Photo by Doug Kerr

Holiday Homes in Rosendale

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Featured Holiday Homes in Rosendale

NEW! Gated 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

9.6 out of 10, Exceptional, (50)
"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 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley

Spacious New 5-bedroom holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (6)
"The home was even more stunning in person and from the moment we pulled onto the block we were welcomed by its beautiful surroundings. The home was very comfortable, plenty of space and each of us were very impressed by the thoughtful layout and features. We were in town for a very special event commemorating our brothers amazing achievements and had everything we needed for a very pleasant and memorable stay. The screened in porch was an added bonus and of course, we all gravitated around the...
The price is AU$1,049
includes taxes & fees
2 Jan - 3 Jan 2025
Spacious New 5-bedroom holiday house in lovely Hudson Valley

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

9.4 out of 10, Exceptional, (3)
" This space was the perfect place to come back to after a day filled with fun fall activities. The property had everything we needed to cook a nice dinner. And there were ample entertainment provided options for the evening. The property was clean and spacious. It is a great place to stay, I would highly recommend it."
The price is AU$438
includes taxes & fees
4 Dec - 5 Dec
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Pet-Friendly ‘Pond View Loft' w/ Private Pool!

9.6 out of 10, Exceptional, (11)
"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!

Hudson River Waterfront, Leaf Peepers Welcome, 3 Bdrm w Pool/Quiet Street

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

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"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

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

10.0 out of 10, Exceptional, (34)
"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

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

10.0 out of 10, Exceptional, (169)
" Beautiful house! Great location! The house overall exceeded our expectations! A bit bright in the mornings, good to know in case you are looking to try and sleep in. King bed in the master is super comfortable and the shower is awesome! Would definitely stay again."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Esopus Escape: Pool, Hot Tub & Media Room

9.6 out of 10, Exceptional, (19)
"We were in the area for a wedding. The house was great. Hot tub was fabulous. Beautiful couple of days. Just one note for safety: the metal railing on the left side of the steps from the driveway heading up to the house is coming loose or rather, is very, very loose so as to not be useable. Just could be a bit dangerous particularly at night. Otherwise, was absolutely lovely."
Esopus Escape: Pool, Hot Tub & Media Room

5-Star New Barn Home - Music Studio, Views & Hot Tub

10.0 out of 10, Exceptional, (25)
"House was just as described, easy check in, immaculately clean throughout, well stocked with wood for the fireplaces and very responsive host. Would come back without hesitation. "
5-Star New Barn Home - Music Studio, Views & Hot Tub

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!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AU$545
includes taxes & fees
3 Dec - 4 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 3 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (87)
"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 3 MINUTES FROM TOWN

Winter Ski House with gym +spa access

9.4 out of 10, Exceptional, (16)
"We were happy to see there was a full sized kitchen beautifully renovated with a back door to the nice back yard in addition to the wonderful bedroom accommodations. Lots of nice amenities plus antique furnishings but updated baths, just lovely. My only suggestions is more pillows."
The price is AU$354
includes taxes & fees
3 Dec - 4 Dec
Winter Ski House with gym +spa access

Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

10.0 out of 10, Exceptional, (8)
"The house was perfect for our group. Plenty of room, and the view from the deck was awesome. Would recommend "
Hilltop A-frame chalet, skyline views, heated pool and hot tub, expansive...

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (19)
"Nice little place to crash after a show at Bearsville."
The price is AU$353
includes taxes & fees
3 Dec - 4 Dec
Esopus Creek modern Tiny house Retreat!

Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

9.8 out of 10, Exceptional, (90)
"Very close to hiking and biking trails! Beds were comfortable "
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

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
Hudson River Way by Woodstock Way Hotel
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 Rosendale

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (224)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
The price is AU$538
includes taxes & fees
23 Dec - 24 Dec
Streamside Cottage Half Mile to Town of Woodstock

The Farm at Hyde Park

9.8 out of 10, Exceptional, (63)
"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

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (12)
"This was a extended work visit, and the property was perfect for us and the host was very accommodating whenever needed. I can see a wedding, reunion or a quiet getaway for a large family at this location."
The Scenic Mansion With Breathtaking View
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.