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Scroll down to find our current rental listings in northwestern Connecticut, including Litchfield County, CT, western Massachusetts and Dutchess County, NY. Contact us if you have questions or would like to schedule a private showing.

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Litchfield County CT Rental Listings

Dutchess & Columbia County NY Listings

Waterfront Rental on Twin Lakes

28 South Shore Road, Salisbury, CT 06068

Price$15,000

Est. Mortgage: $/month

Listing Number X31118148

  • Non-MLS Long-Term Rentals
  • Bathroom 2
  • Bedrooms 3
  • Half Baths 1

AVAILABLE SUMMER 2019 (please call for current availability and pricing).  This beautiful log cabin is set on Twin Lakes and overlooks the Berkshire Mountain range to the west.  Recently renovated, this furnished, waterfront home has 3 bedrooms, 2.5 baths and a great room with a gas fireplace and vaulted ceiling. Enjoy lazy, summer days relaxing in the hammock, lounging on the private dock, or walking the beautiful and quiet surrounding country roads.  The stone terrace is a great place to end your day, where the gas grill and wood-burning fireplace make it the perfect spot to enjoy a warm summer night with family and friends.  The house boasts central air, cable, and wi-fi.  Pets to be determined.    

Listed by Patricia Best of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Elegant Rental on Lakeville Lake

Salisbury, CT 06039

Rental Price$6,000

MLS Number 170104173

  • Rental
  • Bedrooms 6
  • Square Feet 7,000
  • Bathroom 6
  • Year Built 1900

ELEGANT ACADEMIC YEAR RENTAL ON LAKEVILLE LAKE .....very close to Hotchkiss and Indian Mountain Schools, this gracious home has 6 bedrooms on the second floor including 3 with ensuite baths, plus addition guest rooms in the finished attic. The lake views are fabulous and while it's private, you can walk to the Town Beach and several Lakeville restaurants. This is a classic home with large formal living room with fireplace, library with fireplace, beautiful dining room, country kitchen and family room. Full of old world charm , the home also features a tennis court. Enjoy cross country skiing on the lake. Asking $6,000 per month plus utilities.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Twin Lakes Lodge

Salisbury, CT 06068

Price$5,000

Est. Mortgage: $/month

Listing Number X71218780

  • Non-MLS Vacation Rentals
  • Bedrooms 4
  • Bathroom 2
  • Property Name Twin Lakes Lodge

AVAILABLE Summer 2019 - please call for pricing and availability. This wonderful "lodge style" home is part of a former camp directly on Twin Lakes.  Four homes are separated nicely in a park-like setting and share a tennis court and beach.  "The Lodge" features  four bedrooms, 2.5 baths, a home office, a large kitchen/dining/living room with a stone fireplace, and the perfect screened porch overlooking the water.  High-speed internet access available.  Also offering washer/dryer and central air conditioning. Row boat, two canoes, four kayaks, sailboat and shell available.  

Listed by Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Elegant Academic Year Rental

547 Under Mountain, Salisbury, CT 06068

Rental Price$5,000

MLS Number 170093900

  • Rental
  • Bedrooms 5
  • Square Feet 7,006
  • Bathroom 4
  • Year Built 1900

ELEGANT ACADEMIC YEAR RENTAL AVAILABLE 9/1/18 - 6/1/19 FOR $5000 PER MONTH, SUMMER 2019 FOR $40,000 OR 12 MONTH RENTAL AT NEGOTIATED RATE...5 bedrooms and 2 full baths on second floor plus 2 more bedrooms, studio and full bath on third floor. Tastefully decorated and comfortable home with pastoral views. Close to Berkshire School, Hotchkiss School and Indian Mountain School. Possible 12 month rental at negotiated rate.

Listed by Patricia Best of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Twin Lakes Cottage

Salisbury, CT 06068

Price$4,000

Est. Mortgage: $/month

Listing Number X92631962

  • Non-MLS Long-Term Rentals
  • Property Name Twin Lakes Cottage

AVAILABLE summer 2019 - please call for availability.  This comfy, spacious cottage is part of a former camp directly on Twin Lakes.  Four homes are spread around this park-like setting and share this idyllic retreat.  This renovated, nicely furnished rental contains four bedrooms, a stone fireplace, renovated kitchen, tennis court and sandy beach, great views.  Air conditioning and internet.  Rowboat, kayaks, sailboat and shell are available for fall and springtime use. Both tennis courts and basketball court have been resurfaced. During winter, renters may cross country ski on open grounds.

