Skip to main content

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.

0 Night
No Properties
When
Guests
Age 13 and above
-
+
Age 2-12
-
+
Bringing a pet?
Filters

-
+
-
+
Types of Place


Features & Amenities

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

    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.

      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 (Β°F) Crowd Level Nightly Rates Best For…
      January ❄️ Cold, snowy 18–33 Medium – High $$ πŸ‚ Skiing, snow tubing, cozy cabin nights
      February ❄️ Cold, peak winter 20-36 Medium – High $$ πŸ‚ Winter sports, fireside getaways
      March 🌨️ Chilly, late winter 28_45 Medium $$ πŸ‚ Quieter ski days, early hikes
      April 🌸 Cool, bright spring 38–56 Low $ πŸšΆπŸ»β€βž‘οΈ Waterfalls walks, shoulder-season deals
      May 🌿 Mild, green and fresh 48-67 Medium $$ ⛰️ Hiking, biking, lakefront weekendsΒ 
      June 🌀️ Warm, early summer 57–76 High $$$ πŸ›Ά Lake days, hiking, start of rafting season
      July β˜€οΈ Hot, peak summer 62–81 Very High $$$$ 🎣 Pool and lake season, festivals, family trips
      August β˜€οΈ Warm, peak summer 60–80 Very High $$$$ πŸ›Ά Boating, rafting and kayaking
      September 🌨️ Pleasant, cooler nights 52–72 Medium High $$$ 🌀️ Great weather, fewer crowd
      October 🍁 Crisp, fall color 41–60 High $$$ ⛰️ Fall foliage, scenic drives, hiking
      November 🌨️ Cool, quiet off-season 32–45 Low $ 🏠 Peaceful stays, slow weekends
      December ❄️ Cold, early snow 24–38 Medium $$ πŸŽ„ Holiday escapes, first ski days

      Frequently Asked Questions

      How far is the Hudson Valley from New York City?

      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).

      Is there a minimum night stay?

      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.

      Are Red Cottage Hudson Valley homes pet-friendly?

      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.

      Where can I stay in the Hudson Valley with Red Cottage?

      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.

      When is the best time to visit the Hudson Valley?

      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.