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Search Vacation Homes in Woodstock

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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Woodstock vacation homes

Property grounds
Fall Foliage Getaway!

Fall Foliage Getaway!

Fall Foliage Getaway!
Woodstock
10.0 out of 10, Exceptional, (12)
"We loved the place - beautiful house and setting."
United States
Michele P.
$656 nightly
The price is $735
Dec 15 - Dec 16
Total with taxes and fees
Fall Foliage Getaway!
Interior
Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
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!"
United States
Strati P.
$855 nightly
The price is $958
Dec 15 - Dec 16
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House
Interior
Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (29)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$223 nightly
The price is $250
Jan 5 - Jan 6, 2026
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Smart TV, video games, offices
Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
10.0 out of 10, Exceptional, (13)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
$246 nightly
The price is $266
Dec 15 - Dec 16
Total with taxes and fees
Peaceful Cabin w/ Fire Pit & Creek Access
2 bedrooms, desk, free WiFi, bed sheets
Retro Retreat: renovated 2BR, desk, no chore list!

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
$254 nightly
The price is $284
Dec 17 - Dec 18
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
1 bedroom, free WiFi, bed sheets
The Studio at the Inn at High Falls

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very Good, (33)
"Perfect location. Easy access to great surrounding area. Nice space. We had only one night. Wish it was longer!"
United States
loretta p.
$240 nightly
The price is $268
Dec 15 - Dec 16
Total with taxes and fees
The Studio at the Inn at High Falls
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
$634 nightly
The price is $710
Dec 15 - Dec 16
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Fridge, microwave, oven, stovetop
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

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

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
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!"
United States
Brendan B.
$192 nightly
The price is $215
Dec 17 - Dec 18
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
$307 nightly
The price is $332
Jan 6 - Jan 7, 2026
Total with taxes and fees
Modern Luxurious Cabin, Catskills - The Tiny Nook
Exterior
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (54)
"Nice place and great little town "
United States
PAUL V.
$220 nightly
The price is $238
Dec 15 - Dec 16
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Interior
Kin Cottage Accord

Kin Cottage Accord

Kin Cottage Accord
Accord
10.0 out of 10, Exceptional, (2)
"Needed a relaxing quick getaway weekend and Kin cottage is the way to go !!! The house had everything we needed ! Toys for the kids toys for the fur babies ,and books to read for the adults. We enjoyed our time in the hot tub and then made s’mores that the house provided. All the restaurants were close by and very good we did indoor roller skating and mini golf did some hiking at stony falls what a beautiful water fall there. Totally recommend kin cottage and can’t wait to go back !!!!!"
United States
Anonymous traveler
Kin Cottage Accord
Interior
Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
$472 nightly
The price is $529
Jan 5 - Jan 6, 2026
Total with taxes and fees
Double the Fun: Two Houses, Shared Yard & Fire Pit
Dining
Super Comfortable Water-view Home in Saugerties

Super Comfortable Water-view Home in Saugerties

Super Comfortable Water-view Home in Saugerties
Saugerties
9.6 out of 10, Exceptional, (5)
"A very clean, spacious, and friendly environment with all the amenities you need. "
United States
joshua m.
$574 nightly
The price is $643
Dec 17 - Dec 18
Total with taxes and fees
Super Comfortable Water-view Home in Saugerties
Property grounds
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10)
"Very clean and comfortable for the five of us. Close to windham and all of its activities"
United States
Jonathan M.
$285 nightly
The price is $307
Dec 15 - Dec 16
Total with taxes and fees
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Interior
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Lake Katrine
10.0 out of 10, Exceptional, (16)
"Perfect getaway!"
United States
Lynn A.
$366 nightly
The price is $410
Dec 15 - Dec 16
Total with taxes and fees
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Fridge, microwave, oven, stovetop
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

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

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Kerhonkson
9.8 out of 10, Exceptional, (23)
"Comfortable accommodations. Everything you need for a relaxing holiday "
United States
Susan W.
$261 nightly
The price is $292
Dec 17 - Dec 18
Total with taxes and fees
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
Interior
Quaint Cottage w/ Peloton & Sauna near Hiking

Quaint Cottage w/ Peloton & Sauna near Hiking

Quaint Cottage w/ Peloton & Sauna near Hiking
Mount Tremper
9.2 out of 10, Wonderful, (29)
"A very nice, quiet property. Property owner was very communicative and the stay was pleasant."
United States
Arisa K.
$321 nightly
The price is $337
Dec 30 - Dec 31
Total with taxes and fees
Quaint Cottage w/ Peloton & Sauna near Hiking
Interior
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (62)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
$211 nightly
The price is $236
Jan 13 - Jan 14, 2026
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
TV, offices
Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
8.0 out of 10, Very Good, (2)
"The house was great for a weekend trip with family. We enjoyed cooking in the kitchen, playing games in the cozy living room, and roasting up some s'mores around the bonfire at night. The location was great, close to a grocery store and some nature trails, which was important for us. We all got great sleep in the comfy bedrooms."
United States
Erin S.
$359 nightly
The price is $401
Dec 15 - Dec 16
Total with taxes and fees
Catskill Stay w/ Deck & Fire Pit
TV, fireplace, video games, books
Warm Atomic Ranch - MCM One Level

Warm Atomic Ranch - MCM One Level

Warm Atomic Ranch - MCM One Level
Olivebridge
10.0 out of 10, Exceptional, (1)
$432 nightly
The price is $484
Dec 18 - Dec 19
Total with taxes and fees
Warm Atomic Ranch - MCM One Level
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"The rooms were very clean and comfortable, staff was very nice and welcoming"
Jordan 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

Find out more about Woodstock

Woodstock Vacation Homes information

Number of reviews
319
Accommodation
899 Vacation Homes
Lowest Price
$215
Highest Price
$958

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