Book Holiday Homes in Woodstock
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Featured Holiday Homes in Woodstock
The Chicken Coop
Staatsburg NY
With a stay at this vacation home in Staatsburg, you'll be within a 15-minute drive of Culinary Institute of America and Margaret Lewis Norrie State Park.
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville NY
The price is AU$513 per night from 17 May to 18 May
AU$513
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Hensonville, you'll be in the mountains, within a 15-minute drive of Hunter Mountain and Windham Country Club.
The Farm at Hyde Park
Staatsburg NY
Located in Staatsburg, this vacation home is in a rural location, within a 10-minute drive of Margaret Lewis Norrie State Park and Ogden Mills and Ruth Livingston ...
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Hamptons on the Hudson in South Saugerties
Glasco NY
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 ...
Many perfect sunsets at the magical house on the lake
Ulster Park NY
Located in Rifton, this vacation home is on the waterfront, within a 10-minute drive of Rosendale Public Library and Rosendale Trestle.
Bohemian style open LOFT
Kingston NY
With a stay at this vacation home in Kingston, you'll be within a 5-minute drive of Kingston Rondout Visitor Center and Hudson River Maritime Museum.
Private Hudson Valley Escape
Kingston NY
Located in Kingston, this vacation home is a 3-minute drive from Robert E. Post Memorial Park and 5 minutes from Hudson Valley Mall.
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham NY
The price is AU$289 per night from 18 May to 19 May
AU$289
18 May - 19 May
includes taxes & fees
A stay at this vacation home places you in the heart of Windham, steps from Catskill State Park and a 2-minute drive from Windham Mountain Resort.
Storybook House in Prime Catskills Location 5 Min to Town/10 Min to Hudson River
Saugerties NY
With a stay at this vacation home in Saugerties, you'll be within a 5-minute drive of Saugerties Town Hall and Kiersted House.
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 | 895 Holiday Homes |
|---|---|
Lowest Price | AU$246 |
Highest Price | AU$513 |
Popular accommodation | The Chicken Coop, Brand New 2 Bdr. Townhome Minutes from Windham Mtn, The Farm at Hyde Park, Hamptons on the Hudson in South Saugerties, Many perfect sunsets at the magical house on the lake, Bohemian style open LOFT, Private Hudson Valley Escape, TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores, Storybook House in Prime Catskills Location 5 Min to Town/10 Min to Hudson River |
Top trending hotels in Woodstock
Woodstock Way Hotel
10 Waterfall Way Woodstock NY
The price is AU$441 per night from 8 June to 9 June
AU$441
8 June - 9 June
includes taxes & fees
When you stay at Woodstock Way Hotel in Woodstock, you'll be on the waterfront, just steps from Catskill State Park and Woodstock Artists Association and ...
The Herwood Inn
148 Tinker St Woodstock NY
The price is AU$274 per night from 19 May to 20 May
AU$274
19 May - 20 May
includes taxes & fees
When you stay at The Herwood Inn in Woodstock, you'll be in the mountains, just steps from Catskill State Park and The Comeau Property.
Twin Gables of Woodstock
73 Tinker St Woodstock NY
The price is AU$246 per night from 25 May to 26 May
AU$246
25 May - 26 May
includes taxes & fees
With a stay at Twin Gables of Woodstock, you'll be centrally located in Woodstock, steps from Woodstock Public Library and within a 5-minute walk of Woodstock ...
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Streamside Cottage Half Mile to Town of Woodstock
Woodstock NY
With a stay at this cottage in Woodstock, you'll be on the waterfront, just steps from Catskill State Park and a 1-minute drive from Woodstock Golf Club.
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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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.