Woodstock vacation rentals

Why visit Woodstock

• Stunning natural scenery: Explore beautiful nature preserves and waterfalls that showcase the area's breathtaking landscapes.
• Cultural experiences: Immerse yourself in the vibrant arts scene and historic sites that reflect Woodstock's rich history.
• Charming local shops: Wander through the quaint streets and discover unique boutiques and artisan stores.
• Cozy accommodations: Choose from a variety of lodging options, including rustic cabins and charming cottages, perfect for relaxation.
• Welcoming atmosphere: Enjoy the friendly vibe and vibrant dining spots that make Woodstock a memorable destination.

Popular types of accommodation in Woodstock

Planning a getaway to Woodstock? You're in for a treat. Discover the charm of this vibrant village with a range of accommodation options, including cozy houses, rustic cabins, and charming cottages. Whether you're looking for townhouse rentals, spacious house rentals, or even hostels, Woodstock has something for everyone. Enjoy your stay and experience the unique spirit of this iconic destination.

• Houses: The top choice for travelers to Woodstock, these homes offer spacious accommodations for families and groups seeking comfort and privacy.
• Cabins: A close second, cabins provide a rustic experience in nature, ideal for those looking to escape the hustle and bustle.
• Cottages: Perfect for a quaint getaway, cottages offer charm and intimacy for couples or solo travelers.
• Apartments: A convenient option, apartments provide a homely feel in the heart of Woodstock.
• Chalets: These stylish retreats combine comfort with stunning views, making them a popular choice for a unique stay.**

Top attractions near Woodstock

Woodstock, New York, is the perfect destination for outdoor enthusiasts and adventure seekers. With its stunning scenery, visitors can explore local attractions like nature preserves, beautiful waterfalls, and historic colleges. Whether you're traveling with family or seeking a cultural experience, Woodstock offers a range of activities that cater to all interests, making it an ideal spot for a memorable vacation.

• Bethel Woods Museum: Located 3 miles from Woodstock, this museum celebrates the cultural history of the 1969 Woodstock Festival. You’ll find exhibits showcasing music, art, and the peace movement, all set against a beautiful landscape that enhances its cultural vibes.
• Kaaterskill Falls: Situated 11 miles from Woodstock, this stunning waterfall is perfect for outdoor adventures and romantic outings. With its picturesque views and hiking trails, Kaaterskill Falls offers a refreshing escape into nature.
• Bard College: Also 11 miles away, Bard College is a historic institution known for its beautiful campus and vibrant arts scene. It’s a hub of culture, featuring galleries, performances, and lectures that engage visitors.

Things to do recommended for couples

For a romantic getaway in Woodstock, consider skiing at Hunter Mountain, indulging in relaxation at Copperhood Retreat & Spa, or enjoying a wine tasting at El Paso Winery. Each offers a unique vibe perfect for couples seeking adventure, wellness, and romance.

Things to do recommended for families

Your family vacation in Woodstock, NY, can include a fun day at Saugerties Village Beach for relaxation, cheering at a game at Dietz Stadium, or enjoying ice skating at Kiwanis Ice Arena. Each spot offers unique vibes perfect for family adventures.

Things to do recommended for groups

In Woodstock, groups can hike the scenic Overlook Mountain Trailhead for outdoor adventure, browse unique finds at the Woodstock Music Shop, and enjoy a round of golf at the Woodstock Golf Club for a fun day of sports and relaxation.

What do I need to keep in mind when booking a vacation in Woodstock

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, be sure to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

• Traveling to Woodstock with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
• Traveling to Woodstock with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
• Taking your pets with you to Woodstock: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that everyone feels completely at home.
• Planning for a long term stay visiting Woodstock: If you're searching for vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Woodstock

Woodstock, New York, offers a delightful blend of relaxation and adventure for every traveler. Explore the charming streets and local shops, unwind at scenic outdoor spots, or visit family-friendly attractions nearby. Don’t miss the vibrant watering holes and cozy eateries that showcase the town's friendly atmosphere. With its rich history and welcoming vibe, Woodstock is the perfect destination for a memorable vacation experience.

