Hudson Valley recommendations are objective, unbiased, and curated by the editorial team. If you buy something through our links, we may earn an affiliate commission at no cost to you.
Let’s be real, here: Who doesn’t need a vacation? Whether you’re a visitor from afar after a Hudson Valley adventure or a local looking to explore more of our region, there are so many stunning Vrbo properties available to rent. To help you get away from it all—even if it is just one night—we’ve assembled a list of listings with various price points, locations, attractions, and amenities. Check them out, then pencil in a trip on your next free weekend.
Not sure where to even begin? No problem! Check out our day trip guides, then plan a stay around your favorite destinations.
Cheerful 19th Century Farmhouse
Stanfordville
Price: $320 average/night
View this post on Instagram
We can’t tell if we’re more impressed by this farmhouse’s elegant design or its laundry list of selling points. Your stay will likely be spent soaking in the indoor pool or hot tub—don’t forget your swim trunks—while watching movies or streaming music on the projector screen. Who knows? You may even savor your morning shot of espresso in the hot tub (there’s a full coffee and espresso bar for java junkies). Conversely, you could spend your time outdoors on the sprawling multilevel deck. What’s more, this host has partnered with local third-party vendors to offer add-ons to your stay, so—if you want to really live luxuriously—be sure to ask about services like yoga classes, meal prep from personal chefs, private massages, and more. Nearby attractions include Millbrook Winery, Taconic Distillery, Stissing Center, and Rhinebeck proper.
Chic Home Off Main Street
Beacon
Price: $500 average/night
View this post on Instagram
Want to explore the Hudson Valley’s trendiest little town in style? This cozy home off Beacon’s main drag is the way to go. Guests will adore the full chef’s kitchen, hot tub, outdoor seating area, and quaint front porch, as well as the artful interior design. The singular drawback is you’ll be torn between spending your stay in town and kicking back in this beautiful abode. The home’s three bedrooms and bathrooms can comfortably accommodate up to six overnight guests at this Vrbo stay.
Family-Friendly Getaway
Cairo
Price: $250 average/night
View this post on Instagram
Get the most bang for your buck at this cozy Catskills cottage that sleeps a whopping 10 for just $250 average per night. The Cairo Vrbo spot is situated on a sprawling 5.4 acres of property, which includes a huge firepit that fits everyone. Inside, three bedrooms and two bathrooms comfortably fit a family and pets while keeping everyone close. Adventure seekers can spend the weekend exploring Kaaterskill Falls, Hunter Mountain, or East Durham’s Zoom Flume Water Park.
Haute Glamping
Ulster Park
Price: $575 average/night
For a truly unique upstate getaway, consider renting this fully restored camper just south of Kingston. A comfortable, yet undeniably chic interior extends from the master bedroom to a floor-to-ceiling window at one end of the camper. In the living room, kick back and look out to a small pond, seasonal heated salt water pool, and acres upon acres of meadows and forestry. Its bathroom is something out of a luxury suite, and the kitchen “is sure to make even a New York City chef feel like home.” Best of all, once you’ve had your fill of peace and quiet, Kingston is but a short drive away.
La Casita
Saugerties
Price: $500 average/night
View this post on Instagram
This Ulster County stay screams “couples escape.” The popular Saugerties spot is just minutes away from the HITS horse show, making it a hot commodity in the Valley. Spend your time at La Casita out on the deck or by the firepit sipping on cocktails, then come inside and cozy up by the fire. With three queen-sized beds in private rooms, two full baths, and a generous kitchen, this Vrbo rental balances flair with function. Just like the farmhouse in Stanfordville, this host offers add-ons like yoga classes, meal prep from personal chefs, and private massages.
Luxury Chalet
Woodstock
Price: $425 average/night
View this post on Instagram
A stone’s throw away from the iconic town of Woodstock, this chalet beckons to couples and solo travelers in search of a rustic getaway. The charming one-bedroom and one-bath Vrbo stay offers comfort in a lodge-style setting. Guests who’d prefer to enjoy the solitude can luxuriate in the in-ground pool or read by the fire, whereas those after an upstate adventure can head to local sites like Opus 40, see art at the galleries in town, or shop and eat along Tinker Street.
Modern Catskills Cottage
Shandaken
Price: $145 average/night
View this post on Instagram
This newly renovated retreat in the heart of the Catskills is bright, modern, and swathed in greenery—and best of all, it doesn’t break the bank. Its kitchen and living room are built around a 1907 stone fireplace which, though dormant, adds a rustic accent to the otherwise sleek home. Relax with a warm bath in the clawfoot tub, explore the three-acre property, or congregate around the firepits and roast marshmallows. This cottage sleeps two and is perfect for hiking in the summer or skiing at nearby Belleayre Mountain in the winter.
