Holiday Rentals Annandale-on-Hudson from £149: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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In two weeks

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Our top choices for Annandale-on-Hudson holiday rentals

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

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

includes taxes & fees

29 Nov - 30 Nov

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

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

Kingston

Jim R.

includes taxes & fees

16 Nov - 17 Nov

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Kingston

Brendan B.

includes taxes & fees

28 Nov - 29 Nov

A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

4. Butterfly Bungalow Studio · Saugerties/Woodstock

Saugerties

Michael W.

includes taxes & fees

19 Nov - 20 Nov

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

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

Catskill

Mike

includes taxes & fees

14 Dec - 15 Dec

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 .

Kingston

Robin H.

includes taxes & fees

15 Nov - 16 Nov

A compact living space with a kitchenette, a sofa, a coffee table, and a patterned rug.

7. Charming & Quaint 1 bed in Historic Uptown!

Kingston

includes taxes & fees

16 Nov - 17 Nov

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

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

Germantown

Kanna S.

includes taxes & fees

16 Nov - 17 Nov

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

15 Nov - 16 Nov

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.

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

Kingston

Erick and Lana S.

includes taxes & fees

1 Dec - 2 Dec

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.

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

Saugerties

Danita K.

includes taxes & fees

29 Nov - 30 Nov

A kitchen shelf with jars, cups, and coffee equipment.

12. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Catherine

includes taxes & fees

15 Nov - 16 Nov

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

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

Kingston

Erin H.

includes taxes & fees

16 Nov - 17 Nov

A house with a swimming pool, surrounded by a fence, and a sunset in the background.

14. Hudson Landing - Fireplace & Catskills Retreat

Saugerties

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Staatsburg

elizabeth

includes taxes & fees

1 Dec - 2 Dec

16. Woods Cabin-Kingston/Woodstock, NY.

Kingston

Patti G.

includes taxes & fees

15 Nov - 16 Nov

A room with a large window, two white chairs, a small round table with a bottle and glasses, and a floor lamp.

17. Jessie's Harvest House

Tannersville

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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

Kingston

Kelley Marie

includes taxes & fees

14 Dec - 15 Dec

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

19. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Anonymous traveller

includes taxes & fees

15 Nov - 16 Nov

A covered porch with a wooden deck, white columns, wicker chairs, and a view of a house with windows.

20. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

Stone Ridge

Michael C.

includes taxes & fees

15 Nov - 16 Nov

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Top Annandale-on-Hudson Hotel Reviews

Beekman Arms and Delamater Inn

10/10 Excellent

"Nice place"

Emerson Resort & Spa

8/10 Good

"I loved my stay. The room was beautiful and clean. The tub was exceptional especially after the hiking. I would definitely come back. Please make sure I have put the highest rating. My screen is making the text too large. I was only able to get to GOOD. If there is a higher rating please change it to exceptional, etc ."

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 £149 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?

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.

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Check prices for these dates

Our top choices for Annandale-on-Hudson holiday rentals

1. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

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

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

4. Butterfly Bungalow Studio · Saugerties/Woodstock

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

6. Stunning and Cozy loft apartment in kingston .

7. Charming & Quaint 1 bed in Historic Uptown!

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

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

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

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

12. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

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

14. Hudson Landing - Fireplace & Catskills Retreat