Kinderhook vacation rentals

We found 179 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Kinderhook that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, which might include a garden and WiFi. No matter what you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Kinderhook

Showing deals for:Nov 14 - Nov 21

Image gallery for Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson

Gunite pool with 12 lounge chairs. (Volleyball for non loungers.)
9.4 out of 10 rating
Exceptional
(6 reviews)

Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson

Chatham, NY

10% off
Price is CA $1,549
CA $13,929 total
includes taxes & fees
Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson

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Find out more about Kinderhook

Find out more about Kinderhook

The historic area of Kinderhook awaits your stay

Enjoy the history and other features of Kinderhook. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Kinderhook

Are you looking for top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that makes Kinderhook a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Furnace Brook Winery at Hilltop Orchards (16 mi / 25.7 km)
  • Hudson Chatham Winery (6.5 mi / 10.5 km)
  • Brookview Station Winery (9.8 mi / 15.7 km)
  • Stoddard Corner (11.1 mi / 17.8 km)
  • Catskill Golf Club (14.1 mi / 22.7 km)
  • Whitecliff Vineyard (14.2 mi / 22.9 km)

Exploring the natural landscape of Kinderhook

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Kinderhook is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Art Omi International Arts Center - Fields Sculpture Park (4.3 mi / 6.9 km)
  • Kinderhook Lake (4.8 mi / 7.7 km)
  • Sleepy Hollow Lake (8.9 mi / 14.3 km)
  • Queechy Lake (14.5 mi / 23.3 km)
  • Dutchman’s Landing (14.9 mi / 24 km)
  • Kykuit (16 mi / 25.8 km)

Transportation options to and around Kinderhook

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 7 mi (11.3 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.5 km) away.

Frequently asked questions

What is the best area to stay in Kinderhook when booking a vacation rental?
When considering a vacation rental in Kinderhook, New York, the most appealing area to stay in is the historic village centre. This charming locale is steeped in history and offers a delightful mix of quaint architecture and lush green spaces. Staying here places you within walking distance of several attractions, including the Martin Van Buren National Historic Site, which celebrates the life of the eighth President of the United States, and the beautiful Kinderhook Creek, superb for leisurely strolls or picnics.

In the village centre, you'll find a good selection of properties, from cosy cottages to spacious homes, suiting various preferences and group sizes. Another popular area is the surrounding countryside, which provides a more tranquil setting, ideal for those looking to escape the hustle and bustle. Here, visitors can enjoy the picturesque landscapes and nearby farms, all while being just a short drive from the charming village amenities.
How much does it cost to rent a vacation home in Kinderhook?
Prices for vacation rentals in Kinderhook vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kinderhook to more spacious homes.
Are there any discounts for Kinderhook vacation house rentals?
You can find great discounts on house rentals in Kinderhook on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Kinderhook?
In Kinderhook, cottages are the most popular type of vacation rental, with several available throughout the area. These charming properties offer a rustic and cosy atmosphere, superb for those looking to enjoy a peaceful getaway. Most cottages come equipped with fully functional kitchens, comfortable living spaces, and often include outdoor seating areas where guests can relax and take in the serene surroundings. Additionally, some cottages may feature amenities like fireplaces and private gardens, providing a delightful retreat for families or couples looking to explore the beauty of Kinderhook and its picturesque landscape.
Are there any family house rentals in Kinderhook?
In Kinderhook, New York, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area features charming homes that are often close to local parks and recreational spaces, providing ample opportunities for outdoor activities. Many of these properties include spacious living areas, fully equipped kitchens for family meals, and outdoor areas where children can play safely.
Can I find long-stay vacation rentals in Kinderhook?
A long-stay vacation rental in Kinderhook is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work vacation rentals in Kinderhook?
In Kinderhook, New York, there are several vacation rentals that are well-suited for remote work. This charming town, rich in history and surrounded by picturesque landscapes, offers a variety of properties equipped with amenities conducive to a productive stay. Many of the available rentals feature dedicated workspaces, high-speed internet, and comfortable living areas, allowing for a seamless balance between work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kinderhook vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kinderhook with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kinderhook?
In Kinderhook, popular rental amenities include kitchens, patios, and free Wi-Fi, suiting travellers seeking comfort and convenience. Many properties provide accessible parking, making them suitable for guests with mobility needs. Additionally, some rentals come equipped with blenders, allowing for easy meal preparation.
When is the best time to visit Kinderhook for a vacation rental?
The most popular time to visit Kinderhook is during the summer months, particularly in June, when the area comes alive with activities and events. From June to August, the peak season draws in visitors eager to enjoy the warm weather and picturesque landscapes that this charming New York town has to offer. The lush greenery and blooming flowers provide a great backdrop for outdoor activities such as hiking, cycling, and exploring the nearby Hudson River.

June specifically is a delightful month, with average temperatures hovering around 24°C, making it ideal for sightseeing and leisurely strolls through Kinderhook's historic streets. You can soak up the sun while discovering local attractions like the Martin Van Buren National Historic Site or enjoying a picnic at one of the serene parks in the area.

If you're looking for a more budget-friendly option, consider visiting Kinderhook in December. While this is the low season, it presents a unique opportunity to experience the charm of the town during the festive winter months. You can enjoy cosy activities, such as local vacation markets and seasonal events, while avoiding the crowds.
How early should I book a Kinderhook vacation rental?
Book your Kinderhook vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Kinderhook home rental booking on Vrbo?
To find Kinderhook vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Kinderhook vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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