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

Waterfront Rental on Twin Lakes

28 South Shore Road Salisbury CT 06068

Listing Number X31118148

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

AVAILABLE SUMMER 2020 (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: 3.75% last updated on Nov 14, 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

79 Rocky Salisbury CT 06068

Salisbury, CT79 Rocky Lane

Rental Price$16,000

MLS Number 170171876

  • Rental
  • Bedrooms 4
  • Square Feet 2,260
  • Bathroom 4
  • Year Built 1900

Classic 1900's Adirondack style lake home filled with charm. This home sits privately away from the road and has beautiful views over Lake Washining, the larger of the Twin Lakes. Well appointed interior with wood floors, wood burning stone fireplace and four bedrooms, including a master suite with a wall of windows looking at the water. There is a screened porch, dock and cabin with foosball table. The perfect summer retreat. Available may and June for 12,000 per month or July, August and September for 16,000 per month.

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

22 Under Mountain Salisbury CT 06068

MLS Number 170247668

  • Rental
  • Bedrooms 3
  • Square Feet 1,693
  • Bathroom 2
  • Year Built 1920

Village Jewel. Newly designed and renovated cottage in the village of Salisbury across the from the White Hart Inn. The house is in mint condition with perfection in every detail. The spaces reflect a casual but sophisticated design aesthetic. It promises a comfortable stay featuring Casper mattresses and pillows, Pine Cone Hill linens and a Williams Sonoma kitchen. Enjoy walking to town, shopping, restaurants and to Lakeville Lake. Enjoy summer life in the village in a beautiful cottage. Available from June 1, 2020- August 31, 2020 for $15,000.

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

LUXURY RENTAL IN LAKEVILLE

148 Interlaken Salisbury CT 06039

MLS Number 170200245

  • Rental
  • Bedrooms 4
  • Square Feet 3,710
  • Bathroom 4
  • Year Built 2005

LUXURY LAKEVILLE RENTAL FOR ACADEMIC YEAR .....This immaculate 4 bedroom 3.5 bath house features a stone swim spa which allows you to swim against the current or enjoy as a hot tub overlooking the beautiful view. Beautifully appointed the home features a gourmet kitchen, 2 fireplaces and 2 screened porches. Near Hotchkiss and Indian Mountain Schools, Millerton, NY and 20 minutes to the train to NYC. One attached garage space available to tenant. Academic Year $4000 per month from September 2019 to May 2020. No pets.

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

LUXURY ACADEMIC YEAR RENTAL

334 Under Mountain Salisbury CT 06068

MLS Number 170177321

  • Rental
  • Bedrooms 3
  • Square Feet 3,452
  • Bathroom 4
  • Year Built 1981

LUXURIOUS RENTAL in Salisbury, Ct. Available for 12 months for $3500/mo for Winter through May 2020 or Summer only 2020 for $40,000 Also available on a 12 month basis for $6,000/ mo. Beautifully furnished and tastefully renovated 3 bedroom 3.5 bath home and Den with pullout queen and full bath, private office, attached garage, heated pool and large deck. Privately set and conveniently located near Berkshire School, Hotchkiss, Indian Mountain School and Salisbury Schools. Tenant pays utilities.

Listed by Patricia Best of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

461 Wells Hill Salisbury CT 06039

MLS Number 170034107

  • Rental
  • Bedrooms 4
  • Square Feet 2,016
  • Bathroom 3
  • Year Built 1850

Built in 1850 this beautiful country home offers the charm of the old while providing all the necessary updates for today's busy family. First floor master suite, formal wood paneled dining room, large living room with wood burning fireplace and bright kitchen with stainless steel appliances and marble countertops. Upstairs, there is a guest bedroom suite and two additional bedrooms with hall bath. Surrounded by rolling horse fields and distant views enjoy sitting by the pool or dining on the fieldstone terrace. A breezeway makes a perfect mud room in winter or sun room in summer and leads to an attached two car garage. Minutes from town, Hotchkiss School and area restaurants. Available school year 2019-20 for $3,500 per month, annually for $4,800 per month and summer 2020 for $40,000.

