A rustic barn surrounded by autumn foliage on a hillside.

Search Pine Plains Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pine Plains cottages

Interior

1. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is £180
includes taxes & fees
22 Sept - 23 Sept
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

2. Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is £265
includes taxes & fees
26 Aug - 27 Aug
Charming Cottage in the Heart of Catskill & Pet Friendly
Terrace/patio

3. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (19 reviews)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
The price is £236
includes taxes & fees
13 Sept - 14 Sept
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

4. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (1 review)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is £380
includes taxes & fees
26 Aug - 27 Aug
Cozy 2-bedroom cottage in enchanting Catskill Mountains
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 Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"If you're looking for a nice basic hotel with breakfast and free parking, I highly recommend this Quality Inn in Great Barrington, MA. Our room was clean, comfortable, and well priced. Breakfast included a nice variety of hot and cold food items. The scrambled eggs and sausage links were very tasty, and so were the make-your-own waffles. The staff were very nice. I look forward to returning. Note: A freight rail line runs through Great Barrington once a day."
Roberta 1-night trip
Posted 3 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Pine Plains Cottages information

Number of reviews
34
Accommodation
114 Cottages
Lowest Price
£180
Highest Price
£380

Frequently asked questions

Why book your cottage in Pine Plains with Expedia?
We think that a holiday 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.