Annandale-on-Hudson Holiday Rentals from €130: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Annandale-on-Hudson has to offer?

The Farm at Hyde Park : This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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Holiday Rentals in Annandale-on-Hudson

Situated in a secluded wooded area, this cabin offers a warm and inviting atmosphere with a crackling fire and a bench for relaxation.

"Nice stays 👌 "

includes taxes & fees

5 Aug - 6 Aug

Set amidst lush greenery and mature trees, this charming building features a steeply pitched roof and a brick facade.

"We were visiting the Culinary Institute highly recommend it."

Relax on the cabin's open porch, surrounded by tall trees in a secluded forest setting.

"Perfect place to reconnect with natural world and yourself"

includes taxes & fees

6 Aug - 7 Aug

Relax in a cozy outdoor space with a fireplace, wicker furniture, and a scenic view.

"Beautiful home and great location . "

Enjoy a peaceful retreat with a deck overlooking the surrounding woods, featuring a comfortable chair and small table.

"We loved this charming tiny house. Beautiful, peaceful location in the woods. It had everything we needed and we were very comfortable."

includes taxes & fees

17 Aug - 18 Aug

"A beautiful quiet setting! "

includes taxes & fees

2 Sept - 3 Sept

Escape to a secluded cabin nestled in a forest, surrounded by tall trees and a natural backdrop.

"This was such a cool experience Id love to go back! "

includes taxes & fees

10 Aug - 11 Aug

Relax in a spacious bedroom with a large bed, bedside table, and lamp, offering a view of the balcony and adjacent room.

"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"

Enjoy a peaceful forest view from the large window, featuring a comfortable bed below.

"Loved our stay and the house. Everything was wonderful. I will say it was a little farther than 'a walk into town' and we did Uber everywhere. Everything at the house was great - nice relaxing spot!!"

Two houses nestled among lush greenery, surrounded by a park with a play structure.

"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."

includes taxes & fees

24 Aug - 25 Aug

Experience a cozy retreat with a neatly made bed, wooden dresser, and dining area.

"Our first experience staying at a yurt. It was cozy and comfortable with everything you might need. The property was beautiful as well."

Relax by the serene pool surrounded by lush greenery and enjoy a picturesque view from the adjacent house's balcony.

"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "

Cozy home with a welcoming porch and lush surroundings.

"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"

Set amidst a serene wooded area, this two-story house offers a retreat with a well-manicured lawn and a small deck.

"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "

Relax in this inviting living room with a sofa, dresser, and small table.

"Oriana was awesome and I look forward to staying there again."

Perched on a rocky outcrop, this historic lighthouse offers stunning views of the surrounding waters.

"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"

Enjoy cooking in this well-equipped kitchen with a dining area nearby.

"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "

Situated in a forested area, this cabin features a simple design with a flat roof and a front porch with a railing, perfect for outdoor dining and grilling.

"It's so peaceful there. It was lovely."

Relax on the covered porch with outdoor seating and grill, surrounded by a serene backyard with a brick patio and well-maintained lawn.

"Smelled like furnace oil. So we had to find a new place to stay. Don’t reserve the chicken coop. Also, no wifi on the property. "

Situated in a serene winter landscape, this cabin offers a cozy porch with a railing.

"Great location "

includes taxes & fees

11 Aug - 12 Aug

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Top Annandale-on-Hudson Hotel Reviews

St. Charles Hotel

10/10 Excellent

"This is real gem that needs some work but still is comfortable & charming in its way. Great location. The staff & management are fantastic. "

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Our room was clean and nicely decorated. The bed was comfortable and the sheets were nice. I would stay here again! I recommend getting a room facing the mountain, it is worth the upgrade. The only two issues were 1. The couch in the room was the most uncomfortable couch I’ve ever sat on. It was aesthetically nice for the room but rock hard. 2. The breakfast didn’t include any gluten free options. As someone who has to be GF, it would have been nice to have an option for breakfast without having to leave the hotel. Otherwise, it was great. Everyone working there was nice and professional. "

Super 8 by Wyndham Kingston

10/10 Excellent

"Staff is very friendly. Bed was very comfortable. Bathroom was very clean. Microwave and refrigerator were spotless. Since it is animal friendly, there are no carpets on the floors. The Continental Breakfast was very nice offering: instant oatmeal, muffins, a variety of breakfast bars, orange juice, apple juice, coffee, tea, & hot chocolate. I would stay there again."

Find out more about Annandale-on-Hudson

Everything you need to know about Annandale-on-Hudson 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 Annandale-on-Hudson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Annandale-on-Hudson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annandale-on-Hudson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annandale-on-Hudson. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annandale-on-Hudson 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 Annandale-on-Hudson holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Annandale-on-Hudson rentals

At Expedia, we put the best Annandale-on-Hudson 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 Annandale-on-Hudson 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 Annandale-on-Hudson 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 Annandale-on-Hudson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there holiday rentals in Annandale-on-Hudson?

Yes, there are holiday rentals close to the most popular sights in Annandale-on-Hudson, or you can select a more secluded option if you're looking for a relaxing stay. Annandale-on-Hudson is known for its university setting and art. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that Annandale-on-Hudson has to offer?

The Farm at Hyde Park: This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Annandale-on-Hudson?

While exploring the area, visit family-friendly sights like Kiwanis Ice Arena, or get outside and enjoy nature at Falling Waters Preserve. In the wider area, you’ll find Bard College and Hessel Museum of Art.

What are holiday rentals like in Annandale-on-Hudson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Annandale-on-Hudson. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.

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Holiday Rentals in Annandale-on-Hudson

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Holiday Rentals in Annandale-on-Hudson

Postcard Cabins Eastern Catskills

The Farm at Hyde Park

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Hamptons on the Hudson in South Saugerties

Esopus Creek modern Tiny house Retreat!

Streamside Cottage Half Mile to Town of Woodstock

Sioux Tipi on Chloe's Lake

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

Sexiest Lil Cabin in Saugerties, NY

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Charming cottage with lake access, wood burning fire place, and WiFi

A Spectacular 50 Mile View of the Hudson Valley in all seasons

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

Rose Cottage

The Chicken Coop

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Top Annandale-on-Hudson Hotel Reviews

St. Charles Hotel

Best Western Plus Kingston Hotel And Conference Center

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Woodstock Way Hotel

Quality Inn Hyde Park Poughkeepsie North

Hunter Lodge, a Bluebird by Lark

AutoCamp Catskills

Holiday Inn Express & Suites Kingston-Ulster by IHG

Super 8 by Wyndham Kingston

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