
Holiday houses in Woodstock
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Top-rated holiday rentals in Woodstock
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Woodstock
Guest favourite

Condo in Woodstock
4.92 out of 5 average rating, 328 reviewsLuxury Suite Jacuzzi Pool White Mtns. River Front
EthanRating, 5 stars2 weeks ago
The condo was very beautiful and homey. We spent most of our stay indoors because it rained, and we enjoyed every second! Everything was as described and well taken care of. Basia and Bradley checked in on us throughout our stay and gave us plenty of recommendations. Looking forward to staying there again!
Top Guest favourite

Cottage in Hartland
4.97 out of 5 average rating, 458 reviewsBreeze Hill Cottage
MeghanRating, 5 stars2 weeks ago
This was my group's 7th or 8th early summer stay at Breeze Hill. We'll return for years to come! I can't recommend a more peaceful escape.
Guest favourite

Cabin in Royalton
4.94 out of 5 average rating, 313 reviewsScandinavian design Cabin w/ private hiking trail
DanaRating, 5 stars5 days ago
Our stay at Tim and Renee’s was perfect. Gorgeous tiny house, super comfy, the hot tub was amazing. The spot the Airbnb is on is very private and peaceful. South Royalton is a cute little town with a nice food coop and coffee shop. Tim and Renee were super responsive the couple of times we had questions. Would absolutely come back.
Guest favourite

Barn in Woodstock
4.97 out of 5 average rating, 155 reviewsStunning Converted Barn Home 3-bed 2 bath
CarolRating, 5 stars1 week ago
It was perfect. The location was amazing and the accommodations were very comfortable. I would highly recommend the barn. We were there to celebrate my son's graduation from Tuck and it made the occasion perfect. Our small family gathered and cooked on the deck and enjoyed the view. I would certainly rent this location again.
Top Guest favourite

Cabin in Stoddard
4.98 out of 5 average rating, 103 reviewsBoulder House - Extraordinary Luxury in the Woods!
ClareRating, 5 stars2 weeks ago
My husband and I enjoyed a peaceful weekend away at the Boulder house. It is in a beautiful, quiet location and the house has everything you need to never want to leave. From walks around the wooded property, a canoe ride on the pond spotting beaver lodges, listening to the many different birds, to the hot bath on the deck means you can relax but not be bored, even on a rainy weekend. The host is very friendly and helpful and clearly takes pride in and care of his property. Check out was easy with minimal asked of us. The house is just as cool in person as in the pictures- lots of thoughtful details and such a unique, cozy space that is perfect for 2 people to relax in with high end kitchen amenities and comfortable furniture. We did check out the area while we were there and enjoyed the Harrisville General Store and an amazing dinner at the Hancock Inn. We definitely hope to return to this special spot again soon!
Top Guest favourite

Home in Woodstock
5 out of 5 average rating, 133 reviewsBeautiful Woodstock Home-Perfect for entertaining
EmmaRating, 5 stars5 months ago
We had a fantastic stay at this beautiful home. We came with our 6 month old and 3 year old daughters and pup. There was plenty of space for the whole family and very kid friendly. We were saying when we were there that it would have been amazing with a group of friends for a girls weekend too! Beautiful spot where you feel like you’re deep in the Vermont woods but super close to downtown Woodstock. Would love to stay again if available!
Top Guest favourite

Cabin in West Windsor
4.97 out of 5 average rating, 251 reviewsSunset Cabin - your private romantic hideaway
PaigeRating, 5 stars4 days ago
Let me just say—this place is what you picture when you close your eyes during a hectic work week and dream of an escape. If the mountains are calling, and you long for wide-open space and serene beauty, this is exactly where you want to be. My husband and I stayed here while visiting Vermont for a wedding, and it was nothing short of perfect. The cabin was spotless, thoughtfully stocked with everything you might need, and nestled on a piece of land so stunning, it felt unreal. And while the setting was unforgettable, what truly set this stay apart were the hosts. David and Sondra are hands down the kindest, most accommodating hosts we’ve ever encountered. They were incredibly responsive, graciously flexible with our early arrival, and made us feel completely at home. This place feels like something out of a dream. Don’t second-guess it—book it.
Top Guest favourite

Farm stay in Washington
5 out of 5 average rating, 108 reviewsSun drenched cozy cabin on budding homestead
JenniferRating, 5 stars2 days ago
We had a wonderful stay at your lovely property in Vermont! The place was incredibly private, giving us a peaceful retreat surrounded by beautiful natural scenery. Thank you so much for sharing your home with us. Your hospitality and serene environment made our trip extra special. We can't wait to visit again! Best wishes, Jennifer
Quick stats about holiday rentals in Woodstock
Total rentals
180 properties
Nightly prices starting at
$139 AUD before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Autumn Mountain Winery
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course
- Fox Run Golf Club