Annandale-on-Hudson Vacation Rentals

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Aug 9 - Aug 10
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Vacation Rentals in Annandale-on-Hudson

Postcard Cabins Eastern Catskills
Situated in a secluded wooded area, this cabin offers a warm and inviting atmosphere with a crackling fire and a bench for relaxation.

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (51)
"Nice stays 👌 "
The price is ￥24,833
￥32,374 total
includes taxes & fees
Aug 11 - Aug 12
Postcard Cabins Eastern Catskills
The Farm at Hyde Park
Set amidst lush greenery and mature trees, this charming building features a steeply pitched roof and a brick facade.

The Farm at Hyde Park

9.8 out of 10, Exceptional, (74)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Relax on the cabin's open porch, surrounded by tall trees in a secluded forest setting.

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

8.2 out of 10, Very Good, (43)
"Perfect place to reconnect with natural world and yourself"
The price is ￥18,468
￥23,993 total
includes taxes & fees
Aug 10 - Aug 11
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stove.

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is ￥20,763
￥33,951 total
includes taxes & fees
Aug 22 - Aug 23
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Hamptons on the Hudson in South Saugerties
Relax in a cozy outdoor space with a fireplace, wicker furniture, and a scenic view.

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (24)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
Sioux Tipi on Chloe's Lake
Escape to a secluded cabin nestled in a forest, surrounded by tall trees and a natural backdrop.

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is ￥16,251
￥21,511 total
includes taxes & fees
Aug 11 - Aug 12
Sioux Tipi on Chloe's Lake
Esopus Creek modern Tiny house Retreat!
Enjoy a romantic dinner for two on this deck with a beautiful floral arrangement and a bottle of wine.

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (45)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is ￥21,939
￥34,996 total
includes taxes & fees
Aug 17 - Aug 18
Esopus Creek modern Tiny house Retreat!
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (246)
"A beautiful quiet setting! "
The price is ￥23,491
￥49,806 total
includes taxes & fees
Sep 2 - Sep 3
Streamside Cottage Half Mile to Town of Woodstock
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Relax in a spacious bedroom with a large bed, bedside table, and lamp, offering a view of the balcony and adjacent room.

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Enjoy a peaceful forest view from the large window, featuring a comfortable bed below.

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (176)
"Loved our stay and the house. Everything was wonderful. I will say it was a little farther than 'a walk into town' and we did Uber everywhere. Everything at the house was great - nice relaxing spot!!"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Experience a cozy retreat with a neatly made bed, wooden dresser, and dining area.

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (89)
"Our first experience staying at a yurt. It was cozy and comfortable with everything you might need. The property was beautiful as well."
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Two houses nestled among lush greenery, surrounded by a park with a play structure.

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is ￥26,593
￥45,504 total
includes taxes & fees
Aug 24 - Aug 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Relax by the serene pool surrounded by lush greenery and enjoy a picturesque view from the adjacent house's balcony.

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (130)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Enjoy cooking in this well-equipped kitchen with a dining area nearby.

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Set amidst a serene wooded area, this two-story house offers a retreat with a well-manicured lawn and a small deck.

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (71)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Sexiest Lil Cabin in Saugerties, NY
Cozy home with a welcoming porch and lush surroundings.

Sexiest Lil Cabin in Saugerties, NY

8.6 out of 10, Excellent, (9)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY
Charming cottage with lake access, wood burning fire place, and WiFi
Relax in this inviting living room with a sofa, dresser, and small table.

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (7)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Perched on a rocky outcrop, this historic lighthouse offers stunning views of the surrounding waters.

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (90)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
Traditional home with a central entrance, flanked by windows, surrounded by a well-maintained lawn and a large tree.

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

10.0 out of 10, Exceptional, (112)
"Amazing Woodstock location!"
Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Cozy apartment with a large bed, flat-screen TV, and a window with blinds.

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

10.0 out of 10, Exceptional, (2)
"loved the discovery of Rose Hill Farm and its close proximity to Greig Farm, Tivoli, and the town of Red Hook."
The price is ￥21,306
￥36,071 total
includes taxes & fees
Aug 11 - Aug 12
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
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

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Nicest staff, super clean and easy. "
Sayada 5-night trip
Posted 18 hours ago
Courtyard by Marriott Kingston

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?

The Farm at Hyde Park: This vacation home rental outside of Annandale-on-Hudson is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.