Search Pine Plains Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Cottages in Pine Plains

Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Saugerties

10.0 out of 10, Exceptional, (12)
"Cozy and beautiful house. "
United States
Seung L.
$171 nightly
The price is $192
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
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.
$191 nightly
The price is $214
Dec 14 - Dec 15
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior
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.
$309 nightly
The price is $334
Dec 8 - Dec 9
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Pet-Friendly Hudson Escape w/ Hot Tub

Cottage in Stottville

2.0 star property
$326 nightly
The price is $331
Dec 10 - Dec 11
Total with taxes and fees
Pet-Friendly Hudson Escape w/ Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The staff was very freindly and helpful. I thought this place was a great value. Clean room. Breakfast was good. I took advantage of the fitness room which was nice to have. Good location, close to restaurants and a grocery store. "
Mark 1-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Pine Plains

Pine Plains Cottages information

Number of reviews
25
Accommodation
117 Cottages
Lowest Price
$192
Highest Price
$334

Frequently asked questions

Why book your cottage in Pine Plains with Expedia?
We think that a vacation should be a walk in the park, so if you're searching for cottages in Pine Plains at a competitive price, Expedia can help. Keep costs down and go for an inexpensive option far from the rush of the city, or splurge on an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Pine Plains?
With Expedia's convenient filter tool, getting your hands on cheap cottages in Pine Plains has never been simpler. To find properties that'll make your wallet smile, tailor your search results by budget, star rating and amenities.

Explore a world of travel with Expedia