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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Pine Plains vacation homes

Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥16,535
￥100,602 total
includes taxes & fees
Jan 28 - Jan 29
CT Gate House Goshen CT, Gate House Goshen CT
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (26 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is ￥23,112
￥39,628 total
includes taxes & fees
Jan 26 - Jan 27
Home in Great Barrington
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is ￥9,498
￥36,098 total
includes taxes & fees
Jan 27 - Jan 28
Campfire Cottage: Fireplace, fire pit & no chores!
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, (14 reviews)
"Lovely home! Easy check in and in a quiet area. "
United States
Rachel B.
The price is ￥13,947
￥44,193 total
includes taxes & fees
Jan 26 - Jan 27
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, (29 reviews)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is ￥16,535
￥22,008 total
includes taxes & fees
Feb 2 - Feb 3
All the comforts of home
Interior

Brand New House w gated backyard that is located right at the Saugerties Village

Brand New House w gated backyard that is located right at the Saugerties Village
Saugerties
10.0 out of 10, Exceptional, (38 reviews)
"Cute house in a great location. Thanks for the stay!"
United States
Nicole S.
The price is ￥29,960
￥68,531 total
includes taxes & fees
Feb 9 - Feb 10
Brand New House w gated backyard that is located right at the Saugerties Village
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (66 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is ￥22,421
￥35,575 total
includes taxes & fees
Jan 26 - Jan 27
Esopus Creek modern Tiny house Retreat!
Dining

Super Comfortable Water-view Home in Saugerties

Super Comfortable Water-view Home in Saugerties
Saugerties
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful home in a very quiet and peaceful neighborhood. Well stocked kitchen, bathrooms etc. immaculately clean! "
United States
denise g.
The price is ￥31,342
￥100,750 total
includes taxes & fees
Feb 3 - Feb 4
Super Comfortable Water-view Home in Saugerties
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
8.8 out of 10, Excellent, (3 reviews)
"we had a great stay at this house with a group of friends - rooms were comfortable and kitchen had a lot of things we needed for meals. "
United States
raquel p.
Catskill Stay w/ Deck & Fire Pit
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
10.0 out of 10, Exceptional, (17 reviews)
"Perfect getaway!"
United States
Lynn A.
The price is ￥27,886
￥64,712 total
includes taxes & fees
Jan 25 - Jan 26
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
3 bedrooms, iron/ironing board, WiFi, bed sheets

Tranquil Victorian on Charming Street

Tranquil Victorian on Charming Street
Hudson
8.0 out of 10, Very Good, (2 reviews)
"What a darling house! We stayed with my mother and my adult kids for Thanksgiving and it was the perfect spot! The host was most attentive to all of our questions and request ex! It’s the perfect location for visiting the Hudson Valley and the house was so comfortable and accommodating for all of us! We loved everything about it!"
United States
Mary R.
The price is ￥38,769
￥89,459 total
includes taxes & fees
Jan 29 - Jan 30
Tranquil Victorian on Charming Street
Fridge, microwave, oven, stovetop

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
The price is ￥23,580
￥45,113 total
includes taxes & fees
Jan 25 - Jan 26
Hudson Hot Tub & Pet Escape
Interior

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is ￥85,601
￥139,736 total
includes taxes & fees
Jan 25 - Jan 26
Whispering Estate Guest House - A Romantic Countryside Getaway
Interior

The Creek House on Kaaterskill

The Creek House on Kaaterskill
Palenville
10.0 out of 10, Exceptional, (1 review)
"Rooms were clean."
United States
Lichen B.
The price is ￥58,855
￥98,372 total
includes taxes & fees
Jan 27 - Jan 28
The Creek House on Kaaterskill
TV, video games

New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing

New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing
Saugerties
The price is ￥21,004
￥69,904 total
includes taxes & fees
Jan 27 - Jan 28
New! The Den on Denniston, with game room, movie theater, fire pit and more. Close To HITS Horse show & Hunter Mountain skiing
Terrace/patio

Hot tub on water, 5min HITS, 20mi to Hunter skiing

Hot tub on water, 5min HITS, 20mi to Hunter skiing
Malden
10.0 out of 10, Exceptional, (4 reviews)
"It was terrific!"
United States
Alexandra M.
The price is ￥36,463
￥123,839 total
includes taxes & fees
Jan 28 - Jan 29
Hot tub on water, 5min HITS, 20mi to Hunter skiing
Terrace/patio

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Saugerties
10.0 out of 10, Exceptional, (9 reviews)
"Loved the convenience of the location and the beautiful home. Was close to Hunter Mountain and a really nice place for a 2 - 3 family stay."
United States
Lew C.
The price is ￥34,003
￥133,646 total
includes taxes & fees
Jan 27 - Jan 28
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Outdoor dining

Charming 2-bedroom Waterfront home with boat access in Saugerties

Charming 2-bedroom Waterfront home with boat access in Saugerties
Saugerties
9.4 out of 10, Exceptional, (10 reviews)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is ￥47,160
￥99,690 total
includes taxes & fees
Jan 25 - Jan 26
Charming 2-bedroom Waterfront home with boat access in Saugerties
Smart TV

Hot Tub - Hammock- Games - Grill - Large Colonial

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
9.8 out of 10, Exceptional, (9 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
The price is ￥37,094
￥84,866 total
includes taxes & fees
Feb 3 - Feb 4
Hot Tub - Hammock- Games - Grill - Large Colonial
Interior

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, (3 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 ￥45,971
￥96,406 total
includes taxes & fees
Jan 26 - Jan 27
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Great property, very accommodating. "
Shanice 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Pine Plains

Pine Plains Vacation Homes information

Number of reviews
267
Accommodation
588 Vacation Homes
Lowest Price
￥22,008
Highest Price
￥133,646