Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Sleep Woodstock - Dog Friendly King Suite

The price is NZ$282
includes taxes & fees
27 July - 28 July
Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is NZ$234
includes taxes & fees
7 July - 8 July
Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock Mobility Impaired Accessible Suite

The price is NZ$233
includes taxes & fees
7 July - 8 July
Sleep Woodstock Mobility Impaired Accessible Suite

A charming 1820's farmhouse

10.0 out of 10, Exceptional, (26)
"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."
The price is NZ$2,189
includes taxes & fees
30 June - 1 July
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 NZ$1,476
includes taxes & fees
27 July - 28 July
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 NZ$1,624
includes taxes & fees
29 June - 30 June
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 NZ$394
includes taxes & fees
11 July - 12 July
Cozy Cavendish Bunk minutes to Okemo

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

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 price is NZ$980
includes taxes & fees
30 June - 1 July
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. "
The price is NZ$638
includes taxes & fees
1 July - 2 July
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 NZ$667
includes taxes & fees
29 June - 30 June
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!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
The price is NZ$523
includes taxes & fees
30 June - 1 July
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 NZ$2,645
includes taxes & fees
2 July - 3 July
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 NZ$1,795
includes taxes & fees
29 June - 30 June
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. "
The price is NZ$1,154
includes taxes & fees
29 June - 30 June
New Ludlow Village Home with Stunning Okemo Mountain View

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

The price is NZ$1,496
includes taxes & fees
29 June - 30 June
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House

Off Grid Glamping Shed with River Access

2.0 star property
The price is NZ$154
includes taxes & fees
29 June - 30 June
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 NZ$867
includes taxes & fees
1 July - 2 July
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

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

9.4 out of 10, Exceptional, (10)
"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! "
The price is NZ$699
includes taxes & fees
16 July - 17 July
Modern Farm House…minutes to Okemo; 2 King beds!

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

9.8 out of 10, Exceptional, (36)
"Very nice"
The price is NZ$1,012
includes taxes & fees
29 June - 30 June
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
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?

Sleep Woodstock - Dog Friendly King Suite: This highly rated holiday home rental in Woodstock 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 such as a microwave and a coffee maker can make your holiday run smoothly.

How many holiday rentals are there in Woodstock?

Expedia has 37 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 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 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.