Annandale-on-Hudson holiday homes

We found 1,536 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Annandale-on-Hudson that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Annandale-on-Hudson

Showing deals for:5 Feb - 12 Feb

Image gallery for Snow is coming! Skiing, Hot tub, fireplace, fabulous kitchen, views everywhere!

Hot tub
10 out of 10, Exceptional, (90 reviews)
Exceptional
(90 reviews)

Snow is coming! Skiing, Hot tub, fireplace, fabulous kitchen, views everywhere!

Tannersville

13% off
Price is NZ$19,388
for 7 nights, 1 home
NZ$2,770 per night
includes taxes & fees
Snow is coming! Skiing, Hot tub, fireplace, fabulous kitchen, views everywhere!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

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Travel to arty Annandale-on-Hudson

Take a holiday to Annandale-on-Hudson and enjoy the area's art galleries, history and museums. One of the city's many top draws is its university setting. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Annandale-on-Hudson

Are you searching for things to do while you're in the area? Venture out of your holiday home and check out everything that makes Annandale-on-Hudson a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Indian Head Mountain (12.6 mi / 20.2 km)
  • Kaaterskill Falls (14.2 mi / 22.9 km)
  • Woodstock Golf Club (10.3 mi / 16.7 km)
  • Clinton Vineyards (13.6 mi / 21.9 km)
  • Catskill Golf Club (15.2 mi / 24.5 km)

Exploring the natural features in Annandale-on-Hudson

Whether you're an active traveller or just want to take in the scenery, Annandale-on-Hudson is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Falling Waters Preserve (2.8 mi / 4.5 km)
  • Saugerties Village Beach (4 mi / 6.5 km)
  • Opus 40 (6.6 mi / 10.6 km)
  • Kingston Point Beach (6.9 mi / 11.2 km)
  • Esopus Creek (8 mi / 12.9 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (9.6 mi / 15.4 km)

Travelling to and around Annandale-on-Hudson

The nearest airport is in Hudson, NY (HCC-Columbia County), located 21.4 mi (34.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Annandale-On-Hudson when booking a holiday rental?
When considering a holiday rental in Annandale-On-Hudson, one of the most appealing areas is the neighbourhood surrounding Bard College. This picturesque locale not only offers a vibrant arts and culture scene but also boasts stunning views of the Hudson River. Staying here puts you in close proximity to the college's various cultural events and performances, making it a delightful choice for those interested in the arts.

Another attractive area is the nearby village of Tivoli, which features charming streets lined with quaint shops and eateries. Tivoli is known for its lovely community vibe and hosts some delightful dining options, great for sampling local cuisine. You'll also find the scenic Tivoli Bays, a lovely spot for nature walks and birdwatching.

In terms of available holiday rentals, the region offers a diverse selection, suiting various tastes and budgets. Whether you prefer a cosy cottage or a more modern apartment, you are likely to find a suitable property that provides a comfortable base for exploring this beautiful part of New York.
When is the best time to visit Annandale-On-Hudson for a holiday rental?
The best time to visit Annandale-On-Hudson is during September, when the vibrant fall season begins to unfold. This month marks the tail end of the peak travel season, which spans from July to September, attracting those eager to experience the picturesque landscapes and cultural offerings of the area.

As summer wanes, visitors can enjoy comfortable temperatures typically ranging from 10 to 25 degrees Celsius, ideal for outdoor activities such as hiking and exploring the beautiful surroundings. September is particularly charming, with the foliage starting to hint at autumn colours, providing a stunning backdrop for leisurely strolls and sightseeing.

For those looking for a more budget-friendly option, December offers a lovely, quiet atmosphere superb for a winter getaway. While this is the low season, the charm of the Hudson Valley during the holidays, with its festive decorations and serene landscapes, creates a great experience that shouldn't be missed.
What are the top attractions in Annandale-On-Hudson?
In Annandale-On-Hudson, visitors can explore a variety of attractions that highlight the area's cultural and natural beauty. The most popular site is Bard College, which not only offers beautiful campus grounds but also hosts the Fisher Centre for the Performing Arts, where one can attend various performances and events throughout the year.

Nearby, the picturesque landscape along the Hudson River provides opportunities for scenic walks and outdoor activities, with views that are especially stunning during the fall foliage season.

The area also features the historic Montgomery Place, a former estate now part of the Bard College campus, which includes lovely gardens and walking paths. Visitors can enjoy art exhibitions at the Bard College Centre for Curatorial Studies and Art in the nearby Red Hook area, further enriching the cultural experience of the region.
Are all fees included in the Annandale-on-Hudson holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Annandale-on-Hudson holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Annandale-on-Hudson 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 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.
Are there any discounts for Annandale-on-Hudson holiday homes?
You can find great discounts on holiday homes in Annandale-on-Hudson on Bookabach, 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.
Can I change or cancel my Annandale-on-Hudson holiday home booking on Bookabach?
To find Annandale-on-Hudson holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Annandale-on-Hudson?
A long-stay holiday home in Annandale-on-Hudson 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Annandale-on-Hudson holiday home?
Book your Annandale-on-Hudson holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Annandale-on-Hudson?
Prices for holiday homes in Annandale-on-Hudson 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. Bookabach offers something for every taste and budget, from affordable homes in Annandale-on-Hudson to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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