Idyllic Hudson Valley Vacation Rentals
Stretching north from Manhattan to Albany, Hudson Valley is the weekend getaway from New York City you’re craving. Rich in history, farm-to-table food and wine, stunning nature, tranquility, and, of course, luxury homes, the Hudson Valley has it all.
Whether you’re in the mood for an adventurous trip of traversing hiking trails and soaking up Catskill Mountain views or are craving a relaxing stay where you can get cozy, lighting up the fire pit or detoxing in the sauna, our Red Cottage rentals have your name on it.
With charming lakefront cabins or sprawling chalets you can invite all of your friends to, we’re certain you’ll find the perfect home base for your trip to Upstate New York. Our properties offer high-end amenities such as swimming pools, hot tubs, wood stoves, and gear to enjoy biking or kayaking. You can even book a pet-friendly rental to take your furry friend along with you.
Book your stay in Woodstock, Kingston, Livingston Manor, along the Hudson River, or deep in the Catskill Mountains. From check-in to check-out, we’re certain you’ll feel right at home at our idyllic Hudson Valley vacation rentals.
Our Vacation Rental Locations in The Hudson Valley
Thoughtfully curated homes in the Hudson Valley’s most sought-after countryside and river towns.
What Guests Are Saying About Their Hudson Valley Stay
“We thoroughly enjoyed our time there; it was quiet, peaceful, the house was wonderful, and the view was beautiful. Thank you for your hospitality.”
“We had an amazing stay, and we can’t wait to book this house again! The views are breathtaking, the house itself is very well equipped, especially for children and toddlers, and everything was extremely clean. It is quiet and secluded, yet also conveniently close to great restaurants and farms. Highly recommended!”
“We loved our stay at this home on the lake. It was the perfect house for our group of 7 for a holiday getaway and we were very comfortable here. It was stocked with everything we needed. We just loved the view of the lake and would definitely go back.”
“If there was a rating higher than a 5/5 i would leave it. Every detail of this house brings joy, warmth, and comfort. For a group that likes to cook and play games, I’m not sure I’ve ever been in a better spot with more amenities: the pizza oven, the kitchen packed with appliances, swings, games, and more. It was my 30th birthday, but Graybarn provided me with such childlike whimsy. Whoever designed this house has impeccable taste and simply must keep sharing it with patrons around the area. would absolutely book again and will never forget our stay!”
“This stay was everything we wanted… and more! The home has everything you could ever need and is so cozy and comfortable. We didn’t want to leave! We will absolutely be back.”
“Beautiful house, beautiful land and a seamless experience. We can’t wait to be back!”
Discover The Hudson Valley
Stretching north from Manhattan to Albany, the Hudson Valley is the weekend getaway from New York City you’re craving. It is a New York region known for its blend of history, farm to table culinary experiences, cultural activities, and outdoors adventures, all set against river views, rolling countryside, and mountain landscapes.
For an easy, can’t miss outing, head to the Walkway Over the Hudson, a scenic walk high above the river with panoramic views that instantly makes the day feel like a getaway. It is perfect for a slow morning stroll, a sunset walk, or pairing with a café stop in town. Bring a camera and take your time. The golden-hour light over the water is an experience on its own. For a different vibe, spend a few hours in Kingston’s Stockade District, browsing indie shops and galleries before settling in for a great meal or cocktail.
Between plans, explore a few nearby towns and let the weekend unfold naturally. Kingston offers history, character, and a creative energy that makes it ideal for shopping, coffee, and an unhurried afternoon. Beacon is lively and walkable with a strong arts vibe and plenty of places to browse and dine. Hyde Park is a classic Hudson Valley stop that leans into the region’s rich history and slower pace, perfect for a scenic day out.
When you want the full outdoors reset, Minnewaska State Park Preserve delivers. Expect big views, forest trails, and crisp air that make it easy to spend the day outside and still feel refreshed, not rushed. It is the kind of outing that pairs perfectly with a cozy evening back at your Red Cottage rental.