Listed by Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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The Camp House at Twin Lakes

Twin Lakes Road, Salisbury, CT 06068

Price$4,000

Est. Mortgage: $/month

Listing Number X20242085

  • Non-MLS Vacation Rentals
  • Bedrooms 6
  • Address Twin Lakes Road
  • Bathroom 3

AVAILABLE 2018-2019 Academic Year (November through Memorial Day) & Summer 2019. Charming and fun rental on grounds of former camp on Twin Lakes.  Four homes are spread over this park like setting and share the beach, boats and tennis courts.  The Camp House features six bedrooms and three baths, screened porch, air conditioning, internet all in a 1920's house completely renovated in 1995 with lake view. Comfortably furnished. Utilities not included.    

Listed by Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Wells Hill Farmhouse Rental

334 Well Hill Road, Lakeville, CT

Price$2,900

Est. Mortgage: $/month

Listing Number X81503538

  • Non-MLS Long-Term Rentals
  • Bedrooms 3
  • Bathroom 2
  • Maximum Occupants 6
  • Half Baths 1

AVAILABLE FROM 9/1/18 - 5/31/19 with possible extension into June.  This tastefully decorated farmhouse is set on a lovely lot with pastoral views and sunsets from the back porch.  The living room features a fireplace and French doors to the patio where you can enjoy the fire pit.  The ensutie master is on the first floor along with an open kitchen/dining area.  The second floor has two more bedrooms, one with twin beds and one with a queen, that share a nicely updated bath.  Close to Hotchkiss School, Indian Mountain, Salisbury and Berkshire boarding schools.  Asking $2,900 per month plus utilities.   

Listed by Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Summer Rental on Lakeville Lake

123 Interlaken Road, Lakeville, CT 06039

Price$2,500

Est. Mortgage: $/month

Listing Number X46821134

  • Non-MLS Vacation Rentals

Available Academic year 2019 - 2020 ($2,500 price is to be determined). Newly renovated, immaculate, three bedroom, two bath Cape on two private lakefront acres. Fully furnished with updated kitchen, sun room, central air, Wi-Fi, cable TV, washer/dryer and attached garage.  Large covered back porch overlooks landscaped grounds and Lake Wonoscopomuc (Lakeville Lake). Utilities not included.        

Listed by Patricia Thurman of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Classic Colonial Rental in Salisbury

6 Falls Mountain, Salisbury, CT 06039

Rental Price$2,500

MLS Number 170119939

  • Rental
  • Bedrooms 4
  • Square Feet 2,798
  • Bathroom 4
  • Year Built 1971

Lovely Classic Country Colonial. Beautifully updated kitchen with high end appliances and granite countertops. The living room has a wood burning fireplace and it opens to a sun filled dining area with views of private gardens. The library has custom built bookcases. The master bedroom is en-suite on the main floor with french doors leading to a deck with pergola. 2 bedrooms upstairs with a shared full bath. Downstairs, there is another en-suite bedroom with a walk out to a brick patio. Also, a finished family with a walk out to the patio. Professionally landscaped with irrigation system and fountain. Two car garage is attached through a breezeway. It is a short walk to the Great Falls on the Housatonic River and the Appalachian Trail. Close to area private schools, The Hotchkiss School, Salisbury School, Indian Mountain School and Town Hill School. MetroNorth at Wassaic is about a 30 minute drive. This home is available for rent for the academic year at 3000 per month.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Charming Lakeville Farmhouse

28 Pettee, Salisbury, CT 06039

Rental Price$2,200

MLS Number 170021986

  • Rental
  • Bedrooms 3
  • Square Feet 1,650
  • Bathroom 2
  • Year Built 1914

This charming farmhouse is on a dead end street across from the town tennis courts and a short walk to Lakeville Lake. There is a nicely renovated kitchen, 3 bedrooms and 1 and 1/2 updated baths plus laundry. Furnished and available for July for $4000 and also available Academic Year 2018-2019 for $2200/ month .....possible 12 month rental at negotiated rate

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Commercial Space in Lakeville

344 Main, Salisbury, CT 06039

Price$550

MLS Number 170035740

  • Commercial Lease Commercial For Lease
  • Square Feet 240
  • Year Built 1940
  • Acreage 0.28

Private, central Lakeville, ground level, quiet commercial/office/retail space is now available. Easy access and ample off-street parking. One private commercial/retail 240 square foot space is attractively priced at $550 with separate parking lot entrance and shared bathroom. Building tenants share use of adjacent shady back garden. Tenants responsible for cost of utilities on a % basis. This charming, quiet, centrally located building has been used as professional offices, decorator's office, gallery showroom and yoga studio. Short walk to post office, restaurants and gym. On site responsible landlord.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.94% last updated on Nov 15, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2017 Smart MLS, Inc. All rights reserved.