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School Year Rental Properties

Browse Available Home Rentals for the Academic Year

KLEMM Real Estate can help you find the perfect academic year rental property for the school year. Looking for a beautiful place to call home while you study? Our agents are familiar with the school year rental process and are ready to help you find the perfect home for you while you attend school. Our portfolio of academic year rental properties span Litchfield, Fairfield, & New Haven Counties in Connecticut, and Dutchess and Columbia Counties in New York. We have lots of beautiful rentals available!

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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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$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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$8,500

Warren, Connecticut

Joseph Lorino
5Bedroom(s)
3Full Baths
2.33Acreage Acres
37Picture(s)
Academic or winter rental. Strawberry Ridge Chalet is nestled between pristine vineyards overlooking Lake Waramaug. Complete privacy down a long driveway past the pond is a 5 bedroom home. Top of the line eat-in kitchen with seating area and stone fireplace. Flooded with light the living room/dining has vaulted beamed ceilings, sliders out to the orchard, vineyard and stream.
$8,500
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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

Washington, Connecticut

Judith Auchincloss
2Bedroom(s)
2Full Baths
1.9Acreage Acres
20Picture(s)
Le Petit Chateau. Academic fully furnished rental available in New Preston for September to May. Two bedrooms, two full baths and welcoming and perfect in every detail. Open floor plan with living room/dining room, fabulous chef's kitchen with island and guest bedroom with queen size bed and full bath on the main floor.
$5,500
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$5,500

Sharon, Connecticut

Joseph Lorino
3Bedroom(s)
3Full Baths
1Half Bathroom(s
3.38Acreage Acres
17Picture(s)
Available $25k/month summer. 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.
$5,500
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$5,000

Woodbury, Connecticut

Maria Taylor
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.
$5,000
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$5,000

Roxbury, Connecticut

Graham Klemm
2Bedroom(s)
3Full Baths
1Half Bathroom(s
3.42Acreage Acres
22Picture(s)
Sept-May $5k/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.
$5,000
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$4,500

Sharon, Connecticut

Graham Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
3.2Acreage Acres
24Picture(s)
$4,500/Month Nov 1-May 31. 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.
$4,500
21 Results returned.Per Page

Just a short trip from New York City, our small towns and rustic countryside offer peace, relaxation, and charm. As you browse our listings of available academic year rentals, you’ll fall in love with our slice of the countryside. Let us help you understand the options available to you, and pick out the perfect home base for your studies. Discover why so many of our previous clients are so happy to call Connecticut and New York their home!

We know that finding the perfect home for your academic year can be confusing and difficult. KLEMM Real Estate’s team of agents represent our multi-generational, family-owned firm with decades of experience in western Connecticut and southern New York. Whether joining class online or in person, KLEMM Real Estate’s available academic year rentals can provide you with the peace and stability you’ll need to focus and study. Interested in learning more about our available rental properties? Contact an agent today to learn more and begin your rental journey!

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