A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Woodstock vacation rentals

Property grounds

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (294 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is SAR 537
SAR 1,195 total
includes taxes & fees
7 Sep - 8 Sep
Streamside Cottage Half Mile to Town of Woodstock
Exterior

2. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The setting was peaceful and cottage was adorable. The proximity to Tinker Street was a short walk."
United States
Susan
The price is SAR 751
SAR 1,270 total
includes taxes & fees
23 Aug - 24 Aug
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Terrace/patio

3. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is SAR 676
SAR 1,173 total
includes taxes & fees
31 Aug - 1 Sep
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Outdoor dining

4. Cozy Mid-Century Retreat with Spa Hot Tub

Cozy Mid-Century Retreat with Spa Hot Tub
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is SAR 1,746
SAR 3,435 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Mid-Century Retreat with Spa Hot Tub
Interior

5. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"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.
The price is SAR 2,286
SAR 3,885 total
includes taxes & fees
8 Sep - 9 Sep
Woodstock Historic Artist Estate - The Museum House
Exterior

6. NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Perfect spot in Saugerties/Woodstock area. Very helpful communication with property management. Looking forward to staying again sometime!"
United States
Theodore F. L.
The price is SAR 1,925
SAR 4,115 total
includes taxes & fees
14 Sep - 15 Sep
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Interior

7. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (98 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is SAR 642
SAR 1,013 total
includes taxes & fees
30 Aug - 31 Aug
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Private kitchen

8. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (9 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is SAR 428
SAR 765 total
includes taxes & fees
30 Aug - 31 Aug
Woods Cabin-Kingston/Woodstock, NY.
Terrace/patio

9. Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Hurley
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful weekend and wonderful host. Thank you!"
United States
Jenna D.
The price is SAR 811
SAR 1,640 total
includes taxes & fees
27 Aug - 28 Aug
Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
Terrace/patio

10. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is SAR 473
SAR 749 total
includes taxes & fees
23 Aug - 24 Aug
West Wing - a unique private space w/patio
Outdoor spa tub

11. Private Waterfront Oasis-Hot Tub-Sauna-Fire Pit-Paddleboard

Private Waterfront Oasis-Hot Tub-Sauna-Fire Pit-Paddleboard
Saugerties
10.0 out of 10, Exceptional, (11 reviews)
"The host was great. Very welcoming. Readily available. Highly recommend!"
United States
Bo M.
The price is SAR 3,944
SAR 5,981 total
includes taxes & fees
8 Sep - 9 Sep
Private Waterfront Oasis-Hot Tub-Sauna-Fire Pit-Paddleboard
Outdoor spa tub

12. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here. It was a beautiful location and central to the places we wanted to visit. It looked brand new and it was very clean. It was quiet and peaceful. The hosts even had little snacks for us which was a nice touch."
United States
Laura M.
The price is SAR 897
SAR 1,678 total
includes taxes & fees
25 Aug - 26 Aug
Peaceful Riverfront Cottage with Private Hot tub
Terrace/patio

13. Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Saugerties
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Would definitely go back!"
United States
Alexis
The price is SAR 1,235
SAR 3,838 total
includes taxes & fees
14 Sep - 15 Sep
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Smart TV, fireplace

14. Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is SAR 1,096
SAR 2,325 total
includes taxes & fees
17 Sep - 18 Sep
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Outdoor dining

15. Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is SAR 1,010
SAR 1,867 total
includes taxes & fees
20 Aug - 21 Aug
Umana's Cabin, cozy, comfy, 5+ acres of land
Dining

16. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (18 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
The price is SAR 657
SAR 1,821 total
includes taxes & fees
30 Aug - 31 Aug
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior

17. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is SAR 353
SAR 1,051 total
includes taxes & fees
13 Sep - 14 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
Coffee/tea maker, fridge, microwave, oven

18. 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, (6 reviews)
"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.
The price is SAR 282
SAR 963 total
includes taxes & fees
9 Sep - 10 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
2 bedrooms, desk, WiFi (free), bed sheets

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is SAR 484
SAR 1,337 total
includes taxes & fees
13 Sep - 14 Sep
Retro Retreat: renovated 2BR, desk, no chore list!
Terrace/patio

20. Catskills Cabin Near HITS Saugerties POOL + HOT TUB Fenced Yard Pet Friendly

Catskills Cabin Near HITS Saugerties POOL + HOT TUB Fenced Yard Pet Friendly
Saugerties
10.0 out of 10, Exceptional, (13 reviews)
"Hot tub was nice"
United States
Joshua K.
The price is SAR 1,825
SAR 3,297 total
includes taxes & fees
2 Sep - 3 Sep
Catskills Cabin Near HITS Saugerties POOL + HOT TUB Fenced Yard Pet Friendly
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Room was spacious and this location is very close to everything you could possibly need. Pet friendly and great patio area! We will be back!"
Sara 2-night trip
Posted 3 hours ago
Residence Inn by Marriott Kingston

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, there are vacation rentals close to well known attractions in Woodstock, or you can choose a more secluded option if you want a relaxing place to stay. The forests and art scene are just a few reasons why tourists like Woodstock. Make sure you have time to check out the riverfront and mountain views during your trip.

What's the top vacation rental in Woodstock?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside of Woodstock is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Woodstock?

Expedia has 75 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Enjoy the outdoors at Overlook Mountain Trailhead and The Comeau Property, or simply take in cultural attractions like Colony and Bearsville Theater. Other places in town to visit include Catskill State Park and Woodstock Music Shop.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned properties you can reserve for several days or longer in Woodstock. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.