Where to stay around Woodstock, VT?

Our 2018 property listings offer a large selection of 782 vacation rentals near Woodstock. From 319 Houses to 316 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Woodstock for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Woodstock?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Woodstock:

  • West Woodstock: 21 vacation rentals
  • Okemo Mountain Resort: 181 vacation rentals
  • Killington Ski Area: 260 vacation rentals
  • Pico Mountain Resort: 482 vacation rentals
  • Quechee: 89 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Woodstock?

VRBO offers a large selection of vacation rentals near lovely places in Woodstock. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Marsh-Billings-Rockefeller National Historical Park: 1,189 vacation rentals
  • Woodstock Town Hall Theatre: 1,207 vacation rentals
  • Woodstock Country Club: 1,212 vacation rentals
  • Dana House Museum: 1,186 vacation rentals
  • Billings Farm and Museum: 1,140 vacation rentals

But there are many other points of interest around Woodstock listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Woodstock?

Yes, of course. VRBO has 319 Houses in Woodstock. Our other popular types of vacation rentals in Woodstock include:

  • Condos/Apartments: 316 rentals available
  • Townhouses: 70 rentals available
  • Cabins: 34 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Woodstock?

Yes, you can select your prefered vacation rental with pool among our 388 vacation rentals with pool available in Woodstock. Please use our search bar to access the selection of vacation rentals available.

    Just a little bit different than that other Woodstock

    Like much of Vermont, this Woodstock is certainly earthy and crunchy, but it's not quite as boho as the Woodstock you're thinking of. Instead of daisy chains and peace signs, Vermont's version features a backdrop of mountains and rivers that could be from a painting. Skiing and hiking are the main activities here, but Woodstock manages to cater to both luxury travelers, and those looking for a quaint escape. Opt for a Woodstock vacation rental that feels like a true home away from home, and by the end you might be daring yourself to leave.

    Any chance 80s ski style is making a comeback?

    In Vermont, you're never too far from a ski resort, so pack for your Woodstock vacation rental with fresh pow in mind. Or, should you visit when the temps are more mellow, plan for hiking, biking, and camping through the mountains. Birdlovers can happily spy on their feathered friends in the wild, or at the local wildlife rehabilition center. The insanely charming town center also features a local community center with festivals, performances, and sporting events, as well as plenty of shops, galleries, and restaurants to suit your fancy. Most importantly, don't miss the bar scene, perfect for apres-ski festivities.

    Where ski bunnies and nature nerds converge

    Woodstock is an easy drive from Killington Resort, which offers some of the best skiing in the region. Indoor sports lovers, however, might prefer the Union Arena Community Center, which features a state-of-the-art ice skating rink (plus loads of other events and performances). Head to the VINS Nature Center for the planetarium, nature camps, and bird rehabilitation, and then take your newfound knowledge out into the wild at a nearby state or national park. If you can't get enough of the local history and culture, make sure the galleries and specialty museums all make it on your list, too.

    Here, Woodstock is in season every season

    For most travelers, Woodstock, like much of Vermont, is strictly a winter destination. But think outside the seasonal box! Winter might be the obvious time to head deep into ski country, but there are perks to the area all year long. Enjoy the wildflowers that pop up in spring, or spend a summer day exploring life on the lake or in the river. Visitors in fall should pick a Woodstock vacation rental in the woods for optimal leaf-peeping -- just don't forget your camera!

    In Woodstock, an uphill climb is a good thing

    With so much to do outdoors, nature lovers will find it impossible to pick exactly what to see. From walks in the forest, spotting deer on the ground and hawks in the sky, to getting up close at the local wildlife refuge center, there's much to learn in Woodstock. If animals don't strike your fancy, then perhaps picking wildflowers, walking along the creek, or floating around the lake or down the river will be more your speed? Speaking of speed, downhill skiiers can spend a full day on ski runs and still be ready for more.

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