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
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:
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.
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.
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.
The nearest airport is in Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city center.
Whatever your vacation needs, you'll find a rental in or around Woodstock that suits your style. Here are some of our favorites:
For even more great options, use the search bar at the top of the page to find the perfect Woodstock vacation rental for you.
Punching way above its weight when it comes to character and ingenuity, a tiny house vacation rental in Woodstock puts you on the doorstep of big adventure. Turn off your gadgets and turn your focus to nature at one of these pocket-sized escapes:
Select a stunning log cabin from the many dotted in or around Woodstock and you'll soon be inside your timber-clad hideaway, drink in hand, reclining by a crackling fire. But adventure is just outside your front door too. These cabins promise the perfect blend of comfort and fun:
If you've been busier than an ant in a picnic basket, you deserve to escape for a couple of glorious days. Leave work early on Friday and head for one of these weekend getaways in or near Woodstock:
Studio apartments are a simple yet stylish pick, perfectly suited for traveling sweethearts or solo stays. Spend your days checking out your new surroundings and your nights resting up in your cozy hideaway. These vacation properties in or near Woodstock are sure to please:
Whether you're after a comfy cottage or a house large enough to fit the family, you'll find the perfect place on Vrbo. Squeeze in a quick break at one of these favorite picks in or near Woodstock:
Whether spent in a cabin, an apartment or a lodge, a romantic weekend getaway is a perfect way to spice up your relationship. Whisk your special someone off for a few days at one of these top escapes in or near Woodstock:
Take a look at these large group vacation rentals in or near Woodstock and don't worry about leaving anyone off your invite list:
Of all the amenities a vacation rental can offer, a pool promises the most fun. Take a peek at these houses for rent with a pool in or near Woodstock and spend your time splashing about. Just don't forget your inflatable pizza slice:
Not sure what the weather is like in Woodstock? It has a humid continental climate, with average temperatures in summer ranging from 55 ºF to 80 ºF. If you'd like more inspiration on where to stay in this epic destination, use the search bar at the top of the page and adjust the filters to check out our entire selection of Woodstock vacation rentals.
Whether your perfect escape is up in the hills or on the beach, you'll have a lot more fun if you share it with people you love. Choose one of these large family vacation rentals in or near Woodstock and bring along the whole gang:
When you're ready to leave the house and explore, there are loads of family-friendly attractions nearby to keep everyone entertained. Vanderbilt Mansion, Pine Hill Community Center and Stony Kill Falls should be at the top of your agenda.