Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
The price is AU$397 per night from 6 Apr to 7 Apr
AU$397
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Kingston, you'll be on a river, just steps from Catskill State Park and a 4-minute drive from Thorn Preserve - Catskill ...
Esopus Creek modern Tiny house Retreat!
HOT TUB w/ POOL,  STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Woodstock
A stay at this vacation home places you in the heart of Woodstock, steps from Catskill State Park and a 4-minute drive from Woodstock Music Shop.
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

New Paltz
A stay at this vacation home places you in the heart of New Paltz, a 5-minute drive from Mohonk Preserve Visitor Center and 6 minutes from Testimonial ...
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
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Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
With a stay at this vacation home, you'll be centrally located in Glasco, just a 3-minute walk from Hudson River and 11 minutes by foot from Falling Waters ...
Hamptons on the Hudson in South Saugerties
 Beautiful new house 3/4  mile from Hunter Mountain

Beautiful new house 3/4 mile from Hunter Mountain

hunter
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Beautiful new house 3/4 mile from Hunter Mountain
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville
With a stay at this vacation home in Bearsville, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

Hunter
With a stay at this vacation home in Hunter, you'll be in the mountains, within a 5-minute drive of Hunter Mountain and Catskill State Park.
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
A'Neils Windham Ski Lodge & Family Retreat

A'Neils Windham Ski Lodge & Family Retreat

Windham
With a stay at this vacation home in Windham, you'll be on a lake, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
A'Neils Windham Ski Lodge & Family Retreat
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

Lanesville, Hunter
The price is AU$1,178 per night from 7 Apr to 8 Apr
AU$1,178
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home, you'll be centrally located in Hunter, within a 5-minute drive of Hunter Mountain and Catskill State Park.
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
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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.

Woodstock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Woodstock vacation homes are the perfect way for you to wing it.

Holiday houses in Woodstock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Woodstock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Woodstock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woodstock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Woodstock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Woodstock Holiday Homes essential information

Accommodation
1003 Holiday Homes
Lowest Price
AU$264
Highest Price
AU$1,178
Popular accommodation
Esopus Creek modern Tiny house Retreat!, HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN, Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska, Hamptons on the Hudson in South Saugerties, Beautiful new house 3/4 mile from Hunter Mountain , Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat, SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!, A'Neils Windham Ski Lodge & Family Retreat, 7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

Top trending hotels in Woodstock

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way, Woodstock, NY
The price is AU$532 per night from 7 Apr to 8 Apr
AU$532
includes taxes & fees
7 Apr - 8 Apr
When you a stay at Woodstock Way Hotel in Woodstock, you'll be on the waterfront, just steps from Catskill State Park and SweetHeart Gallery.
Woodstock Way Hotel
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St, Woodstock, NY
The price is AU$264 per night from 8 Apr to 9 Apr
AU$264
includes taxes & fees
8 Apr - 9 Apr
Twin Gables of Woodstock is in the heart of Woodstock, within a 5-minute walk of Woodstock Public Library and Woodstock Music Shop.
Twin Gables of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
The price is AU$499 per night from 6 Apr to 7 Apr
AU$499
includes taxes & fees
6 Apr - 7 Apr
With a stay at this cottage in Woodstock, you'll be on the waterfront, just a 1-minute walk from Catskill State Park and 13 minutes by foot from SweetHeart ...
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St, Woodstock, NY
The price is AU$351 per night from 8 Apr to 9 Apr
AU$351
includes taxes & fees
8 Apr - 9 Apr
With a stay at The Herwood Inn in Woodstock, you'll be in the mountains, just a 1-minute walk from Catskill State Park and 7 minutes by foot from Woodstock Public ...
The Herwood Inn
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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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^Subject to availability and chosen travel dates.