Holiday rentals with a patio in Columbia County

Peaceful cabin in the woods

Come stay at this sun-filled cabin in the Catskills ! This home away from home is all new construction and it contains all of the amenities you'll need to stay for just a weekend or for a whole week. The cabin is nestled in the woods, but it's centrally located near the town of Catskill, so you can have easy access to our popular ski mountains, our world renowned art scene and countless award winning nearby food destinations. Rich history of 17th century architecture, music and art await you.

Peaceful and Private, Hot Tub, Pool, 3 Full Baths

Grand entertaining space with large deck located in the town of Valatie. This spacious A frame home has vaulted ceilings, an open concept living room and kitchen space, and lofted lounging area that overlooks the living space with a beautiful l pellet stove. A hot tub and firepit outside for you to enjoy. There is a private above ground pool for the summer . A fully finished walkout basement with TV and full bath. This home is the perfect retreat for you and your guests to escape and unwind.

Boutique Apt 1-BR in Historic Chatham Landmark

Enjoy a boutique style one-bedroom unit with 5 star reviews & the convenience of a charming, full-service restaurant just one flight down. The space is located in the historic 'Chatham House', once a resort for artists & tourists of the Catskill Mountains. While the space and ease of a cozy tavern just downstairs may incur some lazy, the quaint Main St. of Chatham just steps away will have you venturing out to explore the shopping, Pubs and even a movie. A quick 20 min drive to Hudson Amtrak.

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

Easy living Ranch nestled on 5+ acres and just 0.8 miles from GB Main St. Sleeps 10 | Wi-fi | Outdoor Hot TUB| Central Air and Heating | Cable| Screened in Porch | Fire Pit | Nestled by trees and tucked at the end of a long private driveway. Tons of flat yard space provide fresh views while sitting on the large front porch or sipping your favorite drink in the ultra-comfortable screened in back porch.Cap off the night sharing stories and making memories by the outdoor firepit.

Best of the Berkshires + Hot Tub by Evergreen Home

Ski, hike, shop, and dine with this beautiful 2-bed, 1-bath Berkshires cottage as your home base. 7 minutes to downtown Great Barrington, this stylish, cozy rental has everything you need for a great getaway. A new renovation brings modern amenities to this classic 50’s cottage. Enjoy a chef’s kitchen, 500 sq-foot deck with hot tub, and thoughtful touches like yoga mats, a record player, board games, and a backyard hammock. Monthly ski rental discounts are available!

Private hot tub + Modern Cottage

Welcome to our fully furnished cottage located just five miles outside of Hudson, NY. Enjoy a private hot tub, outdoor fire pit and porch seating! This charming retreat is the perfect getaway for couples or small families, especially those looking for a peaceful location to work from home (WFH)! Prominently positioned in one of Hudson Valley's most idyllic areas, this newly-renovated cottage boasts a modern, open concept design, sophisticated finishes, and fire pit!

Kees Cottage

The best of all worlds! Beautifully remodeled 1910 farmhouse is mostly furnished with one-of-a-kind antiques, giving it a rustic, yet upscale vibe. Our large yard is magically peaceful and quiet, with a delightful hidden path leading to the pool and pool house. Amidst all this peace and privacy, you are still just 5 min. from the town of Hudson, with all of its boutiques, eateries, and culture. We offer 3 bedrooms and 1.5 baths, accommodating 6 guests.

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.

Perfect home for a getaway from NYC

Bring the whole family to this great place with lots of room, a huge backyard with private dog park and a golf green for fun. Only 2+ hours from NYC. Explore the Catskills, Hudson, Hunter, and Windham mountains for outdoor activities. The location is perfect for hiking all seasons with beautiful foliage in the fall. Spring/summer you can enjoy the community’s swimming pools, more hiking, antiquing, and local farms & vineyards.