Holiday Homes in Staatsburg

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Staatsburg

The Calf Pen

10.0 out of 10, Exceptional, (30)
"The property was very nice, very clean with a helpful and wonderful owner!"
The Calf Pen

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

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (32)
"My Husband and I had a lovely time here. It was even more special because we were able to bring our beloved dog who so enjoyed his morning walks visiting the cows across the street and playing in the yard. The property is absolutely beautiful, the Barn is immaculate, everything is new and clean. We just adored the decor, so cozy! The little touches were so appreciated as well, like stocked tea bags and K-cups, clean blankets, towels, park passes and tons of recommendations to near by activities....
Red Barn Retreat - Shawangunk Mountains Getaway

Bright, historic Woodstock home close to town

9.8 out of 10, Exceptional, (6)
"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

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties

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!

9.6 out of 10, Exceptional, (18)
"Nice little place to crash after a show at Bearsville."
The price is AU$348
includes taxes & fees
25 Nov - 26 Nov
Esopus Creek modern Tiny house Retreat!

Hudson River Way by Woodstock Way Hotel

5.0 star property
Hudson River Way by Woodstock Way Hotel

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

10.0 out of 10, Exceptional, (177)
"David was very communicative and has a great home. Location felt surrounded by nature but was a very short drive into town. "
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, (10)
"very comfortable and well appointed. will stay again."
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

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

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!

10.0 out of 10, Exceptional, (117)
"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, (119)
"Girls weekend! Three 49 year old college roommates meeting up for a quick weekend of laughs. Best time. The house is adorable, comfortable, cozy rustic charm but also totally modern. Enjoyed Tinker Street, dinners out and a short hike. Highly recommend."
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly

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$357
includes taxes & fees
1 Dec - 2 Dec
Winter Ski House with gym +spa access

Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit

9.2 out of 10, Wonderful, (65)
"We had a girls weekend at this lovely farm house. the bedrooms were great, Jacuzzi great, central kitchen room is spacious - we lived in that room. Fresh eggs every morning were icing on the cake. "
Majestic Oasis in Rhinebeck w/ Hot Tub, Pool, Lake, & Fire Pit

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
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.
Don't see what you're looking for?
See all available properties in Staatsburg
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Staatsburg

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

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$499
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock

The Scenic Mansion With Breathtaking View

9.6 out of 10, Exceptional, (11)
"So nice we keep coming back. Can't recommend highly enough and will be back in the spring. "
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

Black Friday: Members save 30%+

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