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Annandale-on-Hudson Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Annandale-on-Hudson holiday rentals

A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

1. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.2 out of 10, Wonderful, (15 reviews)
"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."
United States
Jason D.
The price is AU$356
includes taxes & fees
31 Oct - 1 Nov
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

2. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AU$365
includes taxes & fees
3 Nov - 4 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

3. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is AU$411
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

4. Creek Views * Chef’s Kitchen * Walk To Lighthouse

Creek Views * Chef’s Kitchen * Walk To Lighthouse
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"this house was very comfortable and convenient to Saugerties"
United States
molly f.
The price is AU$846
includes taxes & fees
16 Nov - 17 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

5. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AU$355
includes taxes & fees
2 Nov - 3 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

6. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (18 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is AU$381
includes taxes & fees
22 Oct - 23 Oct
Stunning and Cozy loft apartment in kingston .
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

7. Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is AU$435
includes taxes & fees
2 Nov - 3 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

8. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (322 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is AU$300
includes taxes & fees
16 Nov - 17 Nov
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A living room with a white armchair, a grey sofa, a large green plant, and a wooden coffee table. A staircase with white railings leads to an upper floor.

9. Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (5 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is AU$788
includes taxes & fees
28 Oct - 29 Oct
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
A kitchen with a stove, cabinets, and a microwave.

10. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
The price is AU$315
includes taxes & fees
20 Oct - 21 Oct
Butterfly Bungalow Studio · Saugerties/Woodstock
Private kitchen

11. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (14 reviews)
"Great little place! The cabin was very clean and sits in a great spot. Very relaxing place to pop off grid. Nothing fancy, but has everything you need."
United States
Connie K.
The price is AU$296
includes taxes & fees
20 Oct - 21 Oct
Woods Cabin-Kingston/Woodstock, NY.
A staircase with a metal handrail and a bench with a striped cushion.

12. 3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!

3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Great location, very well-stocked. Would absolutely stay here again."
United States
Kristen R.
The price is AU$712
includes taxes & fees
27 Oct - 28 Oct
3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
An outdoor patio with a striped rug, seating, a fire pit, and string lights.

13. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (37 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AU$401
includes taxes & fees
2 Nov - 3 Nov
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

14. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AU$362
includes taxes & fees
25 Oct - 26 Oct
Gatherwild Ranch
A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

15. Country House offers 2 bedrooms and a den, lots of parking.

Country House offers 2 bedrooms and a den, lots of parking.
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great house for a last minute getaway. Super clean house!!! Such a cute house with a lovely porch and view. We loved looking at the vintage books on the bookshelf! House had everything we needed, towels, and even shampoo. Would stay again. Location was great too. Centrally located near many attractions but rural enough to relax!"
United States
kristen d.
The price is AU$493
includes taxes & fees
25 Oct - 26 Oct
Country House offers 2 bedrooms and a den, lots of parking.
A living room with a grey sofa, patterned cushions, a side table with a lamp, and large windows offering a view of a snowy landscape.

16. Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Lovely, clean, quiet house. Exactly what we needed for a place to stay while we were showing at HITS. Would definitely stay here again!"
United States
Charlotte J.
The price is AU$854
includes taxes & fees
22 Oct - 23 Oct
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

17. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (33 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is AU$422
includes taxes & fees
3 Nov - 4 Nov
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
A hot tub in a natural setting with a tree and a body of water.

18. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is AU$630
includes taxes & fees
19 Oct - 20 Oct
Peaceful Riverfront Cottage with Private Hot tub
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

19. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (105 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is AU$368
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern kitchen with white cabinets, a central island, and a view to the outside.

20. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (11 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is AU$299
includes taxes & fees
19 Oct - 20 Oct
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Annandale-on-Hudson Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"My husband and I have stayed at this hotel previously we are returned visitors. Our room was immaculate. We had a balcony that overlooked the beautiful mountains and gorgeous trees in the fall. The room itself was impeccable the bathroom Stella. I would definitely recommend this hotel to anyone. There were many families there and enjoyed the breakfast bagels, cereal, coffee, oatmeal, and or yogurt where we ate for breakfast was very clean. I must mention that there’s a beautiful sitting room in the lobby for comfort reading this games very quaint. It is dog, friendly only certain rooms. The outside has a beautiful balcony. The landscaping was very inviting. There are tables and chairs outside that you can sit and you can even have a fire in the evening. It’s a very welcoming place. Definitely recommend."
Lawrence 1-night trip
Posted 7 hours ago
Hunter Lodge, a Bluebird by Lark

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, 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 favourite 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 depend 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 AU$286 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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

While exploring the area, visit family-friendly sights like Hudson River Maritime Museum, 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.