths & over 4,900 sq ft of living space. Both the formal living and dining rooms are impressive with high ceilings, fireplaces and floor to ceiling windows.
$30,000

$30,000

Kent, Connecticut

Peter Klemm
5Bedroom(s)
4Full Baths
5Acreage Acres
35Picture(s)
Adult Summer Camp. 18th Century Reproduction Colonial with smashing Guest House + Pool on 10+/- private acres in highly desirable South Kent Location. Summer 2024: July 1- September 2: $60,000 or $30,000 / month for June, July or August.
$30,000
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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.

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