Annandale-on-Hudson Holiday Rentals from NZ$294: Search Short-Term Rentals

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

Catskill Cottage Walk to Downtown & River Views : This holiday home rental outside of Annandale-on-Hudson offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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Our top choices for Annandale-on-Hudson holiday rentals

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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

Catskill

Justin

includes taxes & fees

26 Oct - 27 Oct

A hot tub in a natural setting with a tree and a body of water in the background.

2. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

includes taxes & fees

27 Sept - 28 Sept

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

3. 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

A kitchen with white cabinetry, granite countertops, and a window with blinds.

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

Germantown

Kanna S.

includes taxes & fees

30 Sept - 1 Oct

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

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

Kingston

Chris L.

includes taxes & fees

27 Sept - 28 Sept

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.

6. Gatherwild Ranch

Germantown

includes taxes & fees

29 Sept - 30 Sept

A modern house with a hot tub, a deck, and a view of a lake.

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

Saugerties

Alexis

includes taxes & fees

28 Sept - 29 Sept

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.

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

Saugerties

Patricia S.

includes taxes & fees

20 Oct - 21 Oct

A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

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

Saugerties

molly f.

includes taxes & fees

29 Sept - 30 Sept

An outdoor deck with a wooden deck, a grill, wicker chairs, and a red umbrella.

10. Umana's Cabin, cozy, comfy, 5+ acres of land

Saugerties

Paul

includes taxes & fees

27 Sept - 28 Sept

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

11. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

includes taxes & fees

28 Sept - 29 Sept

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.

12. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

includes taxes & fees

6 Oct - 7 Oct

A natural setting with a stream, red chairs, and a forested area.

13. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

27 Sept - 28 Sept

A hot tub with a view of a lake and a dock.

14. Hot tub on water, 5min HITS, 20mi to Hunter skiing

Malden

Penny R.

includes taxes & fees

5 Oct - 6 Oct

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

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

Kingston

Erin H.

includes taxes & fees

7 Oct - 8 Oct

A spacious living area with a dining table, sofa, and large windows offering a view of the outdoors.

16. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

Kingston

Themis H.

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Kingston

Jim R.

includes taxes & fees

6 Oct - 7 Oct

A balcony with wicker furniture, a view of a lake, and a grassy area with outdoor seating.

18. Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

Saugerties

Andrew L.

includes taxes & fees

6 Oct - 7 Oct

19. 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

29 Sept - 30 Sept

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Top Annandale-on-Hudson Hotel Reviews

Courtyard by Marriott Kingston

10/10 Excellent

"It was a great stay. Convenient location, clean rooms, and excellent staff. We be back!"

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

Super 8 by Wyndham Kingston

8/10 Good

"Staff is very friendly, it looks like a lot of people actually live here, we checked in late, the desk is manned 24 hours, which is convenient. The room is nothing special, furniture is run down, rug is gross, but bed and pillows are comfy, sheets and towels clean. TV stuck on one channel...Room is spacious though, and even with all the dogs and seeming live-ins hanging about, it was very quiet, so we could get a good rest. Breakfast is oatmeal, packaged pastries, granola bars, OJ and coffee. Convenient location at the right price for a one-night stay. On the way out I saw rooms that had vinyl flooring, and the photo online shows newer furniture. I guess we got an unrenovated room..."

Find out more about Annandale-on-Hudson

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Annandale-on-Hudson holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Annandale-on-Hudson. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Annandale-on-Hudson. Seeing all the best attractions is bound to make you fall in love with Annandale-on-Hudson. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Annandale-on-Hudson short-term rentals, that won’t be hard to do.

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?

Catskill Cottage Walk to Downtown & River Views: This holiday home rental outside of Annandale-on-Hudson offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable 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. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2. Peaceful Riverfront Cottage with Private Hot tub

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

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

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

6. Gatherwild Ranch

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

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

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

10. Umana's Cabin, cozy, comfy, 5+ acres of land

11. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

12. Stunning and Cozy loft apartment in kingston .

13. Streamside Cottage Half Mile to Town of Woodstock

14. Hot tub on water, 5min HITS, 20mi to Hunter skiing

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

16. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

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

18. Creekside Escape- Kayaks, Paddleboards, Hot Tub, Sauna & Fire Pit

19. Woods Cabin-Kingston/Woodstock, NY.

Find holiday rentals that suit your style

Top Annandale-on-Hudson Hotel Reviews

Courtyard by Marriott Kingston

Hampton Inn Kingston

Hunter Lodge, a Bluebird by Lark

Residence Inn by Marriott Kingston

Emerson Resort & Spa

Howard Johnson by Wyndham Saugerties

Pocketbook Hotel and Bath

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Super 8 by Wyndham Kingston

Find out more about Annandale-on-Hudson

Frequently asked questions

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