Woodstock Vacation Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Apr 10 - Apr 11
Tomorrow
Apr 11 - Apr 12
This weekend
Apr 11 - Apr 13
Next weekend
Apr 18 - Apr 20

Vacation Rentals in Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is CA $254
CA $428 total
includes taxes & fees
May 4 - May 5
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Terrace/patio

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

10.0 out of 10, Exceptional, (94)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (61)
"Very Comfortable"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
3 bedrooms, iron/ironing board, WiFi, bed sheets

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (172)
"This was an incredible place to stay for a snowy weekend with the family. The house is huge and and just beautiful. The hosts even had the long driveway plowed and stairs/walkway shoveled for us, would definitely recommend staying here. "
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very good, (7)
"We always live these cabins & we've been coming for years!"
The price is CA $282
CA $305 total
includes taxes & fees
Apr 21 - Apr 22
Postcard Cabins Eastern Catskills
Esopus Creek modern Tiny house Retreat!
Fridge, microwave, oven, stovetop

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (24)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is CA $219
CA $351 total
includes taxes & fees
Apr 16 - Apr 17
Esopus Creek modern Tiny house Retreat!
Starlite Motel
Comfort House, 4 Bedrooms, Mountain View, Mountainside | Terrace/patio

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (251)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is CA $176
CA $203 total
includes taxes & fees
Apr 16 - Apr 17
Starlite Motel
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Terrace/patio

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

10.0 out of 10, Exceptional, (19)
"Everything was amazing, the house was beautiful and clean, the jacuzzi was the highlight of the day, we made a delicious BBQ and watched movies from the 00s in the huge TV in the living room. I would 100% stay at Phillips place again!"
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain
Exterior

Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain

8.4 out of 10, Very good, (12)
"The cabin was a pleasant spot and well-appointed. Good stay!"
Catskills Cabin with Hot Tub near Hiking located Minutes to Belleayre Mountain
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (66)
"The church was very cool and unique. Samples eggs, milk, honey and syrup were a plus. The host Glen was ver easy to communicate with. My daughters bedroom was closed off, but the bedroom in the loft was not. That was a little hard to sleep in the loft if someone wanted to watch t.v. You could always use earphones though if you did not want to disturb the loft sleeper. Place was very clean. There were signs in front of the yard for a calf pen and chicken coop but didnt see or hear any signs of a...
The Farm at Hyde Park
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties
High Falls Restorative Cabin in the Woods!
Terrace/patio

High Falls Restorative Cabin in the Woods!

10.0 out of 10, Exceptional, (18)
"We had a great time during our few days in High Falls. The cabin was exactly as pictures, and super clean and well kept! The area is great for hiking and the welcome booklet was really helpful! Would definitely stay here again :)"
High Falls Restorative Cabin in the Woods!
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
Exterior

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (20)
"The property is beautiful. The soft snow blanketing the area only made it more so. Everything was exactly where it was said to be and our hosts were ready and willing to help at a moments notice. Couldn't ask for a better place"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (180)
"My son and I enjoyed staying at the house while on a trip for ski racing at Belleayre. The house was clean and set up well. It seems like it would be very nice in the warm months. There is no cell service anywhere nearby or even down"
The Cabin at Chichester in the Catskills Mountains
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Game room

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

9.8 out of 10, Exceptional, (93)
"We had a wonderful family long weekend at Michele’s beautiful home in the Hudson Valley. We were there to celebrate the birthdays of my husband, son, and grandson. The house was comfortable and well equipped to make meals. Michele the host couldn’t be more responsive. There are many great hikes and wineries close by. This was a 5 star expereince enjoyed by all."
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (21)
"Great location "
The price is CA $233
CA $480 total
includes taxes & fees
Apr 22 - Apr 23
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
1 bedroom, travel crib, free WiFi, bed sheets

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (82)
"Visited here in March with our two kids and dog and it was absolutely perfect. The property is huge and no other house in sight. We hiked up the waterfall and splashed around, and our dog got to be a “wild dog” for a day :). The yurt itself was very warm even though it was chilly outside - very well stocked and clean. You’re 15-20 mins away from towns if you decide you want to eat out or shop, but still feel like you’re totally secluded. Would definitely love to return!!"
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Fawn Hill Cabin: Cozy Log Cabin in Phoenicia
3 bedrooms, desk, free WiFi, bed sheets

Fawn Hill Cabin: Cozy Log Cabin in Phoenicia

10.0 out of 10, Exceptional, (6)
"My past stay at the Fawn Hill Cabin was my first time using Vrbo. Moving forward, my standard of cleanliness and hospitality has reached a new high. The cabin was spotless and the check in process was a breeze. The grounds were well kept and the location was priceless. I will 100% return to the Fawn Hill Cabin in the future and recommend it to family/friends. Hands down one of my new favorite places to stay to relax my mind. "
Fawn Hill Cabin: Cozy Log Cabin in Phoenicia
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (40)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Property grounds

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.6 out of 10, Exceptional, (46)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
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.
Don't see what you're looking for?
See all available properties in Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Woodstock you may be interested in

Woodstock Way Hotel
Superior Room, Fireplace, River View

Woodstock Way Hotel

4.0 star property
9.4 out of 10, Exceptional, (147)
"A beautiful resort "
The price is CA $374
CA $474 total
includes taxes & fees
Apr 21 - Apr 22
Woodstock Way Hotel
Twin Gables of Woodstock
Books, music library, stereo

Twin Gables of Woodstock

3.0 star property
9.8 out of 10, Exceptional, (147)
"I stayed at Twin Gables when I attended a concert at Bearsville Theater. While the inn is fairly close to Bearsville, it is not walkable. What is walkable are many quaint shops and restaurants! My room was cute and comfortable. I appreciated the large bathroom and toiletries as well. Breakfast at the inn was a nice touch. I enjoyed talking with the innkeeper, who is fun and social. Excellent stay overall! "
The price is CA $210
CA $235 total
includes taxes & fees
Apr 21 - Apr 22
Twin Gables of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is CA $254
CA $428 total
includes taxes & fees
May 4 - May 5
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, there are vacation rentals in Woodstock close to Woodstock Music Shop, or you can choose a secluded option if you're looking for a relaxing 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!: This vacation home rental outside of Woodstock is located on a river and offers a barbecue grill, air-conditioning, and a Smart TV to help you feel perfectly comfortable 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 60 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Overlook Mountain Trailhead and Woodstock Dog Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Woodstock Music Shop. Other places in town to visit include Catskill State Park and Woodstock Public Library.

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.