Woodstock Holiday Rentals

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Our top choices for Woodstock holiday rentals

The price is NZ$450
includes taxes & fees
9 Mar - 10 Mar
Botanical Studio Retreat in the Heart of Woodstock
10.0 out of 10, Exceptional, (11 reviews)
"In the heart of woodstock, walking distance to any of the shops and restaurants, even grocery stores!! For the low price, it was a great place to stay, great quiet area and felt so safe!"
United States
Eden C.
The price is NZ$489
includes taxes & fees
3 Mar - 4 Mar
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
9.0 out of 10, Wonderful, (46 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is NZ$519
includes taxes & fees
8 Mar - 9 Mar
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Holiday Home in Woodstock

Fall Foliage Getaway!
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is NZ$1,190
includes taxes & fees
3 Mar - 4 Mar
Fall Foliage Getaway!
The price is NZ$444
includes taxes & fees
9 Mar - 10 Mar
Beautiful Top Floor Unit in Downtown Woodstock!
8.2 out of 10, Very good, (10 reviews)
"Great location !"
United States
greg h.
The price is NZ$504
includes taxes & fees
10 Mar - 11 Mar
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
9.8 out of 10, Exceptional, (9 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 NZ$1,546
includes taxes & fees
3 Mar - 4 Mar
Woodstock Historic Artist Estate - The Museum House
9.6 out of 10, Exceptional, (161 reviews)
"The cabin was very clean and cozy"
United States
Azma
The price is NZ$268
includes taxes & fees
3 Mar - 4 Mar
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
The price is NZ$556
includes taxes & fees
3 Mar - 4 Mar
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
The price is NZ$478
includes taxes & fees
3 Mar - 4 Mar
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is NZ$353
includes taxes & fees
3 Mar - 4 Mar
Charming loft cottage in tranquil Germantown with WiFi, AC
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is NZ$271
includes taxes & fees
4 Mar - 5 Mar
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
9.8 out of 10, Exceptional, (17 reviews)
"Best gateway "
United States
Michael D.
The price is NZ$747
includes taxes & fees
3 Mar - 4 Mar
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is NZ$610
includes taxes & fees
5 Mar - 6 Mar
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
9.6 out of 10, Exceptional, (15 reviews)
"House was very clean, host was welcoming "
United States
David C.
The price is NZ$448
includes taxes & fees
3 Mar - 4 Mar
Peaceful Cabin w/ Fire Pit & Creek Access
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is NZ$392
includes taxes & fees
3 Mar - 4 Mar
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Holiday Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very good, (34 reviews)
"The location and layout cozy and warm. The odor of the water and bathroom like sulfer.Coffee seemed old pot did not work right.Could not get hot water for a shower either."
United States
dianna i.
The price is NZ$447
includes taxes & fees
3 Mar - 4 Mar
The Studio at the Inn at High Falls
10.0 out of 10, Exceptional, (15 reviews)
"Cozy and beautiful house. "
United States
Seung L.
The price is NZ$320
includes taxes & fees
3 Mar - 4 Mar
Country Cottage with beautiful views and easy access to Catskills activities.

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (293 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
The price is NZ$233
includes taxes & fees
3 Mar - 4 Mar
Starlite Motel
9.8 out of 10, Exceptional, (69 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is NZ$394
includes taxes & fees
3 Mar - 4 Mar
Esopus Creek modern Tiny house Retreat!
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

Find out more about Woodstock

Everything you need to know about Woodstock holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodstock holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodstock holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodstock holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more 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 are some of the best holiday rentals that Woodstock has to offer?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Woodstock is located on a river, and has a fireplace, a BBQ and air conditioning 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 that you can cook with friends or family.

How many holiday rentals are there in Woodstock?

Expedia has 70 holiday 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 SweetHeart Gallery. Other places in town to visit include Woodstock Music Shop and Catskill State Park.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.