Pine Plains Holiday Rentals

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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 NZ$1,401
includes taxes & fees
1 July - 2 July
CT Gate House Goshen CT, Gate House Goshen CT

Cozy Cabin on 5 Acres w/ Hot Tub & Fire Pit

10.0 out of 10, Exceptional, (2)
"Overall, this was a wonderful retreat. We plan to come back! The Hot tub, Sauna and Cold plunge were so cool."
The price is NZ$1,042
includes taxes & fees
5 July - 6 July
Cozy Cabin on 5 Acres w/ Hot Tub & Fire Pit

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 NZ$510
includes taxes & fees
1 July - 2 July
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 NZ$830
includes taxes & fees
27 July - 28 July
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 NZ$719
includes taxes & fees
9 July - 10 July
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 NZ$1,212
includes taxes & fees
7 July - 8 July
Great Barrington Get Away

Perfect House In Hillsdale, Brings Friends & Fam

8.6 out of 10, Excellent, (4)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
The price is NZ$860
includes taxes & fees
6 July - 7 July
Perfect House In Hillsdale, Brings Friends & Fam

Dreamy 6 Bedroom House, Come Enjoy Hillsdale!

9.0 out of 10, Wonderful, (2)
"Our family of 12 really enjoyed staying in this 5-bedroom historic house! It had everything we needed and we loved the decor. "
The price is NZ$1,628
includes taxes & fees
5 July - 6 July
Dreamy 6 Bedroom House, Come Enjoy Hillsdale!

Majestic views Hot tub Firepit Games Sleeps 14

The price is NZ$2,941
includes taxes & fees
18 July - 19 July
Majestic views Hot tub Firepit Games Sleeps 14

3-bedroom and 2 bath cottage in Verbank, across Waterfall

The price is NZ$803
includes taxes & fees
1 July - 2 July
3-bedroom and 2 bath cottage in Verbank, 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 NZ$1,547
includes taxes & fees
1 July - 2 July
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"
rural, serene + sophisticated space

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (10)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is NZ$1,348
includes taxes & fees
29 July - 30 July
Spacious New Luxurious holiday house in lovely Hudson Valley

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 NZ$1,394
includes taxes & fees
13 July - 14 July
Modern Converted Barn with Hot Tub!

Historic Hudson Valley Estate

The price is NZ$2,551
includes taxes & fees
28 July - 29 July
Historic Hudson Valley Estate

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 NZ$225
includes taxes & fees
5 July - 6 July
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 NZ$1,028
includes taxes & fees
1 July - 2 July
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 NZ$903
includes taxes & fees
1 July - 2 July
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed

The price is NZ$853
includes taxes & fees
6 July - 7 July
1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed
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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Pine Plains is located on a river, and offers a BBQ, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.