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Compare 468 Vacation Homes in Staatsburg with updated reviews, rates, and availability.

The Calf Pen
Miscellaneous
The Calf Pen
10.0 out of 10, Exceptional, (28)
"Great location. Off the beaten path so quiet and peaceful yet close to nearby attractions. "
The Calf Pen
The Farm at Hyde Park
Exterior
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
Front of the Red Cottage
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
Property grounds
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
Exterior
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
Exterior
‘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
Hamptons on the Hudson in South Saugerties
Pool
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (12)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Exterior
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
10.0 out of 10, Exceptional, (14)
"The house is best for a small family that can be active and not worry about hurting the interior. The property is pretty especially the open fields across the street where an evening walk is lovely. House was well stocked and comfortable ."
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Esopus Creek modern Tiny house Retreat!
Interior
Esopus Creek modern Tiny house Retreat!
9.6 out of 10, Exceptional, (17)
"A great spot close to Woodstock ny"
The price is SAR 582
SAR 852 total
includes taxes & fees
6 Nov - 7 Nov
Esopus Creek modern Tiny house Retreat!
Hudson River Way by Woodstock Way Hotel
Exterior
Hudson River Way by Woodstock Way Hotel
5.0 star property
The price is SAR 1,290
SAR 1,436 total
includes taxes & fees
19 Nov - 20 Nov
Hudson River Way by Woodstock Way Hotel
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Exterior
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
463ee7f1-9352-4a85-aa7b-caebfdcb9d5e
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
The Studio at the Inn at High Falls
Exterior
The Studio at the Inn at High Falls
7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Welcome to the Louie II. A serene setting for your next Hudson Valley getaway.
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
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
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
Exterior
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
Exterior, backyard
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
4-bedrooms with gym+spa access steps from Garlic Festival
Exterior
4-bedrooms with gym+spa access steps from Garlic Festival
9.2 out of 10, Wonderful, (15)
"We had a lovely visit and working with Chris made it easy. He’s a great PM! Very accommodating and helpful!"
The price is SAR 563
SAR 860 total
includes taxes & fees
1 Dec - 2 Dec
4-bedrooms with gym+spa access steps from Garlic Festival
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
Kitchen and entry way
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
9.2 out of 10, Wonderful, (65)
"What a wonderful private location. It was perfect for the eight of us. We enjoyed the farm atmosphere with fresh eggs available for breakfast. The house was clean and provided a large kitchen space to gather. Would highly recommend. "
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
Minnewaska Lake
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
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 Staatsburg

The Farm at Hyde Park
Exterior
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
Mid-Century DJ’s Dream
Outdoor dining
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (21)
"Kevin was great with being flexible about check in time! My sister and I didn't get in until past 9pm and it was no problem! And it's a plus that he's very pet friendly as I had my dog and cat with me!"
The price is SAR 372
SAR 597 total
includes taxes & fees
20 Nov - 21 Nov
Mid-Century DJ’s Dream
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage
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
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.