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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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$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

$14,900

Washington, Connecticut

Peter Klemm
7Bedroom(s)
9Bathroom(s)
0 Acres
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

$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

Washington, Connecticut

Peter Klemm
5Bedroom(s)
6Bathroom(s)
0 Acres
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.
$13,900

$12,900

Warren, Connecticut

Peter Klemm
4Bedroom(s)
4Bathroom(s)
20.22 Acres
36Picture(s)
Offered as Main House and / or One-bedroom Cottage.rnMain House: 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.
$12,900

$12,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
4Bathroom(s)
8.04 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.
$12,900

$12,900

Roxbury, Connecticut

Peter Klemm
6Bedroom(s)
4Bathroom(s)
3.01 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 $73,900.
$12,900

$12,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
3Bathroom(s)
2.21 Acres
16Picture(s)
If you are searching for the perfect country setting within an easy drive to wonderful local restaurants, spas, shopping, antiquing, skiing, water activities, hiking, historic homes and museums, then Country Cottage is for you. Wonderful family activities such as apple picking, farm stands, country fairs are also only minutes away.
$12,900

$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

$12,500

Pawling, New York

Joseph Lorino
4Bedroom(s)
4Bathroom(s)
70.4 Acres
32Picture(s)
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.
$12,500

$12,400

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.
$12,400

$11,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
4Bathroom(s)
1.69 Acres
18Picture(s)
Hilltop private 4-bedroom home with heated 16’ x 32’ inground pool, basketball, croquet, badminton, ping pong, bikes, and board games. A short drive to the Washington Green, Mayflower Inn, great restaurants, land preserves, shops and Lake Waramaug State Beach. Dine or relax on the poolside terrace, porch or covered wood deck. Bedroom 1: King. Bedroom 2: King. Bedroom 3: 2 Queens.
$11,900
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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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