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Compare 477 Vacation Homes in Pine Plains with updated reviews, rates, and availability.

The Farm at Hyde Park
9.8 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, (65)
"Very relaxing and enjoyable with excellent views and tranquility!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
6.0 out of 10, (2)
"we where on tour with our band. we like to stay a few minutes from the venue. This was the perfect place only a few minutes to downtown woodstock. We would definitely book again, and the host the host are very awesome. That you again Stacey"
The price is AED 367
AED 562 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful cottage with HOT TUB in Kingston/Woodstock Catskills, Hudson Valley
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Historic Hudson Valley 1850 Brick Home
9.0 out of 10, Wonderful, (4)
"Easy to find and great little house. We were very comfortable for the weekend we stayed. When we had a minor issue the host was very responsive."
Historic Hudson Valley 1850 Brick Home
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
Hudson Valley and The Berkshires getaway
10.0 out of 10, Exceptional, (1)
"Overnight golf trip with cousins and father. Perfect accommodations not far from the copake country club. Great time"
Hudson Valley and The Berkshires getaway
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
10.0 out of 10, Exceptional, (3)
"This house is even more beautiful in person. From the high-quality dishes to the beautiful design, sauna, outdoor space and fenced-in backyard, it was a great vacation for all of us, including the dog. They were working on the barn during our stay but management was very responsive and the workers were so nice. We can't wait to see what they turn the barn into! Location was convenient to the ski area (to visit friends about 30 minutes away) and my in-laws who were also about 25 minutes away. We...
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (31)
"My family and I came in for a wedding weekend. The property was clean and spacious. We all really enjoyed"
Cozy Retreat on Copake Lake in our Charming Home
Litchfield County Getaway
10.0 out of 10, Exceptional, (35)
"Very nicely renovated house. Clean and comfortable. Well equipped kitchen. Large comfy living and dining room. Very responsive hosts. Only suggestion would be to provide a few more hooks in the bathrooms for guests to hang personal things (night clothes, used towels, etc.). I would highly recommended this place."
Litchfield County Getaway
Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, (11)
"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"
The price is AED 1,836
AED 3,516 total
includes taxes & fees
2 Jul - 3 Jul
Peaceful Retreat Compound 10 Minutes to Great Barrington!
5-Star New Barn Home - Music Studio, Views & Hot Tub
10.0 out of 10, Exceptional, (19)
"The home is beautiful, the kitchen is well supplied and the quiet views are amazing. The host is extremely helpful and responsive. Recommend a peaceful stay here to anyone!"
5-Star New Barn Home - Music Studio, Views & Hot Tub
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay! We had a large group of 24 friends, and the house met all of our needs. It was very clean, had enough bedrooms for everyone, and a large dining table that accommodated everyone for big dinners. We spent a lot of time throughout the weekend outside playing lawn games and sitting by the fire. The place was close enough to grab amenities or go to a grocery store, but off the beaten path and quiet. It was exactly what was listed and made for a where enjoyable time....
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern
9.8 out of 10, Exceptional, (24)
"We had a wonderful stay in Historic Kingston down by the riverfront. The property was perfect for our needs. A quiet side street offered close proximity to everything we needed. The unit was clean and well appointed. A whole house. Beautiful."
Historic Kingston 1800s Waterfront Townhouse - / Backyard / BKLYN Loft / Modern
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
10.0 out of 10, Exceptional, (127)
"We thoroughly enjoyed our stay at Joe and Lisa’s stunning barn. It is rammed full of character and is very well located to explore both the Hudson Valley and the Berkshires, just over the border in MA. Joe left us to enjoy the place in peace but was always on hand to answer any questions. The kids really enjoyed taking a dip in the hot tub and making s’mores over the outdoor fire pit. We will definitely return!"
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is AED 584
AED 1,225 total
includes taxes & fees
30 Jun - 1 Jul
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
9.6 out of 10, Exceptional, (43)
"This house had so much going for it! Great location, huge space, every bell and whistle imaginable. Very well furnished and equipped. We had a lovely time, and I can't imagine a place we'd have enjoyed more."
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
4-bedrooms with gym+spa access in the Village of Saugerties 1/4 mile from HITS!
8.8 out of 10, Excellent, (10)
"Very comfortable home to stay at. We had one pet which was so nice not to leave him home. Thank you."
4-bedrooms with gym+spa access in the Village of Saugerties 1/4 mile from HITS!
Golf Car ride to HITS! Saugerties home with gym+spa access.
9.2 out of 10, Wonderful, (11)
"Just a work stay for us"
Golf Car ride to HITS! Saugerties home with gym+spa access.
Renovated 9-BR 1800s Inn 8-Min to Catamount
Renovated 9-BR 1800s Inn 8-Min to Catamount
Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St
8.4 out of 10, Very Good, (9)
"Stayed to go to nearby wedding. Wished we had more time to enjoy the house and very nice yard and fire pit. Bagel place a mile down the road is very nice and good!"
The price is AED 698
AED 1,139 total
includes taxes & fees
3 Jun - 4 Jun
Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St
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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.

Other property types in Pine Plains

Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (72)
"Expedia said they have a Sunday buffet, but they didn't."
The price is AED 461
AED 517 total
includes taxes & fees
2 Jun - 3 Jun
Micosta Leisure Inn
The Farm at Hyde Park
9.8 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (37)
"Our trip was amazing. We do it again again and again"
The price is AED 459
AED 533 total
includes taxes & fees
2 Jun - 3 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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.

Recent reviews of Pine Plains hotels
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