A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Pine Plains holiday rentals

Classic Tent, Garden View | Outdoor dining

1. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is 5.765.100 ₫
6.456.912 ₫ total
includes taxes & fees
10 Aug - 11 Aug
Gatherwild Ranch
Exterior

2. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (266 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is 4.219.005 ₫
5.688.581 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

3. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (163 reviews)
"This inn with cabins is a gorgeous setting with a nice vegetable garden, the setting is a bit remote and we like it, very quiet, unfortunately the restaurant was close."
United States
philippe
The price is 3.503.850 ₫
3.924.375 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Micosta Leisure Inn
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 Great Barrington

Quality Inn Great Barrington

8/10 Good
"Evening staff member was very friendly and helpful. Inn located on a Main Street, walking distance to several stores . Refrigerator was not cool enough and no freezer . Breakfast set up was good but a little crowded . Big surprise when train went through at night."
Diane 1-night trip
Posted 4 hours ago
Quality Inn Great Barrington

Frequently asked questions

Are there holiday rentals in Pine Plains?

Yes, there are holiday rentals in Pine Plains close to The Stissing Center, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Pine Plains?

With 24 Expedia holiday rentals, you're guaranteed to find just the right place for your Pine Plains stay.

What can I see and do in Pine Plains?

Stissing Lake Park and Thompson Pond are a couple of scenic spots to enjoy the outdoors, whereas The Stissing Center is one of the cultural attractions. While here, Gallatin Town Hall and Pine Plains Library are other places worth a visit.

What are holiday rentals like in Pine Plains?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pine Plains. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip.