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Compare 554 Vacation Homes in Annandale-on-Hudson with updated reviews, rates, and availability.

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (20)
"Property was exactly as described. We had a very comfortable stay. The loft was so cozy! Only 4 minutes from our son's trade school. Owners were VERY accommodating! "
The price is AED 569
AED 830 total
includes taxes & fees
2 Jan - 3 January 2025
Esopus Creek modern Tiny house Retreat!

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties

Connect with mother nature and nurture your mind, body and soul!!

The price is AED 2,387
AED 3,882 total
includes taxes & fees
23 Dec - 24 Dec
Connect with mother nature and nurture your mind, body and soul!!

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

The Tipsy Gypsy

9.8 out of 10, Exceptional, (17)
"Excellent "
The price is AED 731
AED 1,458 total
includes taxes & fees
23 Dec - 24 Dec
The Tipsy Gypsy

Catskills Country House with Hot Tub and Sauna Near Hiking

10.0 out of 10, Exceptional, (6)
"We had a great relaxing weekend with friends, enjoyed the comfortable living room (with stove) and hot tub. Great restaurant within walking distance (The Pines) and we drove down the street to hike the Ashokan Reservoir rail trail. Property is great, host is very helpful and communicated quickly. Very satisfied!"
Catskills Country House with Hot Tub and Sauna Near Hiking

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

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

Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great pool on the river! Loved watching th La ge barges go by! "
Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (122)
"Our family had a fantastic stay. The house was perfect for kids, with plenty of space and a lovely atmosphere."
Beautiful new house 3/4 mile from Hunter Mountain

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

9.6 out of 10, Exceptional, (172)
"The property was fantastic. The check-in process was super easy, and the owners stopped by to walk us through the property and answer our questions. If you like using a sauna, then this is the place for you. If you like hot tubbing, then this is the place for you. If you want a wood burning fire place, then this is the place for you. I would absolutely recommend this property, and I will definitely stay again. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

Kingston Crawfish Cottage Near Catskills!

9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!

SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (88)
"The house and property were great. Very comfortable house that felt like home with a well equipped kitchen, two living rooms, great beds, fireplace, and spa. Pool was closed since it was winter. The property is wooded and feels like being in your own private park but is only a few minutes from downtown. Highly recommended!"
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Winter Ski House with gym +spa access

9.6 out of 10, Exceptional, (11)
"Super convenient to the show grounds which was the #1 draw for the house. We didn't realize there was no washer dryer - but not the end of the world with laundry service close by. House manager was great - very responsive. "
Winter Ski House with gym +spa access

Hudson River Way by Woodstock Way Hotel

5.0 star property
The price is AED 4,981
AED 5,802 total
includes taxes & fees
19 Jan - 20 January 2025
Hudson River Way by Woodstock Way Hotel

Brand New House w gated backyard that is located right at the Saugerties Village

10.0 out of 10, Exceptional, (29)
"The home was perfect for 4 women! Clean! Great girls trip for antiquing- great weather too! "
Brand New House w gated backyard that is located right at the Saugerties Village

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

9.8 out of 10, Exceptional, (95)
"Had a great time, the pool was awesome and the hot tub was even better. Loved the fully stocked kitchen it really helped us with our meals for the week. Host was quick to answer and understanding during one issue, which was corrected fast and efficient. Wont lie the septic smell was unpleasant outside but we managed. Other than updating some pictures i would say id recommend anyone to stay and enjoy a week! Thank you for allowing us to stay! "
Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

Modern Rustic-Skiing, King Beds, Hiking, Firepit, Grill, AirTub-Hunter Mtn Haven

10.0 out of 10, Exceptional, (33)
"Was awesome "
Modern Rustic-Skiing, King Beds, Hiking, Firepit, Grill, AirTub-Hunter Mtn Haven

Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!

9.8 out of 10, Exceptional, (17)
"Overall a great location for families! Very cozy in living area with the wood fired stove! "
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!

Special Second Day November discounts @ the River. Text host for discount

9.8 out of 10, Exceptional, (12)
"Beautiful views of the river and was close to all. Place was a bit dusty and the larger bedroom had a very hard bed. Owner was kind and communicative."
Special Second Day November discounts @ the River. Text host for discount

BLCK Creek - 37 Acre Private Lake, 4 houses and 11 bedrooms

10.0 out of 10, Exceptional, (2)
The price is AED 10,137
AED 15,446 total
includes taxes & fees
17 Jan - 18 January 2025
BLCK Creek - 37 Acre Private Lake, 4 houses and 11 bedrooms
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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Other property types in Annandale-on-Hudson

A-Frame of Mind

10.0 out of 10, Exceptional, (43)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind

The Farm at Hyde Park

9.8 out of 10, Exceptional, (64)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
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.