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Summer Rental Properties Available

Rent Your Summer Home in Connecticut or New York

KLEMM Real Estate is here to assist you in finding the perfect summer rental home for your family. From summer cottages to outfitted farms, country manors to colonial homes, we have options for all kinds of beautiful summer rental properties. Interested in a serene summer home in the mountains or a quaint lakefront cottage? Our dedicated team of experienced agents can help you choose the perfect summer rental property in Litchfield, Fairfield, & New Haven Counties in Connecticut, or Dutchess and Columbia Counties in New York. Just a short trip away from New York City, the area provides a rustic escape from the city with all the amenities you and your family need.

KLEMM Real Estate knows how stressful it can be to find the perfect summer rental property. Our agents are excited to help make this process easy and enjoyable. As a multi-generational, family-owned firm, we have decades of experience with the areas we represent and the summer rental search process. Whether you’re looking for a summer escape from city life or a short taste of the rural countryside, our portfolio of summer rental properties can help you find what your family is looking for!

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$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
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$10,000

Roxbury, Connecticut

Graham Klemm
3Bedroom(s)
4Bathroom(s)
24Picture(s)
June $11,,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.
$10,000
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$8,000

Washington, Connecticut

Joseph Lorino
2Bedroom(s)
2Bathroom(s)
12Picture(s)
Available August 2023. Just outside the village of historic New Preston with shops and dining. Quaint 2 bedrooms and 1.5 baths charmer with large front porch. Cozy and comfortable with a private back yard. Stroll into town or to Lake Waramaug that is just around the corner. Enjoy the Washington Town Beach for summer.
$8,000
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$7,500

Kent, Connecticut

Maria Taylor
2Bedroom(s)
2Bathroom(s)
24Picture(s)
Want it all? Welcome to Poetess Place, a writer’s oasis and birder’s paradise on a private riverfront promontory in the heart of Kent, CT for a summer to remember.
$7,500
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$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
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$5,500

Roxbury, Connecticut

Melinda Dubow
3Bedroom(s)
2Bathroom(s)
5.15 Acres
22Picture(s)
Available September, 2023 at $5500/month. Striking Modern Renovation of Artist’s home in private, much sought after location in the rural Litchfield Hills. On a quiet country road, surrounded by woodlands, this 3-bedroom, 2 bath home rests on five acres with a gentle stream running through it. State of the art chef’s kitchen with all new appliances including a wine cooler.
$5,500
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Browse our portfolio of available summer properties and imagine spending the hot summer months in your beautiful home surrounded by the scenic expanses of the region. From rolling hills to mountain views, lakefront escapes to secluded wooded homes, southern New York and western Connecticut offer serene summer rental properties for all tastes.

We know that the process of finding a long term rental property can be confusing. Discover how KLEMM Real Estate can use our decades of experience in real estate in this area to help your family navigate this process. Let us help you find the perfect summer home for you and your family to enjoy a relaxing vacation. Interested in learning more? Contact one of our agents to get started!

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