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

87 Canaan Salisbury CT 06068

MLS Number 170217537

  • Rental
  • Bedrooms 2
  • Square Feet 1,624
  • Bathroom 3
  • Year Built 1989

Fabulously renovated Lion's Head unit in newer section featuring 2 bedrooms, 2.5 baths, all new kitchen appliances, fireplace, private deck, extra sleeping loft and first floor master suite. Available in September annually for $3,000 per month plus utilities.

Listed by Leslie Bell of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

235 Dibble Hill Cornwall CT 06796

MLS Number 170231597

  • Rental
  • Bedrooms 5
  • Square Feet 5,252
  • Bathroom 5
  • Year Built 1952

This property defines easy elegance and country living. Located just minutes from the bucolic hamlet of West Cornwall, famous for its historic covered bridge spanning the Housatonic River, it is set atop a hillside, with 5 gracefully landscaped acres and sweeping views. Its design and thoughtful layout were executed by a local craftsman known for green building. Whether in the formal living room, large bright kitchen, or den with stone fireplace, every window looks out onto the tranquil, natural setting. A formal dining room offers relaxed, al fresco-like dining with its 3 walls of windows.The master wing on the first floor has a study and a large bedroom with two bathrooms, each with a dressing area. Upstairs, in a treehouse-like setting, is a large, comfortable, common room with three guest rooms and a full bath. The walk-out lower level has a game room, study, large bedroom, full bath, and walls of windows, as well as ample storage. There is a 3-car garage and guest house, which has a soaring ceiling upstairs and a full bedroom and bath downstairs, perfect as a studio space or guest apartment. Outside, the park-like grounds are professionally designed with stone walls, rolling lawns and stunning, mature, specimen plantings. The in-ground, heated pool is nestled perfectly into the hillside, and a tennis court completes the fun. This home has it all!

Listed by Mimi Harson of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

9 Ravine Ridge Salisbury CT 06068

MLS Number 170237911

  • Rental
  • Bedrooms 3
  • Square Feet 2,240
  • Bathroom 3
  • Year Built 1970

Wonderul barn style home privately located between towns of Salisbury and Great Barrington, MA. on 3.06 acres. Enjoy a warm fire in the great room with vaulted ceiling, dining area and open kitchen or dinner on the deck on summer evenings. The master suite and two additional bedrooms with hall bath are located on the lower level with French doors opening to a beautiful meadow with wildflowers. Close to winter and summer activities including both downhill and cross country skiing, hiking, biking, swimming, antiquing, dining out, movies, art galleries and concerts.

Listed by Leslie Bell of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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
  • Square Feet 1,650
  • Bathroom 2
  • 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 2020.(June and July for $3,500 a month and $4000 for August) and also available Academic Year 2019-2019 for $2200/ month plus utilities.

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

310 Music Mountain Canaan CT 06031

MLS Number 170245735

  • Rental
  • Bedrooms 3
  • Square Feet 2,252
  • Bathroom 2
  • Year Built 1988

This beautiful light-filled, single level home with soaring ceilings, sits privately off a quiet country road. Offering three bedrooms, two full baths and three fireplaces, including one in the master bedroom suite. Wood floors throughout most of the home, large laundry room and attached 2-car garage. A large deck wraps around the house. Owners are flexible on length of term. House can come off the market for the winter.

Listed by Mimi Harson of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

346 Main Salisbury CT 06039

MLS Number 170091342

  • Commercial Lease Commercial For Lease
  • Square Feet 210
  • Year Built 1860
  • Acreage 0.46

Lakeville, Ct, Main Street, great visibility with plenty of off street parking; Perfect location for professional offices, Art Gallery, retail. Walk a few yards to post office, six restaurants, two banks, art galleries and convenience store. Town beach a few blocks away. Divided into multiple office suites; . Two separate second floor offices each with access to half bath at $600/month for each unit . Cable,wifi, utilities included in the rent

Listed by and of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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

GROUND FLOOR OFFICE IN LAKEVILLE

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 William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Nov 14, 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.