Vacation rentals in Woodstock

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Woodstock
Dutch Touch Woodstock Cottage
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.
28 Aug – 4 Sep
$233 NZD per night
4.91 out of 5 average rating, 631 reviews
Guest favourite
Guesthouse in Mount Tremper
Artful and Serene Woodstock Getaway
Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.
20–27 Dec
$220 NZD per night
4.97 out of 5 average rating, 297 reviews
Guest favourite
Guesthouse in Woodstock
Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
PRIVATE Modern/Rustic Apt WALK TO ALL 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE on deck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground
20–27 Feb
$363 NZD per night
5.0 out of 5 average rating, 288 reviews

Popular amenities for Woodstock holiday rentals

Stay near Woodstock's top sights

Colony153 locals recommend
Bearsville Theater195 locals recommend
Garden Cafe Woodstock234 locals recommend
Bread Alone Bakery204 locals recommend
SILVIA275 locals recommend
Levon Helm Studios98 locals recommend

Other great holiday rentals in Woodstock

Guest favourite
Guesthouse in Bearsville
Mt. Guardian Guest House Exquisite Mountain Views
6–13 Sep
$314 NZD per night
4.98 out of 5 average rating, 559 reviews
Guest favourite
Cabin in Woodstock
Brand New Modern Cabin walk to town
28 Aug – 4 Sep
$351 NZD per night
4.85 out of 5 average rating, 150 reviews
Guest favourite
Cottage in Saugerties
Chic & Cozy Cottage 10 mins to Woodstock
20–27 Dec
$252 NZD per night
4.93 out of 5 average rating, 209 reviews
Guest favourite
Bungalow in Saugerties
Saugerties Cottage with Creek Access
4–11 May
$199 NZD per night
4.88 out of 5 average rating, 187 reviews
Guest favourite
Cabin in Saugerties
Cozy Cottage for Two
28 Jul – 4 Aug
$277 NZD per night
4.95 out of 5 average rating, 155 reviews
Guest favourite
Cabin in Woodstock
Restored Farmhouse with Yoga Studio
2–9 Feb
$361 NZD per night
4.93 out of 5 average rating, 577 reviews
Guest favourite
Home in Kingston
This New House
2–9 Dec
$266 NZD per night
4.97 out of 5 average rating, 267 reviews
Guest favourite
Guesthouse in Woodstock
Top of the Hill
28 Oct – 4 Nov
$244 NZD per night
4.96 out of 5 average rating, 185 reviews
Guest favourite
Cottage in Saugerties
New:Cozy Barn-Style Retreat Minutes From Woodstock
27 Aug – 3 Sep
$588 NZD per night
4.93 out of 5 average rating, 203 reviews
Guest favourite
Guesthouse in Bearsville
Relax on the Ridge - 2 miles from Woodstock
26 Feb – 5 Mar
$312 NZD per night
4.98 out of 5 average rating, 465 reviews
Guest favourite
Cottage in Woodstock
Grapevine Cottage
21–28 Oct
$572 NZD per night
4.99 out of 5 average rating, 273 reviews
Guest favourite
Guest suite in Woodstock
Woodstock retreat with hot tub and deck with view
19–26 Feb
$205 NZD per night
4.98 out of 5 average rating, 91 reviews

Quick stats about holiday rentals in Woodstock

Total rentals

260 properties

Rentals with dedicated workspaces

160 properties have a dedicated workspace

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

120 properties allow pets

Family-friendly rentals

140 properties are a good fit for families

Total number of reviews

31K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Ulster County
  5. Woodstock