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Compare 569 Vacation Homes in Annandale-on-Hudson with updated reviews, rates, and availability.

The Calf Pen
10.0 out of 10, Exceptional, (23)
"We had a great stay! "
The Calf Pen
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (30)
"We had a wonderful time in this cabin in the woods. We saw fireflies, a bear, a fox and countless deer. The Wifi was great so the adults could work while the kids were at camp. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Hudson River Way by Woodstock Way Hotel
5.0 star property
Hudson River Way by Woodstock Way Hotel
Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups
10.0 out of 10, Exceptional, (87)
"Very nice property. Very nice owner. No problems noted."
Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups
The Farm at Hyde Park
9.8 out of 10, Exceptional, (61)
"We came up from Brooklyn to see the hot air balloons with my parents and it was just what we needed. Our Host Glen is very gracious and helpful! We loved staying at the Farm. The church and the grounds are beautiful. Glen provided us with fresh eggs, milk and honey. We were also allowed to pick tomatoes from his garden. All very delicious. "
The Farm at Hyde Park
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.6 out of 10, Exceptional, (13)
"Me and my husband and my sister and her husband came to the Hudson Valley to place a bench in his hometown in his memory. We thoroughly enjoyed our time at this property. It was just exactly what we needed-quiet and relaxing!"
The price is SAR 596
SAR 1,247 total
includes taxes & fees
29 Sep - 30 Sep
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Esopus Creek modern Tiny house Retreat!
9.4 out of 10, Exceptional, (11)
"We were in town for a family gathering and this house was in a great location and was exactly as described."
The price is SAR 581
SAR 847 total
includes taxes & fees
29 Sep - 30 Sep
Esopus Creek modern Tiny house Retreat!
Historic Saugerties Home w/ Deck: River Views!
10.0 out of 10, Exceptional, (13)
"Very peaceful location in our favorite Hudson Valley town, sweet Saugerties! The property manager was extremely responsive, the neighbors were very nice — one even recommended a local swimming hole — and the house was very cute and unique. We loved waking up to the sound of birds and the sunrise over the Hudson. We also loved being able to walk into the village center for dinner and ice cream. The house was clean, comfortable, and we very much enjoyed our stay. "
Historic Saugerties Home w/ Deck: River Views!
Ukihaus Hudson: Enchanting Hudson Valley A-Frame
9.4 out of 10, Exceptional, (3)
"My wife and I enjoyed staying in this A-frame with our dog for a few days. It had some simple, yet, well-chosen furnishing and decorations. Importantly, it was clean and welcoming. We were concerned about the proximity to route 87, and indeed you can see cars through gaps in the trees and hear the traffic if you are outside. Inside, however, was very quiet and we couldn't even hear a heavy down pour of rain."
Ukihaus Hudson: Enchanting Hudson Valley A-Frame
Cleo’s Cabin: Private Retreat with Fenced Dog Run
8.8 out of 10, Excellent, (8)
"We were in town for HITS and this was a great place to spend a few nights! The cabin had everything we needed and was exactly as pictured online. Beds were super comfortable too. Highly recommend! "
Cleo’s Cabin: Private Retreat with Fenced Dog Run
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston
10.0 out of 10, Exceptional, (35)
"My partner and I so enjoyed our 3 night stay in such a spacious and clean place. They even Provided eggs milk butter champagne and welcome cookies. That was a first!! Walking distance to lots of fine restaurants and sights and a private garden backyard as well. We will definitely return again Alex and Brian. Ithaca "
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston
Private + Peaceful 2 BR w/ River Views
10.0 out of 10, Exceptional, (7)
"I took my husband on a mystery weekend to upstate NY and arranged to have our friends from Ithaca meet us in Clementon. We loved the house. Found it welcoming and easy to manage - beautiful and clean. We went to OPUS 40 and did some other exploring in the area and enjoyed relaxing in the house and reconnecting with our friends. "
Private + Peaceful 2 BR w/ River Views
‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson.
10.0 out of 10, Exceptional, (2)
"This property is perfectly located between Saugerties and Kingston with easy access to both. We wanted a place that was easy to explore the area from and we scored with this house. Everything was clean and we were provided with everything we could need, pots & pans, soap & shampoo, washer & dryer--all of it. We also had plenty of room to do the work we brought with us. The house stayed cool the whole time (day & night) and we really enjoyed it. "
‘A Gathering Den’ 3-bedroom house. HITS-on-the-Hudson.
Catskills River Retreat: Large Waterfront 4BR Home Sleeps 11 Guests
2.0 star property
8.0 out of 10, Very Good, (1)
"Did not get to spend enough time there to busy at horse show "
Catskills River Retreat: Large Waterfront 4BR Home Sleeps 11 Guests
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (168)
"Our late summer visit to the Catskill Mountains was very relaxing even with a 2-year-old. The kids enjoyed the pool the most and the property owners provided many pool toys for all. We enjoyed the hot tub also. There was plenty of room. WIFI was spotty, but no one had to work and that forces us to relax. Everyone reported they had a great time. Family time is the most important gift. Thank you Pete and Lara "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (162)
"We will definitely be back! Hosts were so gracious and accommodating. The home is spacious and comfortable and we didn't want to leave. The location was perfect for easy trips into town and the grounds were beautiful. Can't give this property and hosts enough stars!"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
9.2 out of 10, Wonderful, (9)
"We had a great stay at this house. The pool was a good size with a deep end. It was really nice to have a pond behind the house. There were several comfortable beds but the trundle was very uncomfortable. The multiple decks were nice. The shampoo and conditioner provided were very nice. Kitchen was lovely and spacious. The house had a little more wear and tear than was evident from the pictures. There was no hammock but there is a picture of one in the listing. The immediate area wasn’t very...
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
Kingston Crawfish Cottage Near Catskills!
9.8 out of 10, Exceptional, (7)
"AAAAAAAAAAAAA++++++++++!!!!!!!!!!"
Kingston Crawfish Cottage Near Catskills!
4-bedrooms with gym+spa access steps from Garlic Festival
9.2 out of 10, Wonderful, (13)
"Perfect for our stay, close to HITS and had everything we needed. Clean and well maintained."
4-bedrooms with gym+spa access steps from Garlic Festival
Hudson River views with pool and hot tub
9.8 out of 10, Exceptional, (19)
"The best time ever!!! There were 7 of us and plenty of room for us all! House was big and spacious along with a full size, well stocked kitchen with condiments that even a chef would appreciate. Beds were very comfortable and bathrooms had everything a bathroom should have. Huge dining room table to the family can gather during meal time. The gathering took place outside in the clear crystal pool with floats and balls to play or just relax. At night the hot tub was the perfect way to relax. No...
Hudson River views with pool and hot tub
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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

The Farm at Hyde Park
9.8 out of 10, Exceptional, (61)
"We came up from Brooklyn to see the hot air balloons with my parents and it was just what we needed. Our Host Glen is very gracious and helpful! We loved staying at the Farm. The church and the grounds are beautiful. Glen provided us with fresh eggs, milk and honey. We were also allowed to pick tomatoes from his garden. All very delicious. "
The Farm at Hyde Park
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (37)
"IT WAS IDYLLIC."
The price is SAR 675
SAR 1,050 total
includes taxes & fees
6 Oct - 7 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (41)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is SAR 469
SAR 544 total
includes taxes & fees
2 Oct - 3 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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.