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Compare 701 Vacation Homes in Annandale-on-Hudson with updated reviews, rates, and availability.

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (25)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is SAR 582
SAR 933 total
includes taxes & fees
16 Apr - 17 Apr
Esopus Creek modern Tiny house Retreat!

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (94)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (128)
"Always a great stay at this beautiful house!"
Beautiful new house 3/4 mile from Hunter Mountain

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (117)
"Host was awesome , house was amazing the couches and bed were so comfortable. Extremely clean and perfect for what we needed! 10/10 would rent again "
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (24)
"2nd time this year we rented this condo. Great condo & owners."
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

10.0 out of 10, Exceptional, (9)
"Relaxing stay in a nice neighborhood. People I met while walking my dog were very friendly. Good base of operations to visit Hyde Park sites, etc.. Well equipped, especially since I didn’t eat out. Highly recommended. "
The price is SAR 454
SAR 1,257 total
includes taxes & fees
21 Apr - 22 Apr
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (16)
"Nice place, enjoyed the sauna, kitchen and washer dryer. Water had a slight smell to it, that was the only nit to pick"
The price is SAR 353
SAR 984 total
includes taxes & fees
21 Apr - 22 Apr
Quaint Cottage w/ Peloton & Sauna near Hiking

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (22)
"This was the perfect cozy home for a few nights away. Gorgeous property and welcoming vibes. "
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

Experience Woodstock charm while staying in a cozy cabin in the woods

9.8 out of 10, Exceptional, (25)
"Nice comfortable, clean and cozy. Beautiful property!"
Experience Woodstock charm while staying in a cozy cabin in the woods

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (35)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston

10.0 out of 10, Exceptional, (43)
"I enjoyed my stay in this lovely, well-appointed apartment. Being able to walk to all the restaurants, cafes and shops of Uptown Kingston was a wonderful experience. Despite all the surrounding activity, the apartment is on a nice quiet street. Andrea provided some nice touches to make me feel most welcome. If you're planning a trip to Kingston, I highly recommend this apartment!"
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston

The Best 3-bedroom house in Tivoli

The Best 3-bedroom house in Tivoli

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

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.6 out of 10, Exceptional, (15)
"House was clean and comfortable well supplied with everything you could need."
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

9.6 out of 10, Exceptional, (51)
"Our family enjoyed our time at the property- it was a great place for us all to gather. The property managers were incredibly helpful and responsive to the few things that needed attention during our stay. The pool area is the shining star of this home. You can expect the house/ furnishings to be in mostly good shape and as photographed-. The layout of the bedrooms/ shared bathrooms did surprise us a bit despite careful review of photos and listing video tour. Overall great stay!"
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

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

10.0 out of 10, Exceptional, (172)
"This was an incredible place to stay for a snowy weekend with the family. The house is huge and and just beautiful. The hosts even had the long driveway plowed and stairs/walkway shoveled for us, would definitely recommend staying here. "
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (57)
"Everything was ideal for our Thanksgiving get together. Setting and views were perfect, made even more so with a timely blanket of fresh snow. An amazing amount of cooking provisions allowed us to cook as if we were in our own kitchen. Lots of options for keeping a large group entertained, and sleeping accomodations that pleased everyone. Host was very helpful with check-in communications and gracious with check in and out times without other bookings adjacent to ours. All in all a very special...
Large Barn styled vacation home that fits groups with space to spare.
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

Postcard Cabins Eastern Catskills

2.0 star property
8.4 out of 10, Very Good, (8)
"We always live these cabins & we've been coming for years!"
The price is SAR 751
SAR 811 total
includes taxes & fees
20 Apr - 21 Apr
Postcard Cabins Eastern Catskills

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (25)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is SAR 582
SAR 933 total
includes taxes & fees
16 Apr - 17 Apr
Esopus Creek modern Tiny house Retreat!

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (231)
"Beautiful stream right behind the property"
Streamside Cottage Half Mile to Town of Woodstock
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.