Holiday Rentals in Woodstock

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Holiday Rentals in Woodstock

Sleep Woodstock - Dog Friendly King Suite

The price is €308
includes taxes & fees
1 Aug - 2 Aug
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is €125
includes taxes & fees
7 Jul - 8 Jul
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock Mobility Impaired Accessible Suite

The price is €123
includes taxes & fees
7 Jul - 8 Jul
Sleep Woodstock Mobility Impaired Accessible Suite

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (26)
"this property had a very different feel because it was once an inn, which made it feel like we had the whole inn to ourselves, which was lovely. The place is spotless, everything you could possibly need is there, and it is beautifully decorated."
A charming 1820's farmhouse

Luxury Graduation Rental- Walk to Dartmouth!

10.0 out of 10, Exceptional, (1)
"Amazing house within walking distance of the campus. Would definitely recommend to anyone."
The price is €778
includes taxes & fees
27 Jul - 28 Jul
Luxury Graduation Rental- Walk to Dartmouth!

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"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. "
The price is €851
includes taxes & fees
17 Jul - 18 Jul
WhiSki Cabin - 12 Acres With a Mountain View!

Cozy Cavendish Bunk minutes to Okemo

9.8 out of 10, Exceptional, (6)
"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!"
The price is €207
includes taxes & fees
7 Jul - 8 Jul
Cozy Cavendish Bunk minutes to Okemo

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

The price is €445
includes taxes & fees
18 Jul - 19 Jul
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

The Bridgewater House | Game Room | Hiking | Golf

9.4 out of 10, Exceptional, (6)
"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."
The Bridgewater House | Game Room | Hiking | Golf

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

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
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

9.8 out of 10, Exceptional, (99)
"Great location and house was very nice."
The price is €367
includes taxes & fees
8 Jul - 9 Jul
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (34)
"House was exactly as described in listing."
The price is €450
includes taxes & fees
8 Jul - 9 Jul
Spacious country home, beautiful sunsets, 40 acres

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

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
Okemo's Back Room - in the heart of the village on the shuttle route!

Scenic 7-BR Luxury Estate 7-Min to Okemo

9.8 out of 10, Exceptional, (12)
"Location was perfect- able to ski, shop and prepare great food. Lots of space "
The price is €1,499
includes taxes & fees
16 Jul - 17 Jul
Scenic 7-BR Luxury Estate 7-Min to Okemo

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

10.0 out of 10, Exceptional, (1)
"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."
The price is €926
includes taxes & fees
6 Jul - 7 Jul
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

New Ludlow Village Home with Stunning Okemo Mountain View

10.0 out of 10, Exceptional, (6)
"Beautiful and clean place near Okemo with everything you need. "
New Ludlow Village Home with Stunning Okemo Mountain View

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

The price is €795
includes taxes & fees
8 Jul - 9 Jul
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

Off Grid Glamping Shed with River Access

2.0 star property
The price is €83
includes taxes & fees
11 Jul - 12 Jul
Off Grid Glamping Shed with River Access

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is €484
includes taxes & fees
16 Jul - 17 Jul
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very good, (2)
"Great place for a ski weekend"
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to Billings Farm and Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Woodstock. Make sure you allow time to enjoy the riverfront during your holiday.

What are some of the best holiday rentals that Woodstock has to offer?

Beautifully renovated with fireplace and coffee bar: This holiday home rental outside of Woodstock is located on a river, and has an outdoor pool, a fireplace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Woodstock?

Expedia has 38 holiday 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 Ottaquechee River 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 holiday rental in Woodstock like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodstock. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.