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Luxury Vacation Collection

Take a short jaunt to enjoy country living.

After a scenic 2-hour drive from NYC, discover historic, rural Litchfield County, where you find our collection of pristine renovated country rental homes. Discover why The Gilmore Girls creator modelled Stars Hollow, the perfect Connecticut town, after Washington and the Independence Inn after our own Mayflower Inn. Washington is exceptional for its excellent restaurants, spas, antique shops, art galleries, boutiques, farms, historic homes, gardens, vineyards, distilleries, and orchards. 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. 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”.

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$14,900

Washington, Connecticut

Peter Klemm
5Bedroom(s)
5Full Baths
1Half Bathroom(s
31Picture(s)
Fabulous weekend retreat. Perfect for entertaining. 5,000+SF renovated home and guest house currently designed with 8 bedrooms and 5.5 marble baths. Original 18th century farm house was expanded with massive high-ceiling living room with fireplace, screening room, and master bedroom.
$14,900
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$13,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
8.04Acreage Acres
22Picture(s)
Perfect 6BR 3.5 Bath home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. Home to actors, writers, artists and the owners of luxury estate vacation homes.
$13,900
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$13,900

Roxbury, Connecticut

Peter Klemm
6Bedroom(s)
3Full Baths
1Half Bathroom(s
3.01Acreage Acres
30Picture(s)
Mint 6 bedroom colonial reproduction on scenic dirt road. Walk, jog, bike into land preserve. Heated pool, outdoor play set, bbq, 3 acre lawn, 4 wood-burning fireplaces. SUMMER:June - August $30,900/month. Memorial - Labor Day $74,900.OFF-SEASON: September - May $13,900/month If over 3 months, subtract $1,000 per month and no tax is due. ANNUAL:$169,000. Inquire about other/shorter rental terms.
$13,900
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$13,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
3Full Baths
2.21Acreage Acres
16Picture(s)
Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces and filled with the art of Thomas McKnight. 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winrian Inns & Spas.
$13,900
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$13,900

Warren, Connecticut

Peter Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
20.22Acreage Acres
36Picture(s)
Pristine barn-style home on scenic dirt road with stream and small ponds. Walk or bike ride along this scenic road into a land preserve and historic farms. Magnificent stone fireplace, vaulted beam living room. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea. Tennis. Close to Lake Waramaug and Mohawk Mountain Skiing.
$13,900
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$12,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
8.64Acreage Acres
21Picture(s)
Pristine 3-bedroom private mint farmer's home ideal for walking, jogging and biking. Magnificent design with antiques, art and 2 fireplaces, over-sized living room, dining room for 10 and chef's kitchen. Heated pool surrounded by endless summer hydrangea and 11 acres of lawns, pond, and fields. The perfect location minutes from the centers of Roxbury and Washington.
$12,900
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$12,900

Roxbury, Connecticut

Peter Klemm
4Bedroom(s)
2Full Baths
1Half Bathroom(s
3Acreage Acres
25Picture(s)
Pristine hilltop art filled home with views and only a short walk to Maple Bank Farm Stand, Toplands Farm and historic Roxbury Center. Wood burning fireplace, vaulted master bedroom with balcony and private bath. Dine or relax on the flagstone terrace. Ping pong, trampoline, croquet, badminton, gas BBQ, fire pit, bikes and board games.
$12,900
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$12,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
2Full Baths
24.65Acreage Acres
12Picture(s)
Charming mint renovated Nantucket-style cottage set on 25 acres of meadows with apple trees and 200-year old maples. Breathtaking hilltop views overlook farms, the Town of Washington and church steeples. Dine or relax on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.
$12,900
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$12,900

Roxbury, Connecticut

Peter Klemm
4Bedroom(s)
4Full Baths
25Picture(s)
Mint St. Barth's-style home in perfect hilltop neighborhood with heated pool. Exceptional interior design with two wood burning fireplaces and vaulted ceilings. SUMMER June - August $26,900/month, Memorial - Labor Day $69,900. OFF-SEASON: September - May $12,900/month--If over 3 months, subtract $1,000 per month. And no tax is due. ANNUAL: $159,000. Inquire for other/shorter rental terms.
$12,900
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$11,900

Washington, Connecticut

Peter Klemm
4Bedroom(s)
3Full Baths
1Half Bathroom(s
6Acreage Acres
31Picture(s)
Available August 1 for rent. Romantic home created from three barns and a silo set on six acres in an apple orchard. Wonderful historic walking neighborhood adjacent to Averill Farms Apple Orchards. Beautiful views over farms to hilltops. Relax enjoy a barbeque on the flagstone terrace poolside surrounded by new dawn roses, apple trees and blue hydrangea.
$11,900
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$11,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
3Full Baths
1Half Bathroom(s
3Acreage Acres
25Picture(s)
Restored 3-BR Victorian Cottage with pool/spa/hot tub with wonderful gas barbeque stone terraces. Best scenic road for walking or bike riding by historic farms and homes owned by numerous artists, authors, actors and Wall Street executives. Relax or dine poolside surrounded by hedges and blue hydrangea. Specimen trees, enough flowers to keep vases full. Large wood burning fireplace.
$11,900
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$11,900

Roxbury, Connecticut

Peter Klemm
3Bedroom(s)
2Full Baths
1Half Bathroom(s
3.1Acreage Acres
34Picture(s)
Meander down the most scenic of Roxbury dirt roads to reach "Tunnel Road 4-BR" tucked between the Shepaug River, historic wood Judd's Bridge and Farm and 1000 acres of Steep Rock land trust with endless hiking trails. Pristine renovated private country home with year round 8'x 16' spa pool, wood burning fireplace and open floor plan. Dine or relax on the granite terrace or covered front porch.
$11,900
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Each home 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, after being selected and 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. 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.

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