A rustic barn surrounded by autumn foliage on a hillside.

Search and Rent Pine Plains Condos

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24
No exact matches found, but these alternatives could be just right

Recommended hotels in Pine Plains

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (318 reviews)
"good location/ walkable to down town !"
United States
teresina
$275 nightly
The price is $311
Oct 5 - Oct 6
Total with taxes and fees
Inn at Pine Plains
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

2. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
$641 nightly
The price is $724
Oct 28 - Oct 29
Total with taxes and fees
Chic Barn Style * Fireplace * Near Stissing House
A modern kitchen with white cabinets, a large island, and a skylight.

3. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"We loved the house and it really added to our upstate experience!!"
United States
stephen r.
$1,194 nightly
The price is $1,351
Oct 16 - Oct 17
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel
A modern bedroom with a large bed, a red sofa, a fireplace, and a television.

4. The Harlow House

The Harlow House
2.0 star property
Rhinebeck
8.8 out of 10, Excellent, (19 reviews)
"Beautiful location in the woods but super close to the charming village of Rhinebeck. The room was spacious and tastefully furnished, comfy bed and linens, fireplace for the winter, lovely deck perfect for morning coffee. Just there one night but it was a lovely stay!"
United States
Lauren
$185 nightly
The price is $209
Oct 4 - Oct 5
Total with taxes and fees
The Harlow House
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

5. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (273 reviews)
"Great on-site restaurant and bar. Fire pit and Adirondack chairs."
United States
Thomas
$145 nightly
The price is $162
Oct 4 - Oct 5
Total with taxes and fees
the Alander
A vintage black car parked on a road with a white fence and trees in the background.

6. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (139 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
$129 nightly
The price is $146
Oct 12 - Oct 13
Total with taxes and fees
Jenny's Country Manor
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.

7. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$233 nightly
The price is $261
Oct 5 - Oct 6
Total with taxes and fees
Gatherwild Ranch
An outdoor patio with a fire pit, seating, and a building in the background.

8. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (1,001 reviews)
"Beautiful new rooms, staff was very friendly and helpful. Really enjoyed our stay."
Canada
Ana
$127 nightly
The price is $142
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Kingston
A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

9. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,006 reviews)
"Awesome location and historic inn. Very interesting experience"
United States
Mariya
$152 nightly
The price is $172
Oct 14 - Oct 15
Total with taxes and fees
Beekman Arms and Delamater Inn
A wooden deck with a swing chair and a bench overlooking a lake.

10. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (314 reviews)
"Great staff and location!"
United States
Stacie
$212 nightly
The price is $243
Oct 26 - Oct 27
Total with taxes and fees
Interlaken Inn & Resort
A room with a view of a lake, a balcony with a table and chairs, and a sofa.

11. Rhinecliff Hotel

Rhinecliff Hotel
2.0 star property
Rhinecliff
9.6 out of 10, Exceptional, (57 reviews)
"It was a beautiful place, with great views of the river, and I would definitely stay there again!"
United States
Francine
$190 nightly
The price is $215
Nov 2 - Nov 3
Total with taxes and fees
Rhinecliff Hotel
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

12. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
$200 nightly
The price is $224
Oct 5 - Oct 6
Total with taxes and fees
Changing Times Boutique Country Lodging
A hotel room with two beds, a desk, and a large window.

13. Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG
2.5 star property
Lake Katrine
9.4 out of 10, Exceptional, (1,002 reviews)
"We had a lovely time. Staff and room were great!"
United States
Cindy
$130 nightly
The price is $146
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites Kingston-Ulster by IHG
A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

14. Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (199 reviews)
"Great Staff predictable clean, comfortable room fresh linens fresh mattresses excellent Staff. Nice restaurant."
United States
Elizabeth
$103 nightly
The price is $117
Nov 2 - Nov 3
Total with taxes and fees
Howard Hotel
A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

15. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (85 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
$240 nightly
The price is $272
Oct 4 - Oct 5
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

16. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (918 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
$67 nightly
The price is $74
Nov 1 - Nov 2
Total with taxes and fees
Monument Mountain Motel
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

17. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (142 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
$149 nightly
The price is $167
Nov 3 - Nov 4
Total with taxes and fees
Little Cat Lodge
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

18. Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay. Great breakfast!"
United States
stephen
$137 nightly
The price is $153
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn Kingston
A row of metal chairs and a wooden barrel on a concrete floor against a wooden wall.

19. Rhinebeck Village Inn

Rhinebeck Village Inn
2.0 star property
Rhinebeck Village
7.6 out of 10, Good, (462 reviews)
"Loved our stay there"
United States
Rachel
$107 nightly
The price is $121
Oct 26 - Oct 27
Total with taxes and fees
Rhinebeck Village Inn
A spacious lobby with a fireplace, comfortable seating, and large windows.

20. Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing location and property. One of the best hotels we stayed in"
United States
Lamisa
$143 nightly
The price is $160
Nov 1 - Nov 2
Total with taxes and fees
Residence Inn by Marriott Kingston
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

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Absolutely loved our stay! The area is beautiful, the property is amazing and so well-maintained, and the friendly staff. This was our first time staying in a premium Airstream for both me and my hubby, and we were honestly amazed very clean too! Such a fun, unique, and awesome experience."
Michelle 1-night trip
Posted 14 hours ago
AutoCamp Catskills

Find out more about Pine Plains

Pine Plains Condo Rentals information

Number of reviews
5,222
Accommodation
2 Condo Rentals
Lowest Price
$74
Highest Price
$1,351

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