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The Red Country Cottage

Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat scenic Harlem Valley Rail Trail from the cottage. Enjoy the evening sitting by the fire/comfortable patio. Visit the 60’s themed movie theater and restaurant walking distance, near by brewery/winery/cafe/restaurants, wedding venues, Lime Rock Racing, skiing. Direct train to Wassaic from MetroNorth

(Hudson Valley) Laughing Duck Cottage

Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

Stunning horse farm apt, hot tub

Enjoy the sounds of nature in this unique place. Stunning apartment, 30 ft. cathedral ceiling in a large barn on a beautiful horse farm. Large, contemporary, open-spaced living area, gorgeous wood beams, large windows, tons of light! New, fully equipped kitchen and bath with jacuzzi tub in addition to a shower. Spiral staircase leads to the open second-floor loft sleeping are with a king-sized canopy bed. The apartment also features a full-sized pool table. Facilities for horses also available.

Private cabin on five acres close to town

Best of both worlds: seclusion and privacy on 5 mostly-wooded acres, but only 2 miles from Millerton, one of the cutest towns in the Hudson Valley. Amazing food, shops and antiques, hiking, swimming, all within 15 minutes. The house has a 70’s vibe—cork floors and vintage furniture and a record player. But with all the modern amenities—laundry, wifi, high-end coffee maker and cooktop. Books and records and cooking equipment to make you feel at home. And only 20 mins to the MetroNorth to NYC.

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Brindlewood Sunny Upstate Escape 3BRs on 7.5 Acres

Experience upstate NY at its finest at Brindlewood in Millerton, NY. Nestled among tall trees atop a hill, with an expansive yard and acres to explore behind the house, Brindlewood has 3 BRs, 2 decks, a patio, and room to sleep 8 - perfect for any type of stay. Less than 2.5 hours from Brooklyn and <5 min to Millerton's Main St. 30 min to Hudson, or Great Barrington in the Berkshires. Hike, ski, shop, or just relax and enjoy the best of upstate life without the crowds and fuss.

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Gorgeous Modern New Ranch near Rail Trail!

Brand new top to bottom high end renovation on a stylish home just a mile from the quaint town of Millerton on 3 acres with tremendous views of the rolling hills of the Hudson Valley. Immaculate home boasts all the comforts and amenities to fully relax and absorb the landscapes. The Harlem Valley Rail Trail is a few hundred yards away. Walk or bike into town. Walk up the hillside 50 yards to capture unbelievable views. A truly stunning home and area.

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.