A rustic barn surrounded by autumn foliage on a hillside.

Pine Plains Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pine Plains vacation rentals

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

1. 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, (331 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is NT$4,946
NT$6,748 total
includes taxes & fees
Nov 30 - Dec 1
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (193 reviews)
"Great stay"
United States
George
The price is NT$3,200
NT$3,584 total
includes taxes & fees
Nov 1 - Nov 2
Micosta Leisure Inn
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

3. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is NT$7,222
NT$8,815 total
includes taxes & fees
Nov 1 - Nov 2
Gatherwild Ranch
A hot tub in a backyard with a house, trees, and a clear sky.

4. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is NT$29,033
NT$46,356 total
includes taxes & fees
Nov 1 - Nov 2
Las Flores Villa
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

10/10 Excellent
"I booked this for one of my bus drivers & he told me he had a good time theree in the hotel. Clean & quiet."
Smath 1-night trip
Posted 4 hours ago
Quality Inn Great Barrington

Find out more about Pine Plains

Search for holiday rentals in Pine Plains on Expedia! You can easily find your home rentals, villas, holiday apartments in Pine Plains using one of the methods below:

  • View our selection of featured holiday rentals in Pine Plains
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  • Enter your travel dates to view the best deals on holiday rentals in Pine Plains while they last

Look no further and take a look at our great range of rental properties in Pine Plains!

Frequently asked questions

Are there vacation rentals in Pine Plains?

Yes, there are vacation rentals in Pine Plains close to The Stissing Center, or you can choose a more remote option if you'd like a relaxing place to stay.

How many vacation rentals will I find in Pine Plains?

With 23 Expedia vacation rentals, you're sure to find just the right place for your Pine Plains stay.

What can I see and do in Pine Plains?

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

What are vacation rentals like in Pine Plains?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Pine Plains. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.