Annandale-on-Hudson Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Annandale-on-Hudson vacation rentals

View from property

Cabin in Catskill

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (131 reviews)
"I loved every single part of the stay "
United States
Srijana
$150 nightly
The price is $162
Jan 26 - Jan 27
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
$192 nightly
The price is $215
Jan 21 - Jan 22
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Bar (on property)

Chalet in Tannersville

Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (3 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
$164 nightly
The price is $173
Jan 20 - Jan 21
Total with taxes and fees
Jessie's Harvest House Suite
Terrace/patio

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
$172 nightly
The price is $192
Jan 20 - Jan 21
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Lobby

Cottage in Catskill

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
$289 nightly
The price is $312
Jan 20 - Jan 21
Total with taxes and fees
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Property grounds

Apartment in Rhinebeck Village

Private Studio Close to Downtown Rhinebeck
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
$206 nightly
The price is $233
Jan 20 - Jan 21
Total with taxes and fees
Private Studio Close to Downtown Rhinebeck
Outdoor dining

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
$225 nightly
The price is $243
Jan 21 - Jan 22
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Property grounds

Apartment in Hyde Park

Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
$192 nightly
The price is $208
Jan 20 - Jan 21
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Property grounds

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
$174 nightly
The price is $197
Jan 22 - Jan 23
Total with taxes and fees
Mid-Century DJ’s Dream
Exterior

Cabin in Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
$304 nightly
The price is $328
Jan 20 - Jan 21
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Smart TV

Apartment in Kingston

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
9.4 out of 10, Exceptional, (22 reviews)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
$208 nightly
The price is $233
Jan 20 - Jan 21
Total with taxes and fees
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

Apartment in Kingston

Stunning and Cozy loft apartment in kingston .
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
$195 nightly
The price is $218
Jan 20 - Jan 21
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
Terrace/patio

Apartment in Kingston

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (27 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
$212 nightly
The price is $237
Jan 20 - Jan 21
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Terrace/patio

Apartment in Shokan

West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (21 reviews)
"Very clean accommodations! Easy process from start to finish"
United States
Samantha R.
$176 nightly
The price is $197
Jan 20 - Jan 21
Total with taxes and fees
West Wing - a unique private space w/patio
2 bedrooms, desk, free WiFi, bed sheets

Vacation Home in Kingston

Retro Retreat: renovated 2BR, desk, no chore list!
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
$248 nightly
The price is $278
Feb 4 - Feb 5
Total with taxes and fees
Retro Retreat: renovated 2BR, desk, no chore list!
Interior

Vacation Home in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
$228 nightly
The price is $255
Jan 21 - Jan 22
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Pool

Apartment in Hunter Highlands

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
9.8 out of 10, Exceptional, (9 reviews)
"Took a quick trip up to Hunter Mountain and needed a place to stay. We found a winner, very comfortable and clean with some nice amenities! Max (the owner) was an absolute pleasure to deal with.....highly recommended. "
United States
John M.
$211 nightly
The price is $229
Jan 20 - Jan 21
Total with taxes and fees
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Recharge
Smart TV, video games, offices

Vacation Home in Saugerties

Peaceful Cabin w/ Fire Pit & Creek Access
9.8 out of 10, Exceptional, (14 reviews)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
$248 nightly
The price is $269
Jan 21 - Jan 22
Total with taxes and fees
Peaceful Cabin w/ Fire Pit & Creek Access
TV, fireplace, books

Apartment in Lanesville

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
10.0 out of 10, Exceptional, (1 review)
"Such a great one bedroom, ski in/out it was right on the Highlands trail. Place was newly done lots of fresh wood. The electric heater and fireplace is super cute! Nice big shower we really enjoyed it."
United States
Kristin C.
$228 nightly
The price is $248
Feb 3 - Feb 4
Total with taxes and fees
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Interior

Apartment in Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge
9.0 out of 10, Wonderful, (15 reviews)
"Clean cozy will be staying again"
United States
Michael C.
$149 nightly
The price is $152
Feb 2 - Feb 3
Total with taxes and fees
Cozy Apartment with Sauna in Historic Stone Ridge
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

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

10/10 Excellent
"Everything was great"
Marlon 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Annandale-on-Hudson

Everything you need to know about Annandale-on-Hudson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annandale-on-Hudson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annandale-on-Hudson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Annandale-on-Hudson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rentals in Annandale-on-Hudson?

Yes, you can find vacation rentals near well known local attractions in Annandale-on-Hudson, or you can select a more remote option if you're looking for relaxation. 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 vacation rentals that Annandale-on-Hudson has to offer?

Esopus Creek modern Tiny house Retreat!: This vacation home rental outside of Annandale-on-Hudson is located on a river and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Saugerties Village Beach. In the larger area, you’ll find Bard College and Hessel Museum of Art.

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

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Annandale-on-Hudson. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.