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.
$26,900
Roxbury, Connecticut
Peter Klemm
4Bedroom(s)
3Bathroom(s)
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.
$26,900
$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
$24,900
Roxbury, Connecticut
Peter Klemm
1Bedroom(s)
2Bathroom(s)
13Picture(s)
Large Vaulted Pool House. King BR + BA,Trundle BR/BA - King Bed or 2 Twins. Chef's Kitchen. Covered BBQ. Deck Overlooking Pool.Garage.rnSUMMER June - August $24,900/month Memorial - Labor Day $59,000; OFF-SEASON September - May $10,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Possible to rent with Main House with its own plunge pool.
$24,900
$7,500
Cornwall, Connecticut
Graham Klemm
5Bedroom(s)
2Bathroom(s)
22Picture(s)
Full Summer Rental, June-Sept 5th, 2023: $8,500/month. Shorter Term Considered. Uber Charming Center Chimney Colonial with Modern Addition. Numerous Period Details Throughout. Eat-in Kitchen with Fireplace & Newer Appliances. 2 Updated Full Baths. Large Private Deck with Views Over Lush Gardens. Large Studio.
$7,500
$72,000
Sharon, Connecticut
Graham Klemm
4Bedroom(s)
4Bathroom(s)
29Picture(s)
Sept 2023-May 2024 + Utilities. 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 Master Bath. Central AC. Lovely Retreat from NYC.
$72,000
$25,000
Washington, Connecticut
Graham Klemm
3Bedroom(s)
4Bathroom(s)
24Picture(s)
June 2023 $25k. July or Aug 2023 $35k.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.
$25,000
$22,500
Sharon, Connecticut
Graham Klemm
2Bedroom(s)
4Bathroom(s)
37Picture(s)
June 30-July 21st: $22,500 Chic Modern with Heated Pool. 2-3 Bed/3.5 Bath Colonial Set Along Wonderful Rural Road Near Village. Stylish Designer Home with High Ceilings, Screened Porch & Mature Gardens. Heated Gunite Pool Surrounded by Lush Plantings. Smashing Primary Bedroom Suite. East-In Kitchen with Top-Line Appliances. 2 Fireplaces. Manicured Grounds.
$22,500
$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
$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
$6,200
Cornwall, Connecticut
Joseph Lorino
4Bedroom(s)
2Bathroom(s)
8.94 Acres
27Picture(s)
Quintessential, country property up a long driveway to complete bliss and privacy. The Great Hill Cape is ideally located on the Litchfield/Cornwall boarder offering a serene and bucolic atmosphere. Open meadows on nearly 9 acres. 4 bedrooms and 2 baths. 2 fireplaces with one in the kitchen. Chef's kitchen with eat-in. Screened porch. 1 bedroom on the main floor and 3 upstairs.
$6,200
$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
$25,000
Washington, Connecticut
Joseph Lorino
5Bedroom(s)
5Bathroom(s)
3.78 Acres
31Picture(s)
Summer 2023 for $25,000 any month with some flexibility on dates. Inquire on pricing for other time frames. Fantastic and designer furnished 4 bedroom 4 and 1/2 bath house in an ideal location with gorgeous, heated pool. Lush and luxe linens and fully stocked kitchen. Quiet and serene outdoor dining and sitting areas. Formal dining room. Office. Primary suite on the main floor.
$25,000
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.