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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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$20,000

Sharon, Connecticut

Graham Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
10.09Acreage Acres
30Picture(s)
Summer 2024! June $20k; July $23k, Aug $27k. Utterly Charming Colonial on Quiet Road Near Village & Metro North. Brand New High-End Eat-in Kitchen. Fabulous Pastoral & Distant Views. Cell Service! Excellent Wifi! Screened Porch. Stone Terracing. 4 Bedrooms, 3.5 Full Baths. Renovated Modern Primary Bath. Central AC. Screened-Porch. Lovely Retreat from NYC.
$20,000

$20,000

Warren, Connecticut

Joseph Lorino
4Bedroom(s)
2Full Baths
1Half Bathroom(s
8.96Acreage Acres
25Picture(s)
Available June 2024. Nature paradise overlooking the 10 acre pond. Long driveway to complete privacy. New expansive & gourmet kitchen leading to large screen porch. Views and nature abound. Minutes to Warren town center, Kent or Cornwall Bridge. 4 bedrooms and 2.5 baths.
$20,000

$15,900

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.
$15,900

$15,000

Warren, Connecticut

Joseph Lorino
4Bedroom(s)
3Full Baths
1Half Bathroom(s
5.26Acreage Acres
24Picture(s)
Available summer 2024 at $15k per month. Overlooking Lake Waramaug and The Hopkins Inn & Vineyard. 4 large bedrooms with 3 and 1/2 baths. 2 bedrooms are en-suite. Open floor plan with a floor to ceiling, stone fireplace, barn wood paneling and hardwood floors. Long driveway to complete privacy with beautiful gardens, distant views and your own pond.
$15,000

$13,900

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.
$13,900

$10,000

Sharon, Connecticut

Graham Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
3.2Acreage Acres
30Picture(s)
Summer 2024 Rental - $10k/Month: June/July/August. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch.
$10,000

$8,500

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.
$8,500

$8,000

Woodbury, Connecticut

Sindy Butkus
4Bedroom(s)
2Full Baths
1Half Bathroom(s
2.1Acreage Acres
24Picture(s)
Pristine four bedroom home in private setting abutting land preserve. Over 2 acres of nature surrounds this home. Brand new fully equipped kitchen opens to an oversized family room with fireplace and built-ins. Formal living and dining rooms. Upper level features the Primary suite with walk in closet, full bath and fireplace.
$8,000

$8,000

Salisbury, Connecticut

Graham Klemm
5Bedroom(s)
2Full Baths
1Half Bathroom(s
5.89Acreage Acres
25Picture(s)
June $8k; July $8,500; August $8,500. Annually $5,900/month. Well Located 5 Bedroom/2.5 Bath Colonial. Fresh & Clean & Ready! Totally Private & Quiet Near Villages of Salisbury & Lakeville. Great Eat-In Kitchen Tricked Out with Appliances. Main floor Guest Bed or Den. Generous Living Room with Fireplace & TV. Multi-Zone Efficient Central AC.
$8,000

$8,000

Litchfield, Connecticut

Joseph Lorino
3Bedroom(s)
2Full Baths
0.34Acreage Acres
12Picture(s)
Perfect summer rental in town Litchfield. Relish in the luxuries and comforts of this 3-bedroom, 2-bath vacation house in Litchfield! 'Stone-Peca' is a quintessential New England property sitting on a half acre of land, offering a 4-season sun porch as well as a spacious backyard with a deck and patio.
$8,000

$7,500

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.
$7,500

$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
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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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