Woodstock Vacation Rentals from ￥8,458: Search Short-Term Rentals

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

Sleep Woodstock - Dog Friendly King Suite : Visitors give good reviews to this Woodstock vacation home rental, which is located on a river and offers a balcony, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly.

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Vacation Rentals in Woodstock

￥23,186 total

includes taxes & fees

Jul 6 - Jul 7

Iron/ironing board, travel crib, WiFi, bed sheets

￥20,514 total

includes taxes & fees

Jul 7 - Jul 8

￥19,780 total

includes taxes & fees

Jun 30 - Jul 1

"5 families getting together once a year for a winter adventure weekend. Carmen is a fantastic host. The home is lovely, and we had a great time. Carmen makes sure if we need something, she is a phone call away.Would highly recommend this VRBO."

￥191,655 total

includes taxes & fees

Jul 1 - Jul 2

"Amazing house within walking distance of the campus. Would definitely recommend to anyone."

￥129,262 total

includes taxes & fees

Jul 27 - Jul 28

"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "

￥142,190 total

includes taxes & fees

Jun 28 - Jun 29

"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"

￥34,491 total

includes taxes & fees

Jul 11 - Jul 12

￥74,319 total

includes taxes & fees

Jul 18 - Jul 19

"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."

￥86,516 total

includes taxes & fees

Jun 29 - Jun 30

"We had a great stay at this home for a long weekend skiing at Okemo. "

￥55,379 total

includes taxes & fees

Jun 29 - Jun 30

"Great location and house was very nice."

￥55,379 total

includes taxes & fees

Jun 29 - Jun 30

"Perfect location. Charming place to stay. Very clean. Great view of the creek."

￥45,908 total

includes taxes & fees

Jul 1 - Jul 2

"Location was perfect- able to ski, shop and prepare great food. Lots of space "

￥231,739 total

includes taxes & fees

Jul 2 - Jul 3

"We booked this for a last minute trip to Okemo and it was perfect for our group. It is only a couple minutes from Okemo base and a couple minutes from the cute downtown and a supermarket and craft beer store. The host was easy to talk to and extremely available, and very friendly and helpful! The house was in great condition, clean, and updated."

￥159,609 total

includes taxes & fees

Jul 1 - Jul 2

"Beautiful and clean place near Okemo with everything you need. "

￥101,078 total

includes taxes & fees

Jun 29 - Jun 30

￥129,937 total

includes taxes & fees

Jun 29 - Jun 30

￥13,523 total

includes taxes & fees

Jul 2 - Jul 3

"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."

￥75,945 total

includes taxes & fees

Jul 1 - Jul 2

"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "

￥61,472 total

includes taxes & fees

Jul 16 - Jul 17

"Very nice"

￥88,576 total

includes taxes & fees

Jun 29 - Jun 30

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Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

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Recent reviews of Woodstock properties

5/5 Excellent

"I believe I already submitted a review, but this was a great place to stay, convenient, clean, and friendly."

A verified traveler stayed at Comfort Inn Rutland - Killington

Posted 18 hours ago

5/5 Excellent

"It was very clean and cozy. They thought of everything a traveler away from home could need or want. The bed was very comfortable. It was a little far from town. We loved their concern for the environment and the local community. We will definitely stay here again. Mahalo"

A verified traveler stayed at Sleep Woodstock Motel

Posted 4 days ago

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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?

Sleep Woodstock - Dog Friendly King Suite: Visitors give good reviews to this Woodstock vacation home rental, which is located on a river and offers a balcony, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a microwave and a coffee maker can make your vacation run smoothly.

How many vacation rentals are there in Woodstock?

Expedia has 37 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 Green Mountain National Forest are a couple of picturesque spots to enjoy the outdoors. While here, VINS Nature Center and Saskadena Six Ski Area 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.

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Woodstock Vacation Rentals

Check prices for these dates

Vacation Rentals in Woodstock

Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock Mobility Impaired Accessible Suite

A charming 1820's farmhouse

Luxury Graduation Rental- Walk to Dartmouth!

WhiSki Cabin - 12 Acres With a Mountain View!

Cozy Cavendish Bunk minutes to Okemo

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

The Bridgewater House | Game Room | Hiking | Golf

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Okemo's Back Room - in the heart of the village on the shuttle route!

Scenic 7-BR Luxury Estate 7-Min to Okemo

Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

New Ludlow Village Home with Stunning Okemo Mountain View

NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

Off Grid Glamping Shed with River Access

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Modern Farm House…minutes to Okemo; 2 King beds!

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Find out more about Woodstock

Recent reviews of Woodstock properties

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Frequently asked questions