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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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$24,900

Washington, Connecticut

Peter Klemm
3Bedroom(s)
3Bathroom(s)
0.5 Acres
15Picture(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.
$24,900

$22,000

Sharon, Connecticut

Joseph Lorino
4Bedroom(s)
2Bathroom(s)
2 Acres
22Picture(s)
AVAILABLE JULY ONLY 2023. This gem of a property has incredible and sweeping views as far as the Catskills. 4 bedrooms and 2 bathrooms. Sleek and high-end kitchen with incredible views in the double height open kitchen, dining and living space. Wrap front porch with dining table too. Den with loft space for extra overflow of guests.
$22,000

$20,000

Pawling, New York

Joseph Lorino
4Bedroom(s)
4Bathroom(s)
70.4 Acres
32Picture(s)
$20k June, July $25k summer 2023. 4 bedroom 3.5 designer inspired home intended to complement the splendor of its natural surroundings. Fully furnished for comfortable luxury. 3 fireplaces and awe inspiring panoramic views. Soak in a breathtaking scene spanning the great meadow, rolling hills and mountains beyond.
$20,000

$16,000

Sharon, Connecticut

Graham Klemm
4Bedroom(s)
4Bathroom(s)
19Picture(s)
Wonderful Summer 2023 Rental w Heated Pool! $16k June, $21k July, $25k August. Renovated 4 Bedrooms, 3.5 Baths Includes a Wonderful New 1st Floor Bedroom/Bath. Primary Bedroom Upstairs with Large Bathroom & Separate Dressing Area. Newer Kitchen with High-End Appliances. Large Living Room with Fireplace.
$16,000

$15,900

Washington, Connecticut

Peter Klemm
2Bedroom(s)
2Bathroom(s)
0 Acres
12Picture(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. Perfect walking or biking neighborhood near the Gunn Library & Museum, churches, a café, and the Steeprock Land Preserve. Beautiful neighborhood views.
$15,900

$15,000

Washington, Connecticut

Graham Klemm
3Bedroom(s)
4Bathroom(s)
18Picture(s)
Monthly Until May 2023, $15,000/Month Grey Farm. A Gated Drive Leads to Chic Designer Country Home in Coveted Sunny Ridge Historic District. Design and Lifestyle Merge Together in this Quintessential 3 Bedroom, 3.5 Bath Antique Colonial.
$15,000

$15,000

Sharon, Connecticut

Joseph Lorino
3Bedroom(s)
4Bathroom(s)
3.38 Acres
17Picture(s)
Available June $15k and July $20k Lilac cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own new bath.
$15,000

$15,000

New Milford, Connecticut

Joseph Lorino
2Bedroom(s)
2Bathroom(s)
1.64 Acres
21Picture(s)
Available Summer 2023. Enchanted Cottage is a magical retreat in an ideal location of multi-million dollar homes. Listen to the rushing river from every room. Heated pool. Long & private driveway. Complete privacy. Serene and bucolic. Beautiful brick patio and separate deck. Fully equipped kitchen, outdoor gas bbq, plush linens, wifi & satellite TV.
$15,000

$15,000

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
3Bathroom(s)
6.03 Acres
35Picture(s)
One of early Roxbury’s fabulous beauties! This well-preserved, late nineteenth-century Victorian Farmhouse has been lovingly maintained over the years, featuring modern renovations with appreciation and sensitivity to original detail. rnHuge, bright country kitchen, made for easy entertaining, is the central gathering place.
$15,000

$14,000

Washington, Connecticut

Maria Taylor
4Bedroom(s)
4Bathroom(s)
4.72 Acres
25Picture(s)
Available for the month of June, 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.
$14,000

$13,900

Warren, Connecticut

Peter Klemm
1Bedroom(s)
2Bathroom(s)
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.
$13,900

$12,500

Roxbury, Connecticut

Graham Klemm
3Bedroom(s)
4Bathroom(s)
24Picture(s)
June and/or July $12,500/month. Utterly Charming In-Town Delight with New Heated Pool. 2 Bedroom, 2.5 Bath Main House + 1 Bedroom, 1 Bath Guest House with Separate Kitchen. Moments From Library, General Store & Town Tennis Courts. Inviting Eat-in Kitchen with Dining & Seating Area. Separate Formal Dining Room. Large Living Room with Fireplace. 2 En-Suite Bedrooms.
$12,500
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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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