Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is AU$481
includes taxes & fees
26 Oct - 27 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (255)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
Streamside Cottage Half Mile to Town of Woodstock
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
10.0 out of 10, Exceptional, (115)
"We loved our stay at this beautiful home in Woodstock. The house was even better than the pictures: it was spacious, clean, beautiful, and had all the amenities you could ask for. The locations was perfect- nicely secluded but extremely convenient. The owners were very helpful the whole time and were responsive every time we reached out."
United States
Rami H.
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (271)
"Awesome place to stay!"
United States
Earl
The price is AU$215
includes taxes & fees
22 Oct - 23 Oct
Starlite Motel
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (32)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
United States
David S.
Hamptons on the Hudson in South Saugerties
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is AU$227
includes taxes & fees
26 Oct - 27 Oct
Sioux Tipi on Chloe's Lake
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
10.0 out of 10, Exceptional, (18)
"Stayed for a wedding nearby and it was the perfect place to spend family time together and have enough beds for everyone to sleep in. "
United States
Leah I.
The price is AU$1,298
includes taxes & fees
22 Oct - 23 Oct
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Rose Cottage
9.2 out of 10, Wonderful, (10)
"It's so peaceful there. It was lovely."
United States
Victoria I.
Rose Cottage
A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (92)
"Clean and perfect for a couple. Well maintained and provisioned. Yard/view is overgrown and view is obscured mostly by trees since the dwelling is ground level. But overall a pleasant stay in a quiet treed area. Would do again"
United States
Anthony D.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
United States
Eileen F.
The price is AU$252
includes taxes & fees
29 Oct - 30 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
10.0 out of 10, Exceptional, (94)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
United States
David W.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
8.2 out of 10, Very good, (63)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
United States
Gina S.
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is AU$397
includes taxes & fees
4 Nov - 5 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
2.0 star property
4.0 out of 10, (1)
"Never let me know the property wasnt available tillnday of. Ended up going home. Ruinjng stay"
United States
Patricia
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Sexiest Lil Cabin in Saugerties, NY
9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
United States
Julie L.
The price is AU$231
includes taxes & fees
22 Oct - 23 Oct
Sexiest Lil Cabin in Saugerties, NY
Charming Catskill getaway walking distance to Main St. Pet-friendly!
10.0 out of 10, Exceptional, (11)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
United States
Taylor M.
Charming Catskill getaway walking distance to Main St. Pet-friendly!
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
United States
Sarah A.
The price is AU$1,302
includes taxes & fees
3 Nov - 4 Nov
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
The Farm at Hyde Park
9.8 out of 10, Exceptional, (83)
"Great place to stay. Glen was a great host and give us different items from the area to try from local farms"
United States
Keith M.
The Farm at Hyde Park
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
9.4 out of 10, Exceptional, (12)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
The price is AU$362
includes taxes & fees
30 Oct - 31 Oct
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
United States
Chris S.
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
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 favourite 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 depend 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 AU$215 per night. Entering your travel dates in the search wizard might find you 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?

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock: This highly rated holiday home rental in Woodstock is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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 Thorn Preserve - Catskill Center, or simply take in cultural attractions like Colony and SweetHeart Gallery. You’ll find favourite places to visit such as Hunter Mountain and Catskill Mountains in the wider area.

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.