Kent, CT Homes for Rent

Ready to escape to something amazing? This gorgeous home right on Macedonia Brook. Whether you want it for the academic year, annual, or need something more flexible, we can work it out. Picture this: you just finished renovating this place and it looks incredible. We're talking park-like grounds, a screened porch where you can actually relax, and amazing western views of Preston Mountain. End

Phil Fox William Pitt Sotheby's Int'l

Charming Kent Ranch with Mountain Views - Macedonia Location. Nestled in the scenic Macedonia section of Kent, this inviting three-bedroom, one-and-a-half-bath ranch offers comfort, privacy, and beautiful mountain views. The single-level layout is bright and airy, with large windows framing the natural beauty that surrounds the property. A spacious living area flows into a well-appointed kitchen

Dave Fairty Regency Real Estate, LLC

Discover comfort and convenience in this bright and inviting 3-bedroom, 2-full bath unit located in the heart of Kent. This well-maintained unit features an eat-in kitchen, in-unit laundry, and a front deck perfect for relaxing outdoors, just moments from the shops, restaurants, and charm of Kent Village.

Samantha Behm William Pitt Sotheby's Int'l

Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a

Vanessa Henderson William Pitt Sotheby's Int'l

Your perfect winter getaway awaits in the heart of the Litchfield Hills! This modern masterpiece, set amid rolling hills, offers breathtaking sunset vistas that extend all the way to the Catskill Mountains. Step inside to a dramatic floating steel and glass staircase and a stunning living room with a soaring two-story wall of glass that frames the views. The sleek, contemporary kitchen with

Steve Pener William Pitt Sotheby's Int'l

Charming Litchfield County Escape- Short term stays considered. Perfect weekend or seasonal retreat just over the NY border. This 2013 home offers granite & stainless kitchen, hardwood floors throughout, and a spacious cobblestone patio ideal for entertaining. Main-level primary suite with double sinks and walk in closet. Two cozy bedrooms and a full bath upstairs, plus a finished lower level

Mary Ann Bennett Drakeley Real Estate, Inc.

West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

Jill Sloane Brown Harris Stevens

Enjoy country living in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the

Sharon McGuire William Pitt Sotheby's Int'l

Available Nov 11, 2025-May 25, 2026 @ $8,500 per month. Inquire about custom terms, more time or annual terms. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a welcoming open floor plan. Media/Game Room with Ping Pong. and

Stacey Matthews W. Raveis Lifestyles Realty

Aug 1- Sept 8 2025 @ 19,500 total. Inquire about custom terms, more time or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a

Stacey Matthews W. Raveis Lifestyles Realty

Available Aug 1- Sept 15 at 19,500. Inquire about custom terms, more time or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a

Stacey Matthews W. Raveis Lifestyles Realty