Holiday Rentals in Pine Plains

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Holiday Rentals in Pine Plains

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is €581
includes taxes & fees
10 Jul - 11 Jul
CT Gate House Goshen CT, Gate House Goshen CT

Mid Century Modern Studio w/ Full Kitchen - Newly Built

8.0 out of 10, Very good, (1)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is €268
includes taxes & fees
13 Jul - 14 Jul
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (38)
"The property was centrally located for skiing, and was a comfortable stay."
The price is €472
includes taxes & fees
31 Jul - 1 Aug
Cheerful 3-bedroom cottage with woodstove

Home in Great Barrington

9.8 out of 10, Exceptional, (21)
"Our family had a wonderful experience and stay. "
The price is €385
includes taxes & fees
7 Aug - 8 Aug
Home in Great Barrington

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
The price is €641
includes taxes & fees
21 Jul - 22 Jul
Great Barrington Get Away

Majestic views Hot tub Firepit Games Sleeps 14

The price is €1,389
includes taxes & fees
4 Aug - 5 Aug
Majestic views Hot tub Firepit Games Sleeps 14

3-bedroom and 2 bath cottage across Waterfall

The price is €416
includes taxes & fees
1 Aug - 2 Aug
3-bedroom and 2 bath cottage across Waterfall

The George is an elegant restored home in the Hudson Valley

9.0 out of 10, Wonderful, (4)
"Nice big house in a quiet location. "
The price is €821
includes taxes & fees
10 Jul - 11 Jul
The George is an elegant restored home in the Hudson Valley

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is €323
includes taxes & fees
13 Jul - 14 Jul
rural, serene + sophisticated space

Spacious New Luxurious holiday house in lovely Hudson Valley

10.0 out of 10, Exceptional, (11)
"We loved our stay at this gorgeous home & we will definitely book it again in the future!"
The price is €670
includes taxes & fees
14 Jul - 15 Jul
Spacious New Luxurious holiday house in lovely Hudson Valley

Historic Hudson Valley Estate

The price is €1,361
includes taxes & fees
28 Jul - 29 Jul
Historic Hudson Valley Estate

Modern Converted Barn with Hot Tub!

10.0 out of 10, Exceptional, (4)
"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."
The price is €748
includes taxes & fees
13 Jul - 14 Jul
Modern Converted Barn with Hot Tub!

All the comforts of home

9.0 out of 10, Wonderful, (23)
"A nice no frills comfortable place. Tucked away from town but close enough to everything."
The price is €120
includes taxes & fees
13 Jul - 14 Jul
All the comforts of home

Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

10.0 out of 10, Exceptional, (4)
"Our stay was only a couple nights but it was what we expected. I would recommend this property. Had a great stay."
The price is €546
includes taxes & fees
27 Jul - 28 Jul
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat

Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

9.8 out of 10, Exceptional, (7)
"Great space for our family of four and dog. Lots of room to spread out and relax. Nice local events going on and great location to stores and short drive to hiking spots and many restaurants. Host had great communication with us and answered all of our questions in a really timely manner. Definitely recommend this spot!"
The price is €459
includes taxes & fees
10 Jul - 11 Jul
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

10.0 out of 10, Exceptional, (1)
"We were in town for a wedding and needed a spot close to the farm. This spot was a gem. Tucked away, quiet and clean - my husband, dog and I had a great stay. We were only able to stay for a night but I wish we could have stayed a bit longer. This is a really cute community with nice things to see and do. The host is amazing! We’re so grateful to her. "
The price is €214
includes taxes & fees
10 Jul - 11 Jul
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Two bedrooms, bath and kitchenette in 1890 Victorian

The price is €332
includes taxes & fees
29 Jul - 30 Jul
Two bedrooms, bath and kitchenette in 1890 Victorian

Spacious 3-bedroom apartment in Catskill village - walkable to area attractions

The price is €409
includes taxes & fees
21 Jul - 22 Jul
Spacious 3-bedroom apartment in Catskill village - walkable to area attractions

Catskill Cottage Walk to Downtown & River Views

10.0 out of 10, Exceptional, (10)
"We were looking for a place to stay when visiting our son who lives in the Catskill area. The cottage was perfect. It was in a great location in town close to breweries, shops, and restaurants. It was beautifully furnished and very spacious. We definitely plan on staying there again when we visit our son."
The price is €265
includes taxes & fees
27 Jul - 28 Jul
Catskill Cottage Walk to Downtown & River Views

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

The price is €1,491
includes taxes & fees
22 Jul - 23 Jul
Serene Estate: Heated Pool, Tennis, Sauna, 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.
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Frequently asked questions

Are there holiday rentals in Pine Plains?

Yes, there are holiday rentals close to the most popular sights in Pine Plains, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pine Plains has to offer?

The Farm at Hyde Park: This holiday home rental outside of Pine Plains is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Pine Plains?

With 30 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?

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 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.