Annandale-on-Hudson Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Annandale-on-Hudson holiday 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, (175 reviews)
"I just love this place, this was my second time and ofc I will be back"
United States
JANYRA
The price is HK$932
HK$1,345 total
includes taxes & fees
23 Mar - 24 Mar
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Cabin in Saugerties

Umana's Cabin, cozy, comfy, 5+ acres of land
10.0 out of 10, Exceptional, (2 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is HK$2,109
HK$3,968 total
includes taxes & fees
19 Mar - 20 Mar
Umana's Cabin, cozy, comfy, 5+ acres of land
Smart TV, fireplace

Holiday Home in Saugerties

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
The price is HK$2,643
HK$5,135 total
includes taxes & fees
29 Mar - 30 Mar
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Interior

Holiday Home in West Hurley

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
10.0 out of 10, Exceptional, (5 reviews)
"very relaxing and comfortable place to stay!"
United States
Tilson
The price is HK$3,328
HK$6,762 total
includes taxes & fees
29 Mar - 30 Mar
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience
Microwave, oven, stovetop, dishwasher

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is HK$2,290
HK$4,398 total
includes taxes & fees
21 Mar - 22 Mar
Little red house just outside of Woodstock
Property grounds

Cabin in Palenville

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is HK$1,586
HK$2,896 total
includes taxes & fees
19 Mar - 20 Mar
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Property grounds

Holiday Home in Woodstock

Fall Foliage Getaway!
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is HK$2,529
HK$5,736 total
includes taxes & fees
19 Mar - 20 Mar
Fall Foliage Getaway!
Terrace/patio

Apartment in Shokan

West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (23 reviews)
"Very clean accommodations! Easy process from start to finish"
United States
Samantha R.
The price is HK$987
HK$1,544 total
includes taxes & fees
19 Mar - 20 Mar
West Wing - a unique private space w/patio
Outdoor spa tub

Holiday Home in Lake Katrine

Peaceful Riverfront Cottage with Private Hot tub
10.0 out of 10, Exceptional, (10 reviews)
"Very clean Well organized Great location "
United States
Anne D.
Peaceful Riverfront Cottage with Private Hot tub
Exterior

Cabin in Saugerties

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$980
HK$1,273 total
includes taxes & fees
22 Mar - 23 Mar
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
TV

Cabin in Lake Hill

NEW-Romantic Lake View Carriage House
10.0 out of 10, Exceptional, (1 review)
"Beautiful place! The host was wonderful. We got in right before a snow storm and they were kind enough to shovel for us. View was beautiful. Very clean and relaxing."
United States
Kathryn H.
The price is HK$1,480
HK$3,131 total
includes taxes & fees
24 Mar - 25 Mar
NEW-Romantic Lake View Carriage House
Outdoor spa tub

Apartment in Saugerties

Cozy Waterfront Oasis – Hot Tub, Sauna, Firepit, Creek Views, Pet Friendly
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in and out process. Property was very clean and host was communicative with clear instruction on use of amenities! Great location with direct water access. "
United States
Lucy N.
The price is HK$3,298
HK$5,976 total
includes taxes & fees
29 Mar - 30 Mar
Cozy Waterfront Oasis – Hot Tub, Sauna, Firepit, Creek Views, Pet Friendly
Property grounds

Apartment in Highland

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location and stay"
United States
kareem e.
The price is HK$1,684
HK$2,526 total
includes taxes & fees
19 Mar - 20 Mar
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Interior

Holiday Home in Saugerties

Brand New House w gated backyard that is located right at the Saugerties Village
10.0 out of 10, Exceptional, (40 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
The price is HK$1,332
HK$3,184 total
includes taxes & fees
19 Mar - 20 Mar
Brand New House w gated backyard that is located right at the Saugerties Village
Exterior

Holiday Home in Saugerties

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
The price is HK$3,032
HK$7,165 total
includes taxes & fees
24 Mar - 25 Mar
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Outdoor pool, a heated pool

Holiday Home in Hudson

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
9.8 out of 10, Exceptional, (30 reviews)
"The home was as described. Exceptional. It was immaculate and well stocked."
United States
judy h.
The price is HK$4,776
HK$8,583 total
includes taxes & fees
19 Mar - 20 Mar
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Exterior

Cabin in Mt. Tremper

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is HK$1,323
HK$3,069 total
includes taxes & fees
23 Mar - 24 Mar
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Terrace/patio

Cabin in Stone Ridge

Charming & Cozy Cabin w/ Screened Porch
9.0 out of 10, Wonderful, (4 reviews)
"spacious, very well equipped, clean, quiet. "
United States
Marsha L.
The price is HK$1,267
HK$4,562 total
includes taxes & fees
19 Mar - 20 Mar
Charming & Cozy Cabin w/ Screened Porch
Smart TV, fireplace

Cabin in Boiceville

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
9.8 out of 10, Exceptional, (8 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is HK$2,192
HK$4,674 total
includes taxes & fees
19 Mar - 20 Mar
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Dining

Cabin in Lanesville

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
9.8 out of 10, Exceptional, (17 reviews)
"Great"
United States
christopher s.
The price is HK$1,605
HK$3,929 total
includes taxes & fees
31 Mar - 1 Apr
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

8/10 Good
"Comfortable stay "
Audrey 3-night trip
Posted 7 hours ago
Beekman Arms and Delamater Inn

Find out more about Annandale-on-Hudson

Search for holiday rentals in Annandale-on-Hudson on Expedia! You can easily find your home rentals, villas, holiday apartments in Annandale-on-Hudson using one of the methods below:

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Look no further and take a look at our great range of rental properties in Annandale-on-Hudson!

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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Annandale-on-Hudson is located on a river, and has a fireplace, a patio and a BBQ 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 that 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 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.