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300+ Rentals · Hillsdale
300+ Rentals · Hillsdale
Beautiful cottage in walking distance to Taconic State Park. Enjoy great farm to table dining. Hike to Birkshires' Bash Bish Falls, bike the Harlem Valley Rail Trail, and swim in the spring fed iron ore pit. Learn More
Beautifully restored cottage just 2.5 hours from NY. Two bedrooms comfortably accommodate four. Relax in a deep soaking tub, or enjoy some wine and recline on the large deck. Access to Guest house and property. No access to other properties or structures. Please do not go on neighbor's property. Occasionally, or as desired by guests. We're not always around, but we are always happy to share tips of activities and ideas of what to do. Set on a dead end road with room for kids to run and p...
Our beautiful, spacious home on 2 acres, featured in Domino magazine, is great for groups or families. Modern custom kitchen, four bedrooms. Walk to Taconic State Park, Rail Trail, local pub. Short drive to Bash Bish Falls, golf, hiking, great shopping/restaurants in Hudson, Millerton, Great Barrington, northwest CT,Berkshires. Learn More
We call our home The Oak and Olive. Our house was featured in Domino magazine in 2009, and the recent renovation was overseen by renowned local designer Chase Booth. The downstairs area has a great flow between the kitchen, dining room and living room, and the four bedrooms accomodate lots of guests comfortably. Two couches downstairs also comfortable for sleeping/crashing. Upstairs has three of the bedrooms, plus an office and tv area. The house is surrounded by two beautiful acres...
Winter has arrived, bringing snow and new adventures. Ski, skate, or snuggle w/hot cocoa! There is nothing more peaceful than watching deer graze at twilight. The Hudson Valley is always amazing. Come visit and discover the joys of Columbia County. Learn More
Hi! Welcome to our peaceful home. This two bedroom ranch is up a hill, out of sight, and ready to make you feel at home. Here you will be able to lounge around, inside or out, and use it as a jumping off point to all the wonderful things the Hudson Valley area has to offer. Our home is located in southern Columbia County in a tiny little town called Gallatin. We are near Ancram and Pine Plains. We have two bedrooms of equal size. One bedroom has a king bed, the other a bunk...
A charming country house, recently renovated, with spacious beautiful rooms, kitchen island, fireplace, deck & screened porch. Set far back from the road on 2.6 acres, secluded, calm, woods in back and huge front lawn with stone wall. Near Copake . Learn More
The master bedroom (king size bed) and bath are recent additions, also an expanded kitchen with kitchen island and sliding glass doors leading out to the deck. There is a screened porch as well. The back view features a grassy area, and then woods all around, with lovely trees and bushes and wildflowers in the spring and summer. It is serene and secluded. The front view is a huge expanse of lawn and a stone wall with shrubs and bushes. Sitting in the living room listening to WKZE (best ...
Our cozy 3 bedroom, 2 bath post-and-beam house is located between Copake and Ancram, 2 hours north of New York City, close to both the Berkshires and Hudson. It is available for daily and weekly rentals, depending on the season. Sleeps 6 to 8. The house is set on 7 acres of totally private, secluded land, off a picturesque dirt road and surrounded by woods, open lawn, and field. The view is stunning, the deck is huge, and the house is filled with books, toys, and games. Wildlife is everywhe...
Ancram is a hamlet located about 1hr 45 min north of NYC. Close to ski resorts (East and West of Hudson river), hiking and beautiful lakes. Antiquing/art shows are great activities also near by. Don't miss summer concerts at Tanglewood! House for 5pl Learn More
Completely renovated 1860 post and beam colonial home comfortably fits 5 guests. Includes art studio/master br, w/skylights (easel available), large cathedral ceiling in dinning room. Early american kitchen, cozy 2nd br, and 2 comfortable sitting areas. Large terrace in backyard w/ stone walls and tiny lily pond. Parking for 2 cars. Guest access to the 2 top floors., backyard and 2 front porches. Gallery spaces are inaccessible. Friendly, well travelled owners are always available for gu...
The best of both worlds! Stay home & enjoy the sights & sounds of the woodland. Fully equipped kitchen including patio grill or, venture out! Taghkanic State Park 2 miles away w/ wonderful lake. Centrally located to countless local amenities. Learn More
Comfortable and cozy home w/ three bedrooms. Two doubles and one single. Enjoy the out-of-doors from the patio, various lovely vantage points on the property or from the comfort of the living room through the large picture window. 8 acres to hike and enjoy, adjacent to 500 wooded acres. Wonderfully quiet! Full access. Laundry facilities available upon request. I am usually local and available if needed. Amazing central locale! Taghkanic State Park 2 miles with lovely lake swimming...
This lovely 3 bedroom home on 26 acres, located in the heart of New York's Hudson Valley, is the perfect place to get away from it all. Tranquil, serene beauty everywhere you look. The living room has great views of the Berkshires and Litchfield Hills. Stroll the grounds or take long, leisurely walks on quiet country roads. Take meals on a cool screened porch overlooking towering oaks and maples. On chilly nights, curl up with a good book in front of the fireplace. From spring through ...
