Search Villas in Pine Plains

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Villas in Pine Plains

No exact matches found, but these alternatives could be just right

Recommended hotels in Pine Plains

BBQ/picnic area
Inn at Pine Plains

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (299)
"Great stay"
United Kingdom
Katherine
The price is AED 909
AED 1,028 total
includes taxes & fees
19 Nov - 20 Nov
Inn at Pine Plains
Front of property
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2.0 star property
Hudson
8.8 out of 10, Excellent, (3)
"The room was very nice, and the staff was great"
United States
Kienan
The price is AED 732
AED 993 total
includes taxes & fees
19 Nov - 20 Nov
Pocketbook Hotel and Bath
Exterior
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (791)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (695)
"Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. "
United States
Tabitha
The price is AED 393
AED 439 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Aerial view
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (411)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AED 386
AED 444 total
includes taxes & fees
19 Nov - 20 Nov
Locust Tree Bed and Breakfast LLC
Exterior
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
The price is AED 309
AED 345 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn
Exterior
Hampton Inn Kingston

Hampton Inn Kingston

2.5 star property
Kingston
9.0 out of 10, Wonderful, (1010)
"Courteous staff, clean room, pleasant atmosphere, convenient location, and good free breakfast."
United States
Karen
The price is AED 391
AED 438 total
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Kingston
Front of property
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (1001)
"Great stay!!"
United States
Anita
The price is AED 403
AED 451 total
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Kingston
Exterior
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1006)
"Staff was responsive and friendly. "
United States
Heather Lynn
The price is AED 360
AED 408 total
includes taxes & fees
24 Nov - 25 Nov
Quality Inn Hyde Park Poughkeepsie North
Gazebo
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1005)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is AED 364
AED 407 total
includes taxes & fees
27 Nov - 28 Nov
Howard Johnson by Wyndham Saugerties
View from property
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3.0 star property
Kingston
8.8 out of 10, Excellent, (776)
"Very nice stay"
United States
LOIS
The price is AED 408
AED 457 total
includes taxes & fees
23 Nov - 24 Nov
Residence Inn by Marriott Kingston
Dinner served, American cuisine
the Alander

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (182)
"Very nice clean place in a beautiful area. "
United States
Wayne
The price is AED 588
AED 658 total
includes taxes & fees
19 Nov - 20 Nov
the Alander
Exterior
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, (1003)
"Great stay"
United States
Siju
The price is AED 430
AED 481 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Kingston-Ulster by IHG
Front of property
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

2.0 star property
Kent
10.0 out of 10, Exceptional, (2)
"Beautiful property, well maintained and near town for restaurants, galleries, etc."
United States
Steven
The price is AED 981
AED 1,128 total
includes taxes & fees
23 Nov - 24 Nov
The Kent Collection - The Firefly Inn
Front of property - evening/night
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
Kingston
7.6 out of 10, Good, (1004)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is AED 389
AED 435 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Kingston Hotel And Conference Center
View from property
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (14)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 955
AED 1,190 total
includes taxes & fees
24 Nov - 25 Nov
Prospect Berkshires
Exterior
The Brooks Motel

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
The Brooks Motel
Front of property
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (64)
"This is a very cute lodge, updated with a bit of vintage charm. Close to all the Berkshires must sees and nature hiking trails. "
United States
Kayla
Little Cat Lodge
Exterior
Beekman Arms Hotel

Beekman Arms Hotel

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (786)
"Really enjoyed staying at this lovely property."
United States
Kenneth
The price is AED 526
AED 595 total
includes taxes & fees
12 Dec - 13 Dec
Beekman Arms Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

St. Charles Hotel

St. Charles Hotel

10/10 Excellent
"It was great! We were comfortable, it was a unique place, and met expectations! The manager was great, too! Very helpful when we had questions. "
Ileana 1-night trip
Posted 2 days ago
St. Charles Hotel

Frequently asked questions

Why book your villa in Pine Plains with Expedia?
We think arranging a vacation shouldn't be hard, so if you're on the lookout for villas at a competitive price, Expedia has your back. Keep costs down and pick an all-inclusive stay, or splurge on a deluxe villa to spoil your favorite people. Our search filters make it easy to secure a property in Pine Plains that checks your boxes.
How can I find cheap villas in Pine Plains?
With Expedia's user-friendly filter tool, locating cheap villas in Pine Plains is a snap. To discover accommodations that will keep some cash in your pocket, narrow down your search by amenities, budget and star rating.