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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Pine Plains cottages

Exterior detail
Charming loft cottage in tranquil Germantown with WiFi, AC

Cottage in Germantown

10.0 out of 10, Exceptional, (5)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is AED 400
AED 786 total
includes taxes & fees
14 Dec - 15 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cottage in Catskill

9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is AED 547
AED 1,226 total
includes taxes & fees
10 Dec - 11 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Charming Cottage in the Heart of Catskill & Pet Friendly

Cottage in Catskill

10.0 out of 10, Exceptional, (18)
"We had a wonderful time at the Catskill Nook. Everything was great and the hosts were amazing. Well located, walking distance to everything and pet friendly. The flowers from our hosts were gorgeous. We had a blast. "
United States
Bernadette P.
The price is AED 661
AED 1,253 total
includes taxes & fees
10 Dec - 11 Dec
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Saugerties

10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
The price is AED 404
AED 703 total
includes taxes & fees
4 Jan - 5 January 2026
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Pet-Friendly Hudson Escape w/ Hot Tub

Cottage in Stottville

2.0 star property
The price is AED 514
AED 1,130 total
includes taxes & fees
10 Dec - 11 Dec
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Cottage in Saugerties

9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is AED 881
AED 1,720 total
includes taxes & fees
9 Jan - 10 January 2026
Hits Adjacent | Pet Friendly | Caraway Cottage
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 hospitality "
regina maria 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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