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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 644 Vacation Homes in Pine Plains with updated reviews, rates, and availability.

Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (24)
"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 929 total
includes taxes & fees
13 Apr - 14 Apr
Esopus Creek modern Tiny house Retreat!
Spacious New Luxurious holiday house in lovely Hudson Valley
Terrace/patio

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (8)
"The house had room for all of us, spacious and comfortable with modern amenities. We enjoyed the large open kitchen, well equipped for making big meals, and especially loved the walk in pantry with sink, oven and coffee bar. The beds were comfy, the bathrooms deluxe. Large couch and huge TV in living room with cozy gas fireplace for us to gather and relax. Located on a quiet cul de sac, easy to get to local attractions. We enjoyed every minute of our stay."
The price is SAR 2,046
SAR 3,461 total
includes taxes & fees
1 May - 2 May
Spacious New Luxurious holiday house in lovely Hudson Valley
Hamptons on the Hudson in South Saugerties
Terrace/patio

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
Hidden Charm in Hudson Valley In Dutchess County
Smart TV, fireplace, foosball, table tennis

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
Mountain View Getaway
Outdoor dining

Mountain View Getaway

10.0 out of 10, Exceptional, (50)
"From the moment we walked into this house , we were wowed. The incredible picturesque views that streamed in through all the wi dies in the house made us feel like we were enveloped by nature. We were able to enjoy sunsets and sunrises from the panoramic windows and the house itself was exceptionally clean, had quality appliances and everything g we would need to prepare meals. Karen and Larry, our hoses, were extremely responsive and accommodating. There were beautiful roses, snacks and...
Mountain View Getaway
Spectacular views and close to Great Barrington.
Smart TV, fireplace

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Private kitchen

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 518
SAR 1,337 total
includes taxes & fees
28 Apr - 29 Apr
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

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!
TV, fireplace, books

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!
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Outdoor pool, a heated pool

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

10.0 out of 10, Exceptional, (47)
"Bassinova-on-Hudson is a gorgeous and well-kept property, and Jean and her staff are very responsive and welcoming. The home features everything a group could want in a secluded getaway - a gated, private entrance, 5 bedrooms, a game room with billiards table, a home theater, sonos throughout the house, a steam shower, and an enormous kitchen and outdoor grill.When I arrived with my wife and 19 month old, Kat gave us a quick tour of the house and explained how everything worked, and the basic...
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Experience Woodstock charm while staying in a cozy cabin in the woods
Interior

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
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Fridge, microwave, oven, stovetop

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (24)
"Beautiful, remote property perfect for large groups! We'll definitely try get back there in the summer!"
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
The Race Mountain House
Pool

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (35)
"The property was centrally located for skiing, and was a comfortable stay."
The price is SAR 702
SAR 1,644 total
includes taxes & fees
7 May - 8 May
Cheerful 3-bedroom cottage with woodstove
Perfect Nature Retreat In Great Barrington
Exterior

Perfect Nature Retreat In Great Barrington

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great time at the house. We had everything we needed. It was close to town. The space is very comfortable."
Perfect Nature Retreat In Great Barrington
Lovely 2 queen size bedroom apt one block from Rough Draft and Uptown Kingston
Terrace/patio

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
Outdoor pool, a heated pool

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
Terrace/patio

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
Pool

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
Private Estate, Heated Yearround Outdoor Pool
Fridge, microwave, oven, stovetop

Private Estate, Heated Yearround Outdoor Pool

9.8 out of 10, Exceptional, (17)
"Lovely horse farm in the woods but not too far from useful shops. We had a great experience."
Private Estate, Heated Yearround Outdoor Pool
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 Pine Plains

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (7)
"We always live these cabins & we've been coming for years!"
The price is SAR 751
SAR 811 total
includes taxes & fees
21 Apr - 22 Apr
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is SAR 488
SAR 527 total
includes taxes & fees
27 Apr - 28 Apr
Micosta Leisure Inn
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (24)
"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 929 total
includes taxes & fees
13 Apr - 14 Apr
Esopus Creek modern Tiny house Retreat!
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.