Photo by Marina Timo

Woodstock holiday homes

We found 719 holiday rentals — enter your dates for availability

Discover a selection of 64 homes, 12 apartments and other holiday rentals in Woodstock that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Delight in the lush landscape of Woodstock

Enjoy the art galleries and other features of Woodstock. Travellers to this relaxing city praise the hiking, forests and riverfront. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Woodstock

Are you looking for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Woodstock a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Woodstock Golf Club (0.5 mi / 0.8 km)
  • Indian Head Mountain (6.5 mi / 10.5 km)
  • Kaaterskill Falls (10.9 mi / 17.5 km)
  • Hunter Mountain (12.4 mi / 19.9 km)
  • Copperhood Retreat & Spa (13 mi / 20.9 km)
  • Mohonk Golf Course (18.1 mi / 29.2 km)

Exploring the natural features in Woodstock

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Woodstock is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Overlook Mountain Trailhead (2.1 mi / 3.4 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (3.5 mi / 5.6 km)
  • Opus 40 (4.5 mi / 7.2 km)
  • Esopus Creek (8.7 mi / 14 km)
  • Saugerties Village Beach (8.8 mi / 14.2 km)
  • Falling Waters Preserve (9 mi / 14.5 km)

How to get to and around Woodstock

The nearest airport is in Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Woodstock when booking a holiday home?
Zena is one of the most sought-after neighbourhoods to book a holiday property in Woodstock. Spend your stay here to enjoy the privacy and comfort that comes with having a place to yourself.
What is the most popular type of holiday home accommodation in Woodstock?
Apartments are the most popular kind of holiday home in Woodstock, according to our data. Even if you’ve got something else in mind, Bookabach has holiday homes in all shapes and sizes. Look through our options to find your ideal match.
How much does it cost to rent a holiday home in Woodstock?
Property type, season and length of stay are some factors that can affect the price of a holiday home. Simply add your travel dates to find your ideal match. From comfy cottages to expansive luxury villas, all Bookabach holiday homes offer amazing value.
How much does it cost to rent a beach house in Woodstock?
Prices for beach houses in Woodstock can differ depending on the type and size of the property and when you’re travelling. Just enter your travel dates into Bookabach and how many guests to see your options and prices. From there you can use the filters to refine your search results by ratings, amenities and more.
Are there pet-friendly holiday homes in Woodstock?
Pack a travel bag for the pup in your life because Woodstock has 47 holiday homes that throw out the welcome mat to pets. Let your four-legged pal have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Woodstock?
Pack your swimwear and swim ring, because there are five houses with a private pool in Woodstock. Make a booking at one of these popular holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then use the “pool” filter to find a place to make a splash!
What are popular home amenities in Woodstock?
The most popular home amenities people are looking for in Woodstock are a fireplace, a chef and a nearby river. Whether you’re hitting the road with your besties, family or even pets, Bookabach holiday homes include the best amenities for starting a new adventure with the people you love.
Are there large group holiday homes in Woodstock?
There are 11 holiday homes in Woodstock that can host five or more people. From family trips to special occasions, these stays have enough space to spend time with the people that matter the most.
Are there holiday homes in Woodstock that welcome kids?
With 45 family-friendly holiday homes to select from in Woodstock, now is a great time to introduce the kids to the joys of travel. Just click on our “Properties good for families” filter to find stays loaded with amenities ideal for holidaying families, such as extra bedrooms, swimming pools, bunk beds and entertainment areas.
What are the top attractions for families in Woodstock?
You’ll find lots of cool things to see and do with the family in Woodstock, such as:

  • Overlook Mountain Trailhead
  • Saugerties Village Beach
  • Indian Head Mountain

Are there one-bedroom holiday homes in Woodstock?
Yes, you’ll find 28 one-bedroom properties in Woodstock to choose from. A one-bedroom holiday home is a superb choice if it’s just you and your sweetheart or if you’re flying solo. Add in more privacy, convenience and space compared to a hotel, and you’re bound to have a getaway to remember.
Can I find two-bedroom holiday homes in Woodstock?
Woodstock has 11 two-bedroom holiday homes for you to select from. Book a holiday home with all the privacy and comfort you want at an attractive price on Bookabach.
Are there holiday homes with WiFi in Woodstock?
You’ll have a choice of 21 holiday homes with WiFi in Woodstock. If you want to disconnect from the world during your escape, but still need to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Woodstock?
Pick from 42 holiday homes with air conditioning in Woodstock providing that cooling breeze and extra comfort level. Simply enter your dates of travel and then make use of our filters to locate stays with air conditioning.
How old do you have to be to rent a holiday home in Woodstock?
It’s a good idea to check with the Woodstock holiday home you’d like on Bookabach as the age limit differs. However, it’s generally 16, 18 or 21.
How long can I rent a holiday home in Woodstock for?
The amount of time you can stay in a Woodstock holiday home for depends on each property. Just tap in your preferred travel dates to see options offering extended stays. They have everything you need to make your extended trip more convenient and enjoyable, such as air conditioning and kitchens. Some holiday homes might also offer weekly or monthly discounted prices, so you can stay longer for less money.

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