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Short Term Rental Properties

Available Rental Properties for Short Term

KLEMM Real Estate will help you find the perfect home to rent for your next short term needs! Whether you’re looking for a rental home in Litchfield, Fairfield, & New Haven Counties in Connecticut or Dutchess and Columbia Counties in New York, our team can help you choose the perfect place to call home for your next relaxing getaway.

Our dedicated team of agents can find what you need! As a multi-generational, family-owned firm, KLEMM Real Estate has decades of experience working in western Connecticut and southern New York. Our extensive portfolio short term rentals covers all corners of our region.

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$11,900

Washington, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
0.5Acreage Acres
14Picture(s)
Restored country cottage furnished with antiques, fine furnishings & oriental rugs. New gunite in-ground pool and terrace. Wonderful scenic dirt road walking or bike riding through historic estate neighborhood. Relax or dine with a bbq on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.
$11,900
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$11,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
1.69Acreage 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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$11,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
3Acreage Acres
25Picture(s)
Restored 3-BR Victorian Cottage with pool/spa/hot tub with wonderful gas barbeque stone terraces. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and Wall Street executives. Relax or dine poolside surrounded by hedges and blue hydrangea. Specimen trees, enough flowers to keep vases full. Large wood burning fireplace.
$11,900
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$11,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
2Full Baths
1Half Bathroom(s
3.1Acreage Acres
34Picture(s)
Meander down the most scenic of Roxbury dirt roads to reach "Tunnel Road 4-BR" tucked between the Shepaug River, historic wood Judd's Bridge and Farm and 1000 acres of Steep Rock land trust with endless hiking trails. Pristine renovated private country home with year round 8'x 16' spa pool, wood burning fireplace and open floor plan. Dine or relax on the granite terrace or covered front porch.
$11,900
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$10,900

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.
$10,900
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$10,900

Roxbury, Connecticut

Peter Klemm
1Bedroom(s)
2Full Baths
3Acreage Acres
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. SUMMER 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.
$10,900
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$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. 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. Main Floor Cozy Den or Office with TV.
$8,000
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$7,500

Warren, Connecticut

Joseph Lorino
4Bedroom(s)
2Full Baths
1Half Bathroom(s
8.96Acreage Acres
25Picture(s)
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.
$7,500
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$7,000

Warren, Connecticut

Joseph Lorino
5Bedroom(s)
3Full Baths
2.33Acreage Acres
26Picture(s)
Available November 1, 2023. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is the 4 to 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace.
$7,000
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$6,900

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.
$6,900
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$5,500

Woodbury, Connecticut

Claudine McHugh
3Bedroom(s)
2Full Baths
1Half Bathroom(s
1.06Acreage Acres
16Picture(s)
Beautifully renovated and remodeled split-level home in convenient location. All new exterior, mechanicals, insulation, interior, etc. The Great room is the heart of the home with a gorgeous kitchen with stainless steel appliances, granite countertops, island with breakfast bar and sliders to the rear deck.
$5,500
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$2,450

Sharon, Connecticut

Graham Klemm
1Bedroom(s)
1Full Baths
5.56Acreage Acres
11Picture(s)
$2,450/Month. Utterly Charming 1-bed/1-Bath Cottage. Large Great Room with Vaulted Ceiling & Fireplace. Good Wifi! Well Located Between Sharon & Lakeville, Near Hotchkiss, Indian Mountain & Salisbury Schools.
$2,450
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Let KLEMM Real Estate help you find the perfect home to rent for your next weekend getaway! Whether you’re looking for a rental home in Litchfield, Fairfield, & New Haven Counties in Connecticut or Dutchess and Columbia Counties in New York, our team can help you choose the perfect place to call home for your next relaxing weekend getaway.

Just a short trip away from New York City, our properties offer all types of premium weekend rental properties. Whether you’re looking for a serene, countryside escape from the hustle and bustle of the city or a quaint lakeside retreat for your family’s next weekend away, KLEMM Real Estate can help you find your perfect rental home.

As you drive along our quiet country roads and winding small town streets, you’ll fall in love with the quaint and charming communities that southern New York and western Connecticut have to offer. Explore quiet small towns and beautiful wooded forests. Enjoy scenic views of peaceful, majestic mountains and sparkling lakes and rivers, all from the comfort of your family’s weekend rental home. Discover why so many of our clients return to the area time and time again!

We know that finding the perfect vacation home for your next weekend getaway can be difficult. Let our team of dedicated and experienced agents help you understand the options available to you, and pick out the perfect home base for your family’s next vacation! Interested in learning more about our available weekend rental properties? Contact an agent today to learn more!

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