This 3 bedroom home is down a private dirt road that is surrounded by 300 untouched acres that is perfect for snowshoeing. We are located in southern columbia county NY and less then 30 miles from 5 different ski resorts, with two within 14 miles. If you are looking for a nice relaxing winter getaway near plenty of winter activities and relaxing by the a wood stove at night then this is the place for you. You will have your own private bedroom with bath. Must love dogs if you stay because we ...
Across the street from the Ancram Opera House, this charming 1850s parsonage the perfect getaway for a summer weekend with yoga and music. Three bedrooms-perfect for a couple, a family, a trio of friends--fully restored interior, nice kitchen, Wi-Fi Learn More
This luxury log cabin estate offers gracious accommodations and impeccable comfort yet bears an intimate atmosphere and plenty of space for family and guests. Perfect for any season of the year; relax, recharge and indulge in the magic of nature. Learn More
This luxury log cabin estate offers gracious accommodations and impeccable comfort yet bears an intimate atmosphere and plenty of space for family and guests. Built in 2005 and designed to feel like a modern rustic log cabin, this lovely country Guest House is surrounded by expansive acreage boasting graceful, pastoral views from all directions, and panoramic views of the Catskills and Berkshire Mountains. With all the comforts of a luxury retreat, this home is equipped with superb insula...
Perched on over 150 acres, this upscale, distinctive country home boasts graceful, pastoral views from all directions, offers gracious accommodations and an exquisite getaway destination for family gatherings, celebrations or corporate retreats. Learn More
One of a kind ... This serene and dramatic custom-built country home is surrounded by expansive acreage boasting graceful, private, pastoral views from all directions. It sits atop a knoll overlooking picturesque rolling pasture, barn and pond where deer, wild turkey, foxes and birds abound year round. Drive up the expansive driveway and past the rolling front lawn to the Main House. The wrap-around front porch provides a wonderful vantage point for greeting guests while the circular dri...
This private gated property has one of the most gorgeous views in Columbia County. Secluded on 26 acres, but less than a six minute drive into the very charming town of Chatham. Hiking, biking, lakes, mountains, skiing and walking trails abound. Close to Tanglewood, the Berkshires, town of Hudson. Lots to do for every member in the family. All furnishings, linens and mattresses are new & purchased in late 2014. Learn More
This is truly one of the most beautiful properties in the Hudson Valley. The views are spectacular. Furnishings, linens, barbecue are all NEW and of very good quality. Guest has access to fishing ponds, hiking trails on and near the property and the charming town of Chatham is about a six minute drive. There is a caretaker on the property (not in the house) that will be there to answer any questions. I am also available by phone (text or call) anytime. Very close to hiking trails a...
Enjoy your private courtyard garden from this beautifully furnished fully appointed queen sized room. Located in the beautiful Berkshires an easy drive to Tanglewood, Kripalu, Jacobs Pillow, Williamstown, Mass MOCA, and Tannery Pond. Learn More
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Spend the weekend (or longer) relaxing in the country with friends or family. Our quiet peaceful home offers all the comforts of your own - only located in the heart of Hudson Valley's hunt country. Learn More
Our peaceful farmhouse was fully renovated with attention to every detail and is decorated in a simple but contemporary style. The house features a true chef's kitchen with counter seating for 3, dining room that accommodates up to 10, sitting room with wood burning fireplace and Catskill views, spacious lofted (2 single day beds in loft) living room, master suite (1 queen bed) with en suite bath and steam shower, 2 guest bedrooms (2 twin beds in one. 1 queen bed in the other), 2 additiona...
Gorgeous 13 room historical colonial house overlooking the amazing Kinderhook Creek in a beautiful country hamlet. Enjoy a comfortable bedroom with private bath, sitting room, glorious screened porch facing the creek. Large updated country kitchen. Learn More
My historic house is a former road house with guests parking their horse and carriages out front and spending the night on their way from NY to Boston. The upper bedrooms were previously a ballroom and the there's a formal dining room with fireplace, a huge country kitchen, big living room, expansive screened in porch, library and more all for you to enjoy. I You will have your own private bedroom with fireplace and a private bath and access to the porch, kitchen, dining room and living ro...
Our lovely 1930's bungalow is nestled between the spectacular Berkshires and the Hudson River Valley. Close to hiking, antiquing, wine, skiing, restaurants and more. Just 20 miles from Hudson, 15 mi from Tanglewood. Learn More
We have two bedrooms with queen size beds, a queen size sofa bed in the living room, plus a cozy office that makes a perfect spot for an air mattress. You can sleep up to 8 people comfortably. We have a half an acre of property that is yours to enjoy. My husband David and I will not be on the property, but we are a phonecall/text away. We are close to everything, but away from it all! Close to adorable towns, places to swim and hike, but also secluded. The train runs nearby, so be prep...
This 1920 cottage borders on 800 acres of land conservancy and overlooks some of the best views in Columbia county. It's cozy, while providing all the modern comforts for a relaxing stay in any season. Saltwater pool, Fall foliage, and Winter skiing. Learn More
With gorgeous views, adjoining hundreds of acres of protective farms and estates, this wonderful home is a welcome sanctuary ~ just 2 + hours from NYC. Two fireplaces, bright, open kitchen and dining room that seats 8. Stone walkways, lush plantings, and a salt water swimming pool. You'll have access to two bedrooms, plus a full bathroom along with the kitchen, parlor, living room, grounds, deck and salt water pool. I will not be there for your stay, but will be available by phone for an...
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