Woodstock holiday homes

We found 773 holiday rentals — enter your dates for availability
Discover a selection of 75 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.

Holiday rentals with weekly discounts – Woodstock

Showing deals for:6 Nov - 13 Nov

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Why visit Woodstock

  • Natural Escapes: Discover scenic parks, waterfalls, and nature preserves to enjoy the great outdoors.
  • Historic Legacy: Immerse yourself in Woodstock’s rich culture with landmarks like the historic festival site.
  • Cultural Hubs: Visit the local museum to gain insights into the town’s artistic heritage.
  • Equestrian Adventures: Experience local equestrian centres offering unique outdoor activities.
  • Charming Streets: Stroll through quaint lanes and parks that capture Woodstock’s urban and historic vibe.

Top attractions in and around Woodstock

Woodstock, New York, is a vibrant destination perfect for outdoor enthusiasts and adventure seekers. With stunning scenery, visitors can explore local attractions such as nature preserves, picturesque waterfalls, and equestrian centres. The Woodstock Museum offers cultural insights, while the historic Woodstock Festival site adds to the town's artistic charm. Whether you're travelling with family or friends, Woodstock promises a memorable experience filled with nature and culture.

  • Montgomery Place: A historic estate characterised by its stunning architecture and beautifully landscaped gardens. Visitors can enjoy guided tours that showcase the rich cultural history and serene views of the Hudson River.
  • The Clermont Mansion: This historic house offers a glimpse into the opulent lifestyle of the 18th century. Its elegant interiors and picturesque grounds make it a perfect spot for history enthusiasts and leisurely strolls.
  • Karma Triyana Dharmachakra Monastery: Nestled in the heart of Woodstock, this serene monastery provides a peaceful retreat for meditation and spiritual practice, surrounded by tranquil gardens and breathtaking mountain views.

Things to do recommended for couples

Explore Woodstock with a local touch. Enjoy wandering art galleries, savour gourmet meals, and relax in cosy cafes. Discover the charm of small-town life with a romantic twist and create memorable moments together.

Things to do recommended for families

Families will enjoy a visit to Woodstock’s local markets, art galleries and scenic parks, ideal for a relaxed day out. Local eateries offer a taste of American cuisine, while community events provide a welcoming atmosphere for Kiwi travellers.

Things to do recommended for groups

In Woodstock, groups can wander through vibrant arts scenes, enjoy live music in cozy venues, and savour local cuisine. Discover scenic countryside and charming local markets, all while immersing in the town's unique cultural heritage.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Woodstock

Whether you’re travelling with a group, as a family, with your pets, or searching for extended stays, be sure to use the appropriate filters to suit your needs. Here are some Vrbo booking tips for you.

  • Traveling to Woodstock with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Woodstock with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Woodstock: For many, a family holiday isn’t truly complete without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Woodstock: If you're after holiday rentals with special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and secure savings on monthly accommodations. You might also want to consider including a parking space, a quality kitchen, or a private pool in your search.

Where to stay in and around Woodstock

Woodstock offers a relaxed, family-friendly escape with a mix of urban and historical charm. Explore its quaint streets, inspiring art hubs, and scenic parks that invite outdoor adventures. The town’s atmosphere is perfect for a secluded yet vibrant holiday, where friendly locals welcome you to experience its unique blend of culture and nature. Enjoy the tranquillity and charm of Woodstock during your New Zealand getaway.

  • Kingston: Kingston, a lively city 16km from Woodstock, offers a captivating blend of natural beauty and outdoor adventure. Ideal for travellers keen on an active holiday, the city is famed for its ski fields and resorts that promise exhilarating experiences. Surrounded by scenic mountains and a serene lake, Kingston also boasts historical landmarks such as an old college university, adding an enriching cultural twist to your visit. Explore the outdoors, enjoy the crisp mountain air, and partake in a variety of ski activities that make this destination perfect for adventure enthusiasts.
  • Saugerties: Saugerties, located 14km from Woodstock, is a vibrant city that invites travellers to embrace its adventurous spirit. The area is celebrated for its outdoor pursuits, particularly skiing at nearby fields and resorts. The natural landscape, defined by majestic mountains and a tranquil lake, is complemented by a local stadium that often hosts community events. Whether you’re eager to explore the rugged outdoors or simply soak in the scenic beauty, Saugerties offers a blend of excitement and relaxation for all types of holidaymakers.
  • Zena: Nestled within the Woodstock area, the village of Zena offers a charming escape for those seeking adventure and outdoor thrills. With easy access to ski fields and resorts, Zena is perfect for visitors eager to hit the slopes. The village is surrounded by impressive mountains and a sparkling lake, and its proximity to a theme park adds a playful element to the experience. Ideal for those who appreciate a mix of natural splendour and adventurous activities, Zena delivers a unique and memorable travel experience.

Best time to go to Woodstock

If you're planning a trip to Woodstock, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.0°F (-3.9°C)Light RainMostly SunnySlightly Low
February26.6°F (-3.0°C)Light RainMostly CloudyAverage
March34.5°F (1.4°C)Light RainMostly SunnyAverage
April46.2°F (7.9°C)Light RainMostly SunnyAverage
May57.7°F (14.3°C)Light RainMostly SunnyAverage
June65.7°F (18.7°C)Light RainMostly SunnyAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly High
August69.6°F (20.9°C)Light RainMostly SunnySlightly High
September62.6°F (17.0°C)Light RainMostly SunnySlightly High
October51.4°F (10.8°C)Light RainMostly SunnyAverage
November39.0°F (3.9°C)Light RainMostly SunnySlightly Low
December31.1°F (-0.5°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Looking to save on your next journey? Being flexible with your travel dates can work wonders, as prices often fluctuate. You might also enjoy considerable savings by booking a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan your next adventures, pick up from where you left off, or easily view and organise your travel plans. You can now find the properties you’ve saved and booked in the Potential, Upcoming, or Current Trips sections. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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:

  • 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)
  • Windham Mountain Resort (18.6 mi / 30 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)
  • Kaaterskill Falls (10.9 mi / 17.5 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.