• Kingston: Located 10 miles from Woodstock, Kingston is a vibrant city known for its outdoor adventures and ski experiences. Nestled between the scenic Hudson River and the Catskill Mountains, Kingston offers a plethora of activities, including skiing at nearby ski resorts. Travelers can explore the historic downtown area, which features charming shops, restaurants, and local art. The nearby landmarks, such as the beautiful Kingston Point Beach and the historic college university, enhance the travel experience, making it a must-visit for those looking to immerse themselves in nature and history.
• Saugerties: Situated 9 miles from Woodstock, Saugerties is a delightful city that attracts outdoor enthusiasts and adventure seekers. Known for its stunning mountain views and proximity to ski resorts, Saugerties offers a range of activities from skiing to hiking. Visitors can enjoy the picturesque Hudson River waterfront, explore the local stadium, and wander through the charming streets filled with boutiques and eateries. The vibrant arts scene and beautiful natural surroundings make Saugerties an ideal destination for those looking to connect with nature while enjoying cultural experiences.
• Bearsville: Just 2 miles from Woodstock, Bearsville is a quaint community known for its breathtaking scenery and outdoor adventures. Surrounded by mountains and lakes, it offers excellent opportunities for skiing and exploring the nearby national state park. Travelers can enjoy picturesque landscapes, vibrant wildlife, and a peaceful atmosphere perfect for relaxation. Bearsville’s close-knit vibe, combined with outdoor activities, makes it an inviting stop for those seeking a tranquil escape while still being close to the artistic and cultural offerings of Woodstock.

Best time to go to Woodstock

If you're planning a trip to Woodstock, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.0°F (-3.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
February	26.6°F (-3.0°C)	Light Rain	Mostly Cloudy	Average	Slightly High
March	34.5°F (1.4°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	57.7°F (14.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
June	65.7°F (18.7°C)	Light Rain	Mostly Sunny	Average	Average
July	71.6°F (22.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	69.6°F (20.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	51.4°F (10.8°C)	Light Rain	Mostly Sunny	Average	Average
November	39.0°F (3.9°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	31.1°F (-0.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming getaway? Being open to adjusting your travel dates can really help, as prices tend to vary. Additionally, if you book a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform to help you plan your travels, allowing you to create new trips, resume your previous plans, or easily organize your itinerary. You'll see your saved or booked properties neatly categorized as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Enjoy the natural beauty of a Woodstock house for rent

This mountain town shares the name with an iconic music festival, and still embraces the peaceful bohemian atmosphere. Innovative live music performed at Bearsville Theater and Levon Helm Studios keeps the festival's spirit alive. Throughout the area, you can stop in boutique shops selling tie-dye T-shirts and New Age jewelry. The Elena Zang Gallery and several others around town showcase the works of local artists. As with all rental houses in the Catskills, Woodstock's lodgings accentuate the area's natural beauty. The vaulted ceilings and tall windows allow the sunlight in and give you a view of the outdoors

Activities and attractions in and around Woodstock

Do you want to discover things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Woodstock a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

• Hunter Mountain (11.1 mi / 17.8 km)
• Woodstock Music Shop (0.1 mi / 0.1 km)
• Kaaterskill Falls (10.9 mi / 17.5 km)
• Mohonk Golf Course (18.1 mi / 29.2 km)
• Windham Mountain Resort (19.2 mi / 30.9 km)
• Woodstock Golf Club (0.5 mi / 0.8 km)

Adventure abounds in Woodstock

The Catskill Mountains provide a wealth of hiking trails to explore, whether you prefer to take a gentle saunter or to tackle something more challenging. The trail up to Kaaterskill Falls is one of the easiest, but the 1.7-mile-long round trip takes you past spectacular falls—the highest 2-step waterfall in the state. Head up to Hunter Mountain for an exciting day out. In the winter, you can enjoy skiing and snowboarding across 58 trails, and during the summer you can enjoy an adrenaline-pumping zipline adventure, or traverse the hills in a thrilling 4x4 tour.

Woodstock—a year-round destination

If you want to take advantage of the nearby skiing and snowboarding, Woodstock vacation rentals are perfect in winter, when temperatures drop to as low as 13 degrees and the area experiences the most snowfall. If you prefer to explore the great outdoors in warmer weather, June through August is one of the best times to visit, with temperatures of around 65-70 degrees. The shoulder seasons also provide pleasant conditions for enjoying the outdoor pursuits on offer. May through September enjoy mild conditions, with the mercury hovering around the 60-degree mark.

Awe-inspiring vistas await in Woodstock

You never have to stray far from Woodstock vacation rentals to enjoy the wealth of hiking provided by the Catskill Mountains. Gorgeous areas like Bluestone Wild Forest and Indian Head Wilderness are home to fantastic trails and bouldering, and also boast breathtaking falls—the sight of which will make even the most challenging hike well worth the effort. Water lovers will enjoy the area, too. The Ashokan Reservoir and Hudson River are both close by, and there are also numerous watering holes for swimming, such as the picturesque Millstream.

How to get to and around Woodstock

The nearest airport is in Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city center.