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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Pine Plains holiday homes

TV, fireplace, books

NEW: Chic Modern Barn Style Home in Fun Area

NEW: Chic Modern Barn Style Home in Fun Area
Pine Plains
The price is £510
includes taxes & fees
1 Jun - 2 Jun
NEW: Chic Modern Barn Style Home in Fun Area
Fridge, microwave, oven, stovetop

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is £1,086
includes taxes & fees
29 May - 30 May
A Country Lodge Straight Out of the Pages of a Great Novel
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is £210
includes taxes & fees
1 Jun - 2 Jun
Campfire Cottage: Fireplace, fire pit & no chores!
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (79 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is £181
includes taxes & fees
1 Jun - 2 Jun
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is £225
includes taxes & fees
31 May - 1 Jun
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is £108
includes taxes & fees
1 Jun - 2 Jun
All the comforts of home
Fridge, microwave, oven, stovetop

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is £201
includes taxes & fees
22 Jun - 23 Jun
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Living area

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is £388
includes taxes & fees
1 Jun - 2 Jun
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Interior

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Lake Katrine
9.8 out of 10, Exceptional, (21 reviews)
"Clean and convenient with gorgeous scenery, well accommodated. "
United States
Brian R.
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is £255
includes taxes & fees
3 Jun - 4 Jun
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (31 reviews)
"Everything was as advertised!"
United States
Jessica S.
The price is £266
includes taxes & fees
1 Jun - 2 Jun
Home in Great Barrington
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"Clean and comfortable house in a great location — and with fantastic communication. Highly recommend!"
United States
Cha R.
The price is £311
includes taxes & fees
1 Jun - 2 Jun
Catskill Stay w/ Deck & Fire Pit
TV, fireplace, stereo

Great Barrington, Cabin Sleeps 14, Walk To Town

Great Barrington, Cabin Sleeps 14, Walk To Town
Great Barrington
9.6 out of 10, Exceptional, (48 reviews)
"The host was wonderful and the place was amazing!"
United States
James M.
Great Barrington, Cabin Sleeps 14, Walk To Town
Property grounds

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (43 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is £376
includes taxes & fees
1 Jun - 2 Jun
Cheerful 3-bedroom cottage with woodstove
Outdoor dining

Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.

Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
Hudson’
The price is £214
includes taxes & fees
1 Jun - 2 Jun
Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
Terrace/patio

Lakefront Luxe Retreat | Beach, Pools, Pickleball

Lakefront Luxe Retreat | Beach, Pools, Pickleball
Athens
10.0 out of 10, Exceptional, (2 reviews)
"The house was wonderful. It was clean, well-appointed, and the kitchen was fully stocked. The neighborhood was great, too."
United States
Kevin M.
The price is £571
includes taxes & fees
9 Jun - 10 Jun
Lakefront Luxe Retreat | Beach, Pools, Pickleball
Outdoor spa tub

Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful stay! The space was beautifully organized, with thoughtful touches and everything clearly labeled. It was spotless, the beds were incredibly comfortable, and the location was lovely. Every detail was considered, and we’re already planning our return!"
United States
Elaine V.
The price is £331
includes taxes & fees
2 Jun - 3 Jun
Peaceful Riverfront Cottage with Private Hot tub
Desk, WiFi

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
The price is £405
includes taxes & fees
21 Jun - 22 Jun
Charles Cottage Near Warren St New Renovation
Pool

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Hudson
10.0 out of 10, Exceptional, (6 reviews)
"Our host was fantastic! She allowed us to check in early and check out late. The house was cozy and perfect for my girls weekend! "
United States
Kim W.
The price is £403
includes taxes & fees
1 Jun - 2 Jun
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Interior

Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
Double the Fun: Two Houses, Shared Yard & Fire Pit
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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Top Pine Plains Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

6/10 Okay
"In general, this hotel is run down. The hotel carpets are in need of cleaning. When I was barefooted on them, the carpet felt damp and dirty. The room had an extremely strong smell of room freshener. The parking lots was not well marked for spaces and the back door entrance either stuck or was slammed closed a lot. It was a barely adequate. The woman at the desk was very nice and hospitable. I would not stay here again if I were in the area."
Deb 2-night trip
Posted 2 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Pine Plains

Pine Plains Holiday Homes information

Number of reviews
317
Accommodation
589 Holiday Homes
Lowest Price
£108
Highest Price
£1,086