Annandale-on-Hudson Holiday Rentals from €132: Search Short-Term Rentals

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

The Chicken Coop : This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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In two weeks

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Our top choices for Annandale-on-Hudson holiday rentals

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

Red Hook

Jason D.

includes taxes & fees

7 Oct - 8 Oct

2. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

includes taxes & fees

13 Sept - 14 Sept

3. Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

Kanna S.

includes taxes & fees

23 Sept - 24 Sept

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

Catskill

Rosemary

includes taxes & fees

16 Sept - 17 Sept

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

Saugerties

Josh M.

includes taxes & fees

20 Sept - 21 Sept

6. Super Comfortable Water-view Home in Saugerties

Saugerties

molly f.

includes taxes & fees

29 Sept - 30 Sept

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

Kingston

Jim R.

includes taxes & fees

13 Sept - 14 Sept

Classic Tent, Garden View | Outdoor dining

8. Gatherwild Ranch

Germantown

includes taxes & fees

13 Sept - 14 Sept

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

Kingston

Clara L.

includes taxes & fees

15 Sept - 16 Sept

10. Woods Cabin-Kingston/Woodstock, NY.

Kingston

"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...

Michael H.

includes taxes & fees

17 Sept - 18 Sept

11. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Brian C.

includes taxes & fees

29 Sept - 30 Sept

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

Kingston

Brendan B.

includes taxes & fees

22 Sept - 23 Sept

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

Kingston

Erin H.

includes taxes & fees

16 Sept - 17 Sept

14. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

includes taxes & fees

13 Sept - 14 Sept

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

Kingston

Cathy G.

includes taxes & fees

13 Sept - 14 Sept

16. Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Saugerties

Alexis

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

Kingston

Kelley Marie

includes taxes & fees

22 Sept - 23 Sept

18. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

27 Sept - 28 Sept

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

Saugerties

Patricia S.

includes taxes & fees

14 Sept - 15 Sept

20. Soft Launch Deal: Butterfly Bungalow Studio

Saugerties

includes taxes & fees

14 Sept - 15 Sept

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Top Annandale-on-Hudson Hotel Reviews

Courtyard by Marriott Kingston

10/10 Excellent

"Beautiful room-super clean and immaculate"

Hunter Lodge, a Bluebird by Lark

8/10 Good

"Our stay started with an open door, food in the fridge and a trip to reception to make sure the room was not already occupied. We stayed in the room. The rooms seemed to be recently renovated, new AC systems, spacious, etc. so the accommodations were very nice. Biggest problem is the lighting is terrible and the room is very dark (paint, decorations, etc.), a bulb went out and one of the two light fixtures would not work. The fridge needed defrosting badly; we could not use the freezer. The next day they moved us to a suite and refunded a $40 activity fee (not sure what this additional fee was for; there were no activities, pool, etc.). The suite had lots of natural light, but again, not much light after dark. The glass shower door was off the track, but there was no handyman there that day. The bathroom sink is separate from the very tiny bathroom; there were no towel hooks or towel bars in the sink area. In the prior room there were two hooks in the sink area. Owners should live in these rooms for a night. We appreciated the upgrade; the fridge was in much better shape. The public rooms were very nice."

Kingston Regency Inn

8/10 Good

"The room & property were very clean. The staff outstanding. A special thank you to James at the front desk & Andrè in The Venue. Would suggest that at check in guests should be notified that housekeeping needs to be requested by 11:00 am (I didn’t notice the sign). For a nicer hotel,coffee should be available in lobby in addition to the small coffee maker in room. I would recommend to friends & family."

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 €132 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.

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 Chicken Coop: This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.

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Check prices for these dates

Our top choices for Annandale-on-Hudson holiday rentals

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

2. Stunning and Cozy loft apartment in kingston .

3. Charming loft cottage in tranquil Germantown with WiFi, AC

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

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

6. Super Comfortable Water-view Home in Saugerties