Our Rental Listings

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.

Search Smarter - Register with us to save favorite listings and be notified when new listings match your search criteria.‚Äč

Litchfield County CT Rental Listings

Dutchess & Columbia County NY Listings

Elegant Rental on Lakeville Lake

27 Elm Salisbury CT 06039

MLS Number 170104173

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

ELEGANT SUMMER RENTAL ON LAKEVILLE LAKE .....Fabulous home on 3 acres on Lake Wononscopomoc with private dock, boathouse and tennis court. This gracious home has 6 bedrooms on the second floor including 3 with ensuite baths, plus 4 additional guest rooms in the finished attic. Enjoy the sunsets from the boathouse which has a fireplace and screened porch. The lake views are fabulous and while it's private, it's located on a quiet side street where you can walk to the Town Beach and several Lakeville restaurants. This is a classic turn of the century home with large formal living room with fireplace, library with fireplace, beautiful dining room, great country kitchen and family room. Full of old world charm. . Available for summer 2019 for $70,000 and possibly longer term at a negotiated rate. One of the best properties in Lakeville.

Listed by Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

Twin Lakes Lodge

Twin Lakes Road Salisbury CT 06068

Price$48,000

Est. Mortgage: $/month

Listing Number X71218780

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

AVAILABLE Summer 2019 asking $48,000  - please call 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: 4.28% last updated on Mar 21, 2019
* 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

85 Reservoir Salisbury CT 06039

MLS Number 170155010

  • Rental
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,135
  • Year Built 1987

LUXURY SUMMER RENTAL WITH POOL .....This private home features pond views, a great screened porch, central air, 5 bedrooms and 4.5 baths in a perfect Lakeville location. First floor master suite, heated Gunite pool, basketball court, basement playroom ....available June 15, 2019 - September 4, 2019.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

The Camp House at Twin Lakes

Twin Lakes Road Salisbury CT 06068

Price$35,000

Est. Mortgage: $/month

Listing Number X20242085

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

AVAILABLE SUMMER 2019 $35,000, ACADEMIC YEAR $4000/mo.   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: 4.28% last updated on Mar 21, 2019
* 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

Waterfront Rental on Twin Lakes

28 South Shore Road Salisbury CT 06068

Price$30,000

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: 4.28% last updated on Mar 21, 2019
* 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

Salisbury Carriage House on Lake

261 Taconic Road Salisbury CT 06068

Price$25,000

Est. Mortgage: $/month

Listing Number X87310610

  • Non-MLS Vacation Rentals
  • Bathroom 3
  • Bedrooms 4
  • Address 261 Taconic Road

AVAILABLE Memorial through Labor Day 2019 for $25,000 Step from living room French doors to terrace and gardens overlooking the Channel from Twin lakes, or enjoy serene, landscaped rock vistas from any room in this newly renovated turn-of-the-century Carriage House.  Master bedroom suite, plus two bedrooms with bath on first floor, fourth bedroom and bath on second floor.  The elegant lofted-ceiling living room includes fireplace, Steinway piano, built-in bookshelves and dining area.  Also enjoy the gourmet kitchen, study or office; extensive walks and gardens, screened gazebo and canoe for outdoor enjoyment.  Paddle into the larger lake, or drive to nearby Lakeville Lake for supervised swimming. Owner is open to monthly rentals.  

Listed by Patricia Best of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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 Salisbury Rental

547 Under Mountain Salisbury CT 06068

MLS Number 170093900

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

ELEGANT SALISBURY RENTAL AVAILABLE 1/1/19- 5/20/19 for $4500 / month ...5 bedrooms and 3 full baths on second floor plus 2 more bedrooms, studio and full bath on third floor. Tastefully decorated and comfortable home with pastoral views, gardens and beautiful pool. Close to Twin Lakes, Berkshire cultural events, Berkshire School, Hotchkiss School and Indian Mountain School.

Listed by Patricia Best of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

Twin Lakes Cottage

Twin Lakes Road Salisbury CT 06068

Price$4,000

Est. Mortgage: $/month

Listing Number X92631962

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

AVAILABLE Academic Year 2019-2020 - 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: 4.28% last updated on Mar 21, 2019
* 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

Wells Hill Farmhouse Rental

334 Well Hill Road Lakeville CT

Price$2,900

Est. Mortgage: $/month

Listing Number X81503538

  • Non-MLS Long-Term Rentals
  • Bathroom 2
  • Bedrooms 3
  • 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: 4.28% last updated on Mar 21, 2019
* 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

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). Not available Summer 2019 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: 4.28% last updated on Mar 21, 2019
* 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

MLS Number 170021986

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

This charming village farmhouse is on a charming 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 summer months (June and July for $3,500 a month and $4000 for August) and also available Academic Year 2018-2019 for $2000/ month plus utilities .....possible 12 month rental at negotiated rate.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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

344 Main Salisbury CT 06068

MLS Number 170154136

  • Commercial Lease Commercial For Lease
  • Square Feet 500
  • Year Built 1940

Two professional offices are now available in prime, central Lakeville, CT. location. Quiet, commercial/office/retail space, with easy access and ample off-street parking. The ground level 240 square feet office is freshly renovated with a private entrance and shared bath on second floor. Monthly rent for this space is $500. Sunny, second floor office with 260 square feet has room for three desks. Asking $600 per month. Building tenants share use of shady back garden. Centrally heated and air-conditioned. Tenants responsible for very reasonable pro-rated cost of utilities. This charming, private, centrally located building has been used as professional offices, decorator's workroom, gallery and exercise space. Short walk to post office, restaurants and gym. On site responsible landlord. References and security deposit required.

Listed by and of Best & Cavallaro

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* 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.