A Hudson Valley weekend is also easy to build around what you want to sip. Start in Beacon at Hudson Valley Brewery, then make your way to Kingston for small batch pours from Kingston Standard. For spirits, book a tour and tasting at Tuthilltown Spirits Distillery, home of Hudson Whiskey, and turn the afternoon into a relaxed, scenic tasting experience. If wine is the plan, Benmarl Winery in Marlboro is a classic Hudson River Valley stop with views that feel made for lingering.
Spend the day ice skating, snowshoeing quiet forest trails, or heading out for a cold-weather hike with rewarding views. For skiing and riding, day-trip favorites include Hunter Mountain, Belleayre, and Plattekill, close enough for slope time and still a slow Hudson Valley evening back at your Red Cottage rental. After a day in the cold, come home to warm meals, a crackling fire, and a quiet night in.
The Hudson Valley is a destination where meals are part of the itinerary. For a special night out in Hyde Park, reserve a table at The Bocuse Restaurant at the Culinary Institute of America. In Kingston, Restaurant Kinsley is a polished option that highlights local ingredients. If you’re staying in Woodstock, Silvia is a go to for a memorable dinner in town.
The Hudson Valley Through The Seasons
The Hudson Valley is a true four season destination, and the best time to visit depends on your plans. Use the guide below to compare typical weather, crowd levels, and nightly rates by month so you can choose the ideal time for hiking, small town exploring, farm to table dining, cultural stops, and cozy winter getaways.
| Month | Typical Weather | Avg Temp (°F) | Crowd Level | Nightly Rates | Best For… |
|---|---|---|---|---|---|
| January | ❄️ Cold, snowy | 18–33 | Medium – High | $$ | 🏂 Skiing, snow tubing, cozy cabin nights |
| February | ❄️ Cold, peak winter | 20-36 | Medium – High | $$ | 🏂 Winter sports, fireside getaways |
| March | 🌨️ Chilly, late winter | 28_45 | Medium | $$ | 🏂 Quieter ski days, early hikes |
| April | 🌸 Cool, bright spring | 38–56 | Low | $ | 🚶🏻➡️ Waterfalls walks, shoulder-season deals |
| May | 🌿 Mild, green and fresh | 48-67 | Medium | $$ | ⛰️ Hiking, biking, lakefront weekends |
| June | 🌤️ Warm, early summer | 57–76 | High | $$$ | 🛶 Lake days, hiking, start of rafting season |
| July | ☀️ Hot, peak summer | 62–81 | Very High | $$$$ | 🎣 Pool and lake season, festivals, family trips |
| August | ☀️ Warm, peak summer | 60–80 | Very High | $$$$ | 🛶 Boating, rafting and kayaking |
| September | 🌨️ Pleasant, cooler nights | 52–72 | Medium High | $$$ | 🌤️ Great weather, fewer crowd |
| October | 🍁 Crisp, fall color | 41–60 | High | $$$ | ⛰️ Fall foliage, scenic drives, hiking |
| November | 🌨️ Cool, quiet off-season | 32–45 | Low | $ | 🏠 Peaceful stays, slow weekends |
| December | ❄️ Cold, early snow | 24–38 | Medium | $$ | 🎄 Holiday escapes, first ski days |
Frequently Asked Questions
The Hudson Valley begins just north of Manhattan and stretches up to Albany. Popular places to stay are an easy drive from NYC: Beacon (~1 hr 35 min), Kingston (~1 hr 54 min), and Woodstock (~2 hrs).
Minimum stays vary by home. Many properties have a two-night minimum on weekends, with longer minimums during peak dates and holidays. Each listing shows the exact requirement for your travel dates.
Most of our Hudson Valley homes are pet-friendly. Each listing notes the pet policy, any fees, and house rules so you can book the right fit for your trip.
You can book in Pine Plains, Kingston, Rhinebeck, along the Hudson River, or deeper in the Catskill Mountains, depending on whether you want a town-forward stay or a more secluded nature reset.
It depends on what you want to do. Fall is peak for foliage, farm stands, and crisp hiking weather. Summer is great for river towns and outdoor dining. Winter is ideal for ski weekends and cozy stays. Spring is quieter, with great deals and fresh, green trail days.