Toggle Menu

Escape to gracious country living!

Welcome to our collection of pristine renovated country rental homes located in historic, rural Litchfield County, within a scenic 2-hour drive from NYC. Washington is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after the Mayflower Inn. It is the current or former home to many artists, writers, actors and Wall Street executives – referred to as "more Vermont, than Vermont" and "the un-Hamptons". Nature preserves, Lake Waramaug, and the Shepaug River offer extensive hiking, biking, and water activities. Mohawk and Sundown Ski Areas , Lime Rock Raceway, and Quassy Amusement Park are all a short drive.

Each home was acquired for its architectural interest and private country setting in Washington's or Roxbury's most scenic neighborhoods. All are beautifully landscaped with flowering trees and shrubs, flagstone terraces with gas barbeques, and new in-ground gunite pools. Each has been exquisitely re-designed and furnished with art and antiques, elegant bedrooms and new luxury bathrooms, and chef's kitchens with new stainless steel appliances. Relax and refresh with Frette pressed cotton sheets, plush towels and bathrobes, Bigelow bath amenities, down featherbeds, comforters and pillows. Maid, catering, private chef and massage services are optional. Enjoy central heat and air conditioning, WiFi, flat screen televisions with dvds, cable and movie channels, central sound systems, central vacuums, and central alarms.

Click Image for Property Details

17 Kirby Road, Washington
(1)17 Kirby Road, Washington
Vintage Carriage House & Hot Tub
Washington's Historic Green
3-BR, 2-BA, Sleeps 6

47 Calhoun Street, Washington
(4) 47 Calhoun Street, Washington
Cottage on 25 Acres, Pool
Private, Spectacular Views
3+ BR, 3 1/2-BA, Sleeps 8

142 Melius Rd., Warren
(7) 143 Melius Rd., Warren
Pristine barn-style home
5-BR, 4 -BA, Sleeps 10

33 Sentry Hill Rd., Roxbury
(10) 33 Sentry Hill Road, Roxbury
Antique Reproduction, Pool
Private Scenic Dirt Road
6-BR, 3.5-BA, Sleeps 12

36 Senff Road, Washington
(13) 36 Senff Road, Washington
Country Estate & Cottage, Pool
Scenic Waterfall, Stream
8 BR, 5.5 BA, Sleeps 14

253 Tophet Road, Roxbury
(16) 253 Tophet Road, Roxbury
Victorian, Spa-Pool
Writers, Artists, Walking Neighborhood
3-BR, 2.5-BA, Sleeps 6

253 Tophet Road Pool House, Roxbury
(19) 253 Tophet Pool House, Roxbury
Large Vaulted Pool House
Writers, Artists, Walking Neighborhood
King Bed + Trundle Bed (King or 2 Twins)

16 Wheeler Road, North Salem, NY
(21) 23 Painter Hill Road, Roxbury 
Hilltop, Hot Tub, Farm Area
4-5 BR, 3 BA , Sleeps 9

110 Shearer Road, Washington
(2) 110 Shearer Road, Washington
Country Cottage
Scenic Estate Neighborhood
3-BR, 3-BA, Sleeps 7

18 Tunnel Road, Roxbury
(5) 18 Tunnel Road, Roxbury
Country Home
Farms, Shepaug River Road
4-BR, 2 1/2-BA, Sleeps 8

247 Painter Hill Road, Roxbury
(8) 247 Painter Hill Road, Roxbury
St. Barth-Style, Writers, Artists Area
4-BR, 4-BA, Sleeps 10-12

Moosehorn Colonial
(11) 45 Moosehorn Rd., Roxbury
Large Colonial, Pool
Private Preserve Neighborhood
6 BR, 4.5 BA, Sleeps 12

10 Sunny Ridge Road, Washington
(14) 10 Sunny Ridge Road, Washington
Sunny Ridge Farm, Pool
Historic District
8 BR, 6+BA Sleeps 16

45 Calhoun Street, Washington
(17) 45 Calhoun Street, Washington
Dutch Colonial, Pool
15 acres, gardens, fruit trees
4-6 BR, 3 + 3-1/2 BA

Washington CT Event Calendar

Top Picks
Click Here

31 South Street, Washington
(3) 31 South Street, Washington
South Street Cottage
Wonderful Yard & Neighborhood
4 BR, 2BA, Sleeps 8

58 Judds Bridge, Roxbury
(6) 58 Judds Bridge, Roxbury
Country Home
Barn, Pond, Scenic Dirt Road
5-BR, 3-BA, Sleeps 10

Washington Country Home
(9) 51 Senff Road, Washington
Country Home, Pool, Scenic Dirt Road
5 BR, 4 BA, Sleeps 10


(12) 5 Kielwasser Road, Washington
Magical Barn
Calhoun Historic District
5-BR, 3-BA, Sleeps 9

35 Painter Ridge Road, Roxbury
(15) 35 Painter Ridge Rd., Roxbury
Farmhouse
8 Acres, Pond, Fields
3 BR+, 3 BA, Sleeps 8

191 Ridgebury Rd, Ridgefield
(18) 191 Ridgebury Rd, Ridgefield Architectural Gem - 3-Mo. Minimum
5 acres, 2 pools
3BR + Maid's Apt.

141 Melius Rd., Warren, CT
(20) 141 Melius Road, Warren
Cottage With Tennis
Near Skiing & Lake Beaches
1-BR, 1.5-BA, Sleeps 4

77 Old Litchfield Rd., Washington, CT
(22) 77 Old Litchfield Road, Washington
Private Hilltop Views Close to Green
4-BR, 3-BA, Sleeps 9

WASHINGTON WEATHER