Search Vacation Homes in Annandale-on-Hudson

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Annandale-on-Hudson

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

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
The price is AED 206
AED 827 total
includes taxes & fees
10 Sep - 11 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

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

9.6 out of 10, Exceptional, (5)
The price is AED 533
AED 898 total
includes taxes & fees
2 Sep - 3 Sep
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (26)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is AED 264
AED 901 total
includes taxes & fees
10 Sep - 11 Sep
Campfire Cottage: Fireplace, fire pit & no chores!

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

9.6 out of 10, Exceptional, (11)
"Very clean and nice inside. Host was very communicative. "
The price is AED 253
AED 1,000 total
includes taxes & fees
10 Sep - 11 Sep
Retro Retreat: renovated 2BR, desk, no chore list!

Cozy Bedroom With Fireplace

The price is AED 545
AED 747 total
includes taxes & fees
5 Sep - 6 Sep
Cozy Bedroom With Fireplace

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 AED 404
AED 535 total
includes taxes & fees
7 Sep - 8 Sep
Sioux Tipi on Chloe's Lake

Charming studio in Welcoming Saugerties

The price is AED 435
AED 952 total
includes taxes & fees
8 Sep - 9 Sep
Charming studio in Welcoming Saugerties

Grand Opening Special - Quiet 2-Bedrm in the Village

8.0 out of 10, Very Good, (1)
"Lynn’s apartment was convenient, comfortable and charmingly old-fashioned. Great beds! Our only complaint is a frequent one for us at rental properties- way too much Febreeze! I detest the odor and I don’t think it really cleans anything….."
The price is AED 584
AED 1,288 total
includes taxes & fees
2 Sep - 3 Sep
Grand Opening Special - Quiet 2-Bedrm in the Village

100ft of Forest Light - Modern Catskills Escape

2.0 star property
The price is AED 1,120
AED 1,920 total
includes taxes & fees
1 Sep - 2 Sep
100ft of Forest Light - Modern Catskills Escape

Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

10.0 out of 10, Exceptional, (4)
"very relaxing and comfortable place to stay!"
Nature Mountain Retreat with Outdoor Hot Tub and Sauna Spa Experience

West Wing - a unique private space w/patio

9.8 out of 10, Exceptional, (16)
"Very clean house and great service "
The price is AED 463
AED 732 total
includes taxes & fees
1 Sep - 2 Sep
West Wing - a unique private space w/patio

Modern Converted Barn with Hot Tub!

10.0 out of 10, Exceptional, (4)
"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."
The price is AED 3,302
AED 4,854 total
includes taxes & fees
7 Sep - 8 Sep
Modern Converted Barn with Hot Tub!

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"The place was clean and just like the pictures. The hosts we great and communication was great. Definitely will stay here again. Already recommended it to a few friends!"
The price is AED 588
AED 1,254 total
includes taxes & fees
3 Sep - 4 Sep
Modern Luxurious Cabin, Catskills - The Tiny Nook

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is AED 397
AED 703 total
includes taxes & fees
2 Sep - 3 Sep
Jessie's Harvest House

Catskills Escape! Hot Tub, Massage Chairs & Games

10.0 out of 10, Exceptional, (2)
"Great getaway for our family visiting the area for a Hunter Mountain ski trip. House was perfect for a party of 10. The mountain was about 30 min away which we didn’t mind the drive to start our day. Loved the indoor sauna and massage chairs! And a great kitchen for entertaining and staying in. "
The price is AED 2,387
AED 3,860 total
includes taxes & fees
1 Sep - 2 Sep
Catskills Escape! Hot Tub, Massage Chairs & Games

Peaceful Cabin w/ Fire Pit & Creek Access

10.0 out of 10, Exceptional, (7)
"Great little space , clean, comfortable and equipped with everything I needed for a nice weekend! Would stay again if ever I return to the area ."
The price is AED 296
AED 842 total
includes taxes & fees
9 Sep - 10 Sep
Peaceful Cabin w/ Fire Pit & Creek Access

Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly

9.6 out of 10, Exceptional, (5)
"The town is a bit weird, but the house was great. We had a good time."
The price is AED 2,860
AED 4,952 total
includes taxes & fees
2 Sep - 3 Sep
Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly

Modern getaway in Catskills

10.0 out of 10, Exceptional, (9)
"Beautiful place"
The price is AED 2,020
AED 3,412 total
includes taxes & fees
1 Sep - 2 Sep
Modern getaway in Catskills

Double the Fun: Two Houses, Shared Yard & Fire Pit

10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
Double the Fun: Two Houses, Shared Yard & Fire Pit

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (49)
"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"
The price is AED 545
AED 882 total
includes taxes & fees
1 Sep - 2 Sep
Esopus Creek modern Tiny house Retreat!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Annandale-on-Hudson Hotel Reviews