Private hilltop home with heated 16' x 32' inground pool. Mint Renovation. Open-floorplan Living/Dining/Kitchen with gas fireplace and large wood deck with views over the sprawling, hilltop 2-acre lawn. Currently set-up as 4 bedrooms, and 3.5 baths. Enclosed porch overlooking pool. Under-house attached garage. A short drive to the Washington Green, Mayflower Inn, great restaurants, land preserves, shops, and Lake Waramaug. The perfect country escape with high seasonal rental demand...

Annual furnished rental. Incredibly charming and authentic circa 1850's Greek Revival House, "The Rectory" is located by the Washington Green and adjacent to the Ehrick Rossiter-designed St. John's Church. Traditional historic details throughout such as hardwood floors, original windows, wood paneling, and original wood-burning fireplaces yet with modern amenities such as Central Air throughout, Wi-Fi, cable, etc. Eat-in kitchen with charming breakfast room that leads outside to a delightful patio with grill and a lovely private garden area. Next to the kitchen is also a cozy sitting room called "The Snuggery" with an oversized wood-burning...

Charming cottage on Red Jacket Farm just minutes from the Depot and Lake Waramaug. A versatile floor plan, the one bedroom cottage can also be used as a two bedroom with four rooms on main floor and a primary suite on upper level. On the main floor a set of French doors opens to a private backyard that overlooks the horse paddock. The light, bright and spacious upper level bedroom suite shares the view through a large picture window. Rental includes a washer and dryer, has propane heat and central air. Small dog or indoor cat will be considered. Landlord is responsible for grounds maintenance and snow plowing. Tenant must have good...

Hilltop private 4-bedroom home with heated 16’ x 32’ inground pool, basketball, croquet, badminton, ping pong, bikes, and board games. A short drive to the Washington Green, Mayflower Inn, great restaurants, land preserves, shops and Lake Waramaug State Beach. Dine or relax on the poolside terrace, porch or covered wood deck. Bedroom 1: King. Bedroom 2: King. Bedroom 3: 2 Queens. Bedroom 4: Bunk Beds. Bathrooms: 3 Full, 1 Half. Gas Fireplace. Heated Pool. 3-car attached garage. 2 Acres Hilltop Lawn. 1 Mile to Town. 4 Miles to Lake Waramaug. 23 miles to skiing. 2 hours to NYC. SUMMER June - August $24,900/month. Memorial - Labor Day $59,900....

Pristine Arts & Crafts Carriage House. Perfect setting on Washington's Historic Green surrounded by the Frederick Gunn School and historic shingle-style Rossiter mansions. Ground floor ensuite primary bedroom, office with sleeper sofa and cozy den with wood-burning fireplace. Upstairs, king bedroom with ensuite bath, large living room, dining room and eat-in kitchen. Fabulous mahogany deck for barbequing. Wonderful walking or biking neighborhood near the Gunn Library & Museum, churches, a caf?, and the Steep Rock Land Preserve. Beautiful neighborhood views. SUMMER June - August $15,900/month; Memorial - Labor Day $39,900 OFF-SEASON...

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.SUMMER:June - August $30,900/month; Memorial - Labor Day $74,000;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 for other/shorter term rental...

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. Plus a dining room, recreation room, chef’s gourmet kitchen with Viking range, Sub-Zero and wine refrigerators, island. Wide oak & chestnut floors and beams. Bluestone BBQ Terraces surrounding heated gunite pool. Scenic dirt road walking estate neighborhood with views across a pond and waterfall. SUMMER:June - August $36,900/month. Memorial - Labor Day...

Restored country cottage furnished with antiques, fine furnishings & oriental rugs. New gunite in-ground pool and terrace. Wonderful scenic dirt road walking or bike riding through historic estate neighborhood. Relax or dine with a bbq on the flagstone terrace poolside surrounded by new dawn climbing roses, hedges and blue hydrangea.SUMMER June - August $24,900/month; Memorial - Labor Day $59,900; OFF-SEASON September - May $11,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Inquire for other/shorter rental terms. Renovated Cottage. 3 Bedrooms including Vaulted Master with private bath. New...

Pristine 4 Bedroom cottage on a wonderful yard near the Mayflower Inn and historic center of Washington. New chef's Kitchen and stainless steel appliances. Luxurious baths and bedrooms. Heated in ground gunite pool. 1 acre of flat lawn surrounded by endless summer...

Charming cottage on Red Jacket Farm just minutes from the Depot and Lake Waramaug. A versatile floor plan, the one bedroom cottage can also be used as a two bedroom with four rooms on main floor and a primary suite on upper level. On the main floor a set of French doors opens to a private backyard that overlooks the horse paddock. The light, bright and spacious upper level bedroom suite shares the view through a large picture window. Rental includes a washer and dryer, has propane heat and central air. Small dog or indoor cat will be considered. Landlord is responsible for grounds maintenance and snow plowing. Tenant must have good...

Elegant country estate set on 20 acres that can be reconfigured in multiple ways to meet your lifestyle demands. This magnificent property includes the modern shingle style main residence, heated infinity pool and spa, bath house, 2 guest cottages, an office, 16 stall horse barn that can be converted to a party barn/car storage, etc, trout pond, two brooks, rolling lawns, pastures. There are 7 bedrooms, 6 full, 3 half baths and 8 fireplaces. The home is heated by both geothermal and oil forced hot air. Extra’s also include an elevator, full house generator and an irrigation system. Pool house has a full kitchen, dining area, open living room...

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. Plus a dining room, recreation room, chef’s gourmet kitchen with Viking range, Sub-Zero and wine refrigerators, island. Wide oak & chestnut floors and beams. Bluestone BBQ Terraces surrounding heated gunite pool. Scenic dirt road walking estate neighborhood with views across a pond and...