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Vacation Homes in Woodstock

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

9.8 out of 10, Exceptional, (8)
"In the heart of woodstock, walking distance to any of the shops and restaurants, even grocery stores!! For the low price, it was a great place to stay, great quiet area and felt so safe!"
$322 nightly
The price is $361
Oct 5 - Oct 6
Total with taxes and fees
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (44)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
$573 nightly
The price is $642
Oct 5 - Oct 6
Total with taxes and fees
Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Museum House

10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
$855 nightly
The price is $958
Oct 12 - Oct 13
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
Woodstock historic artist estate - The Pond House

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
$211 nightly
The price is $236
Oct 21 - Oct 22
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (27)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
$224 nightly
The price is $251
Oct 29 - Oct 30
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

$269 nightly
The price is $278
Oct 6 - Oct 7
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

Retro Retreat: renovated 2BR, desk, no chore list!

9.6 out of 10, Exceptional, (11)
"Very clean and nice inside. Host was very communicative. "
$255 nightly
The price is $286
Oct 21 - Oct 22
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!

"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing

10.0 out of 10, Exceptional, (1)
"Very clean and cozy cabin."
$262 nightly
The price is $270
Oct 28 - Oct 29
Total with taxes and fees
"A Stone's Throw" Cabin • Creekside • Fires • BBQ • Fishing

Jessie's Harvest House Suite

10.0 out of 10, Exceptional, (1)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
$183 nightly
The price is $194
Oct 21 - Oct 22
Total with taxes and fees
Jessie's Harvest House Suite

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
$130 nightly
The price is $146
Oct 5 - Oct 6
Total with taxes and fees
Sioux Tipi on Chloe's Lake

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.2 out of 10, Wonderful, (38)
"Great place for an incredible price. We would definitely stay here again."
$122 nightly
The price is $132
Oct 5 - Oct 6
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

9.8 out of 10, Exceptional, (18)
"Comfortable accommodations. Everything you need for a relaxing holiday "
$275 nightly
The price is $308
Oct 6 - Oct 7
Total with taxes and fees
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

10.0 out of 10, Exceptional, (9)
"We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! "
$293 nightly
The price is $316
Oct 5 - Oct 6
Total with taxes and fees
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

2.0 star property
$368 nightly
The price is $412
Oct 6 - Oct 7
Total with taxes and fees
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Newly Renovated Ski House in Windham

10.0 out of 10, Exceptional, (5)
"We had a great time during our stay, the owner was super helpful and we had everything that we needed for a nice ski getaway!"
$379 nightly
The price is $409
Oct 7 - Oct 8
Total with taxes and fees
Newly Renovated Ski House in Windham

The Loft At The Inn At High Falls

9.2 out of 10, Wonderful, (17)
"this was just a lovely stay all around!! Will absolutely stay there again!"
$316 nightly
The price is $354
Oct 5 - Oct 6
Total with taxes and fees
The Loft At The Inn At High Falls

Luxury Villa - hot tub, fire pit, games, fast wifi

$324 nightly
The price is $350
Oct 27 - Oct 28
Total with taxes and fees
Luxury Villa - hot tub, fire pit, games, fast wifi

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"Great place. Exactly like the pictures. "
$308 nightly
The price is $333
Oct 28 - Oct 29
Total with taxes and fees
Modern Luxurious Cabin, Catskills - The Tiny Nook

Higashi: New Paltz family home with King bed minutes to downtown

9.8 out of 10, Exceptional, (17)
"Great place to stay! We enjoyed our time here. "
$291 nightly
The price is $326
Oct 16 - Oct 17
Total with taxes and fees
Higashi: New Paltz family home with King bed minutes to downtown
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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Top Woodstock Hotel Reviews

Find out more about Woodstock

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
Accommodation
924 Vacation Homes
Lowest Price
$523
Highest Price
$523

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