Woodstock Vacation Rentals from $193: Search Short-Term Rentals

Q: What's the top vacation rental that Woodstock has to offer?

Idyllic Lakefront House Suited Two Families : This vacation home rental outside of Woodstock is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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In two weeks

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Our top choices for Woodstock vacation rentals

Condo in Killington

$354 nightly

Mar 10 - Mar 11

Total with taxes and fees

Cabin in Woodstock

Ethan

$172 nightly

Mar 16 - Mar 17

Total with taxes and fees

Cottage in Hartford

Lyn H.

$207 nightly

Mar 23 - Mar 24

Total with taxes and fees

Cabin in Cavendish

Adam B.

$322 nightly

Apr 6 - Apr 7

Total with taxes and fees

Cabin in Rutland

Erin M.

$172 nightly

Mar 10 - Mar 11

Total with taxes and fees

Condo resort in Killington

Raul

$238 nightly

Mar 18 - Mar 19

Total with taxes and fees

Vacation Home in Mendon

Aurore H.

$205 nightly

Mar 9 - Mar 10

Total with taxes and fees

Vacation Home in Enfield

Stephanie V.

$552 nightly

Mar 13 - Mar 14

Total with taxes and fees

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Top Woodstock Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

6/10 Okay

"Tracy and the other hostesses I’d give 10s to. Very nice and accommodating. Problem is the rooms and allowing dogs. Had I known this place was a hotel/kennel never would have stayed there. I have never stayed in a room in a hotel where I wanted to throw up because of the dog s$$t smell that penetrated the carpets and urine in one of the rooms we stayed in. I absolutely LOVE dogs but a hotel is for people not animals (even though many people act like them). Oh and every freakin sink clogged up in the three different rooms we stayed in. Horrible. And the toilets never flushed easily. People who worked there are great but the rooms themselves—naah never again sorry. Hilton needs to be better and I expected better from such a reputable name."

Comfort Inn Rutland - Killington

8/10 Good

"While booking the room. Expedia changed the date. I should have reviewed it but it was Thursday night and I was tired. I clicked go and then reallized I just booked a hotel 3 hours away for that night, not Saturday as it read when I started the booking. Tried to cancel but it was too latesince it was present time. I contacted expedia texted with a robot for 15 min then got a real person texting. Was told it was the hotels policy and nothing expedia could do. I left a message with the hotel. A woman from the hotel called me Friday morning and said she would cancel my payment for me. Unfortunately the money was put into my expedia account for future use. So 5 for the hotel & its staff. 0 for expedia for its crappy website and unwillingness to try to get my money back."

Find out more about Woodstock

Everything you need to know about Woodstock vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodstock vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodstock in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to Billings Farm and Museum, or you can choose a more remote option if you want a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your vacation.

What's the top vacation rental that Woodstock has to offer?

Idyllic Lakefront House Suited Two Families: This vacation home rental outside of Woodstock is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Woodstock?

Expedia has 30 vacation rentals for your stay in Woodstock.

What’s there to see and do in Woodstock?

Cultural attractions include Woodstock Town Hall Theatre and Billings Farm and Museum, whereas Marsh-Billings-Rockefeller National Historical Park and Lakota Lake are a couple of picturesque spots to enjoy the outdoors. While here, Saskadena Six Ski Area and Green Mountain National Forest are other places worth a visit.

What’s a vacation rental in Woodstock like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Woodstock. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Woodstock Vacation Rentals

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Our top choices for Woodstock vacation rentals

Condo in Killington

Cabin in Woodstock

Cottage in Hartford

Cabin in Cavendish

Cabin in Rutland

Condo resort in Killington

Vacation Home in Mendon

Vacation Home in Enfield

Apartment in Killington

Condo in Ludlow

Condo in Killington

Condo in Clock Tower Base Area

Apartment in Bridgewater

Condo in Killington

Condo in Clock Tower Base Area

Condo in Killington

Apartment in Ludlow

Apartment in Rutland

Condo in Killington

Condo in Ludlow

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Top Woodstock Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Woodstock

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