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Annandale-on-Hudson Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Annandale-on-Hudson vacation rentals

Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (32 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is AED 349
AED 1,033 total
includes taxes & fees
13 Sep - 14 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
Coffee/tea maker, fridge, microwave, oven

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

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AED 264
AED 926 total
includes taxes & fees
1 Sep - 2 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior

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

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.2 out of 10, Very Good, (49 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 AED 413
AED 545 total
includes taxes & fees
23 Aug - 24 Aug
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
1 bedroom, desk, WiFi (free), bed sheets

4. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is AED 500
AED 1,122 total
includes taxes & fees
1 Sep - 2 Sep
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Interior

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

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (13 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is AED 485
AED 905 total
includes taxes & fees
9 Sep - 10 Sep
Charming loft cottage in tranquil Germantown with WiFi, AC
Private kitchen

6. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.4 out of 10, Exceptional, (9 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is AED 419
AED 745 total
includes taxes & fees
26 Aug - 27 Aug
Woods Cabin-Kingston/Woodstock, NY.
Interior

7. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is AED 551
AED 987 total
includes taxes & fees
23 Aug - 24 Aug
Stunning and Cozy loft apartment in kingston .
2 bedrooms, desk, WiFi (free), bed sheets

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
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
The price is AED 477
AED 1,312 total
includes taxes & fees
10 Sep - 11 Sep
Retro Retreat: renovated 2BR, desk, no chore list!
Terrace/patio

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (35 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is AED 380
AED 952 total
includes taxes & fees
24 Aug - 25 Aug
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Interior

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

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (98 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is AED 628
AED 987 total
includes taxes & fees
31 Aug - 1 Sep
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Property grounds

11. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (294 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is AED 526
AED 1,169 total
includes taxes & fees
7 Sep - 8 Sep
Streamside Cottage Half Mile to Town of Woodstock
Smart TV

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (29 reviews)
"Nice house, on a loud busy street and next door to a bar and close to a busy train track. I wish the host would have answered message questions directly but all I got were pre-written timed responses. Ended up being a good stay with my 18 month old, we enjoyed it."
United States
Brendan F.
The price is AED 477
AED 1,053 total
includes taxes & fees
10 Sep - 11 Sep
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Dining

13. Super Comfortable Water-view Home in Saugerties

Super Comfortable Water-view Home in Saugerties
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"Very comfortable home, everything that’s needed is there "
United States
gianni g.
The price is AED 743
AED 2,468 total
includes taxes & fees
14 Sep - 15 Sep
Super Comfortable Water-view Home in Saugerties
Living area

14. Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County

Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook
10.0 out of 10, Exceptional, (27 reviews)
"It was pet friendly, even for a dog, was comfortable for the entire family and is a great location with easy access to surrounding villages."
United States
Susan T.
The price is AED 909
AED 1,652 total
includes taxes & fees
23 Aug - 24 Aug
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Exterior

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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (278 reviews)
"Beautiful place"
United States
Kevin
The price is AED 591
AED 797 total
includes taxes & fees
21 Sep - 22 Sep
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Outdoor spa tub

16. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here. It was a beautiful location and central to the places we wanted to visit. It looked brand new and it was very clean. It was quiet and peaceful. The hosts even had little snacks for us which was a nice touch."
United States
Laura M.
The price is AED 901
AED 1,671 total
includes taxes & fees
26 Aug - 27 Aug
Peaceful Riverfront Cottage with Private Hot tub
Smart TV, fireplace

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

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our group of 6"
United States
Patricia S.
The price is AED 1,010
AED 2,217 total
includes taxes & fees
22 Aug - 23 Aug
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Interior

18. Catskill Cottage Walk to Downtown & River Views

Catskill Cottage Walk to Downtown & River Views
Catskill
10.0 out of 10, Exceptional, (27 reviews)
"Great little place to stay at right in downtown!!"
United States
Bryan S.
The price is AED 290
AED 613 total
includes taxes & fees
24 Aug - 25 Aug
Catskill Cottage Walk to Downtown & River Views
Coffee/tea maker, fridge, oven, stovetop

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is AED 380
AED 729 total
includes taxes & fees
1 Sep - 2 Sep
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Living area

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

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is AED 1,071
AED 2,611 total
includes taxes & fees
30 Aug - 31 Aug
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

8/10 Good
"Great property in the Catskills! Convenient to many hikes and cute towns! Room with the loft was perfect for our family of three. Definitely recommend!"
Alison 1-night trip
Posted 1 hour ago
Hunter Lodge, a Bluebird by Lark

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 in Woodstock &Kingston Catskill area!: This vacation home rental outside of Annandale-on-Hudson is located on a river and has a fireplace, a patio, and a barbecue grill 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 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.