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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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$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

$8,000

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

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

$4,000

Roxbury, Connecticut

Melinda Dubow
3Bedroom(s)
2Full Baths
5.15Acreage Acres
26Picture(s)
Featured in CTC & G January, 2024 Issue! 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.
$4,000

$2,000

Roxbury, Connecticut

Melinda Dubow
1Bedroom(s)
1Full Baths
5.15Acreage Acres
8Picture(s)
Featured in CTC & G January, 2024 Issue! 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 1 bedroom/ 1 bath apartment, is located beneath the main house and may be rented with the Main House or completely closed off on its own.
$2,000
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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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