Woodstock Vacation Rentals

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Check prices for these dates

Tonight
Mar 4 - Mar 5
Tomorrow
Mar 5 - Mar 6
This weekend
Mar 7 - Mar 9
Next weekend
Mar 14 - Mar 16

Vacation Rentals in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (41)
"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 $260
CA $389 total
includes taxes & fees
Mar 30 - Mar 31
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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!
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, (90)
"This Woodstock gem is a lovely and spacious getaway spot. We had plenty of room for two couples and our dogs to stay comfortably for multiple days. The house is very close to downtown Woodstock and has all of the amenities you could need. We particularly enjoyed the ping-pong table, fireplace, and hot tub. Additionally the host is responsive and cares about you having a comfortable stay. We would definitely stay here again!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Outdoor dining

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (77)
"This was perfect place to spend time with friends!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very good, (4)
"We love our Bartow cabin, it was so cozy and relaxing for us. A perfect getaway from the city life. Will definitely stay again. "
The price is CA $254
CA $274 total
includes taxes & fees
Mar 11 - Mar 12
Postcard Cabins Eastern Catskills
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (250)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is CA $181
CA $209 total
includes taxes & fees
Mar 5 - Mar 6
Starlite Motel
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (14)
"We had an absolutely wonderful stay at this Vrbo! From the moment we arrived, everything was spotless, beautifully decorated, and thoughtfully equipped with everything we needed. The hosts went above and beyond to ensure a comfortable and seamless experience, providing clear instructions and even thoughtful touches that made us feel right at home.The location was perfect—close enough to attractions and restaurants but still peaceful and private. The beds were incredibly comfortable, the kitchen...
Hamptons on the Hudson in South Saugerties
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (39)
"The property was well maintained and a great space. The views along side the creek were amazing. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (23)
"Great little house for the holidays. We were looking for a place nearby or family where we could have our own space but still be close by. "
The price is CA $224
CA $321 total
includes taxes & fees
Mar 6 - Mar 7
Esopus Creek modern Tiny house Retreat!
A-Frame of Mind
Exterior

A-Frame of Mind

10.0 out of 10, Exceptional, (49)
"Fantastic location, excellent communication with Nick, cozy and well stocked with necessary supplies, very clean and quiet. Much needed vacation."
A-Frame of Mind
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Fridge, microwave, oven, stovetop

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
10.0 out of 10, Exceptional, (31)
"This condo is really well-stocked and was very comfortable. Host was responsive and very helpful. Looking forward to staying there again. "
The price is CA $195
CA $353 total
includes taxes & fees
Mar 25 - Mar 26
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly
Dining

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

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

10.0 out of 10, Exceptional, (8)
"My family and I had a lovely stay! The home is beautiful and comfortable with all the amenities that we needed, including a crib as we were traveling with a newborn. Not much in the immediate vicinity but a short drive to Kingston. Smooth communication and easy checkin/checkout process."
The price is CA $187
CA $456 total
includes taxes & fees
Mar 5 - Mar 6
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Outdoor spa tub

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (101)
"Nataliya was extremely responsive and considerate "
The price is CA $398
CA $803 total
includes taxes & fees
Apr 1 - Apr 2
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Aerial view

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

9.2 out of 10, Wonderful, (39)
"Easy and convenient, would stay again. "
The price is CA $159
CA $260 total
includes taxes & fees
Apr 1 - Apr 2
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (30)
"When i tell you everything was as pictured! And thats rare, everything was perfect. Im so happy we chose to stay at Lily Cottage. Host was awesome, very helpful and even left a welcome snack...yum ! Thinking i may be back in the summer. PERFECT COUPLE GETAWAY!!"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Mid-Century DJ’s Dream
Outdoor dining

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (28)
"Perfect location, we were there for a tour of CIA but it was an ideal location for exploring the area. Loved Rhinebeck Village! Owner was awesome, would stay again."
The price is CA $143
CA $254 total
includes taxes & fees
Mar 19 - Mar 20
Mid-Century DJ’s Dream
Tuscan Year Round Beauty - Pickleball Court
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (65)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
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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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, (142)
"Really cute tucked away area and also incredibly close to the town of Woodstock with all of its shops and restaurants so you don't need to drive once you're here. I loved the simple design of the rooms as well as their pet friendly options and small coffee shop that has a full coffee bar and snacks for guests. Staff working there were also incredibly sweet. I would suggest a few updates: -shower pressure was not great (it may have just been my room!) and having blankets for use on the couch...
The price is CA $384
CA $487 total
includes taxes & fees
Mar 10 - Mar 11
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, (141)
"Great room in a charming property "
The price is CA $215
CA $241 total
includes taxes & fees
Mar 10 - Mar 11
Twin Gables of Woodstock
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
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?

Hamptons on the Hudson in South Saugerties: This vacation home rental outside of Woodstock is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodstock?

Expedia has 62 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Overlook Mountain Trailhead and Thorn Preserve - Catskill Center 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 Golf Club.

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.