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Compare 409 Vacation Homes in Samsonville with updated reviews, rates, and availability.

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
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (33)
"Loved the house. Pictures don’t do it justice. We had a few issues and the property manager was super responsive and had everything corrected. Would stay there again. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Red Barn Retreat - Shawangunk Mountains Getaway
10.0 out of 10, Exceptional, (30)
"This was an absolutely amazing stay. My husband and I hand an amazing time with our two dogs celebrating our anniversary. We plan on returning again because we hand such a lovely time. We were greeted by our host who was so kind and helpful. All the recommendations were amazing and really helped us plan out our short time there. I wish we were able to stay longer but again we will be returning in the future!"
Red Barn Retreat - Shawangunk Mountains Getaway
Bright, historic Woodstock home close to town
9.6 out of 10, Exceptional, (5)
"We loved the historic nature of the property. It is in a beautiful setting, just a short walk from downtown Woodstock. Cheryl was very responsive and helpful. Wish we had more time to enjoy the outdoor space!"
Bright, historic Woodstock home close to town
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
10.0 out of 10, Exceptional, (6)
"My family stayed here while visiting our daughter for parents weekend at Bard College. We have stayed in a number of rentals in the area over the past few years, and this is by far the best! It was perfect in every way: spacious, very clean and comfortable, everything worked well and the hosts were super responsive and kind. We will absolutely want to stay here again! "
‘A Gathering Den’ 3-bedrm house. Central to Belleayre, Hunter and Windham slopes
Esopus Creek modern Tiny house Retreat!
9.6 out of 10, Exceptional, (17)
"A great spot close to Woodstock ny"
The price is AED 569
AED 833 total
includes taxes & fees
6 Nov - 7 Nov
Esopus Creek modern Tiny house Retreat!
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
8.8 out of 10, Excellent, (16)
"Close to the trails. Loved the park with the trails. "
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
10.0 out of 10, Exceptional, (176)
"It was a perfect stay it’s such a perfect lovely place. Highly recommend "
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
10.0 out of 10, Exceptional, (9)
"What a special place. The overlook is gorgeous and the entire home was so relaxing. Perfect stay. "
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
10.0 out of 10, Exceptional, (1)
"Host was great! This house has everything you need for a perfect upstate stay. Quiet neighborhood close to all amenities and local attractions. "
The price is AED 569
AED 938 total
includes taxes & fees
7 Nov - 8 Nov
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!
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
9.6 out of 10, Exceptional, (34)
"Amazing house along a beautiful creek. The master suite is amazing."
CREEK MOUNTAIN VIEWS IN CATSKILL RETREAT.. with weekly discounts.
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
10.0 out of 10, Exceptional, (116)
"The home is nestled in the woods and surrounded by amazing boulders . The mid century home is comfortable and stunning . We stayed at the house for a quiet weekend visiting friends in the area. The home is well equipped and a joy to stay and relax in . The area is a hikers dream and there are many amazing places to explore . The working fireplace adds a magical atmosphere. We hope to visit this property again . "
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
5-Star New Barn Home - Music Studio, Views & Hot Tub
10.0 out of 10, Exceptional, (25)
"Perfect house and perfect location. Look forward to this trip yearly. Stephen makes everything easy and is always available. Great escape and property! "
5-Star New Barn Home - Music Studio, Views & Hot Tub
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
10.0 out of 10, Exceptional, (118)
"Excellent spot and close to town perfect"
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
5 Acre Modern Mountain Farm
9.2 out of 10, Wonderful, (27)
"We were originally just looking for a house that was close to angry orchard for a quick couples trip. But after being there for a couple of hours we realized that this home was going to be the bright spot for the weekend. We ended up enjoying the outdoors for the first night and only ended up staying at the orchard for a couple hours and just wanted to get back to the hours and enjoy the outdoors. I highly recommend this home to any family or group of friends looking for an amazing home for the...
The price is AED 1,264
AED 2,216 total
includes taxes & fees
2 Dec - 3 Dec
5 Acre Modern Mountain Farm
Stunning Modern Barn minutes from Woodstock 21N-195
10.0 out of 10, Exceptional, (38)
"The kitchen is well stocked. Everything we needed was provided to us for our stay to be relaxing and enjoyable. Hot tub was so fun. The beds and pillows were so soft and comfortable. There is a beautiful park within walking distance. Good times, thanks!"
Stunning Modern Barn minutes from Woodstock 21N-195
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
9.8 out of 10, Exceptional, (87)
"My family (husband and 12 year-old daughter) rented Michele's beautiful home for four weeks in August as a complete getaway from the city. My daughter also had a friend up and her dad came for a bit, too; there was plenty of room for everyone to have their own comfortable space--it was great! We made great use of the hot tub and the girls loved the indoor pool and air hockey. I cooked multiple times on the big grill and we loved eating outside. It was a lovely, homey space to have as a home away...
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, (18)
"Loved the layout and the amount of natural light"
Sweet and spacious mountain view home w/fireplace!
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 Samsonville

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (244)
"Cosy room, clean bathroom, useable kitchen with all useful appliances. Loved the back yard with the fire pit. A little bit of a drive from our home but it was worth the effort. I would come again."
The price is AED 459
AED 525 total
includes taxes & fees
6 Nov - 7 Nov
Starlite Motel
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (222)
"The property was beautiful and secluded providing the peaceful getaway from the city that we needed. The host is also incredibly friendly and provided the easiest check in/out process I’ve seen. Loved Woodstock! "
Streamside Cottage Half Mile to Town of Woodstock
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (174)
"The house was cozy and comfortable. We enjoyed our stay."
The Cabin at Chichester in the Catskills Mountains
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.