Search Guest Houses in Pine Plains

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 14 Guest Houses in Pine Plains with updated reviews, rates, and availability.

The Wiltwyck
Superior Suite | Living area | 32-inch Smart TV with digital channels, TV, Netflix

The Wiltwyck

3.5 star property
9.4 out of 10, Exceptional, (145)
"This is always my first choice when traveling to Kingston. Beautiful home with lots of privacy and well maintained. Very clean and decorated beautifully"
The price is AED 389
AED 642 total
includes taxes & fees
13 May - 14 May
The Wiltwyck
The Gables of Rhinebeck Inn
Property entrance

The Gables of Rhinebeck Inn

3.0 star property
9.2 out of 10, Wonderful, (104)
"lovely property in a cute quiet town, will definitely be returning"
The price is AED 1,033
AED 1,262 total
includes taxes & fees
25 May - 26 May
The Gables of Rhinebeck Inn
Private one bedroom guesthouse with pool
Fridge, microwave, oven, stovetop

Private one bedroom guesthouse with pool

9.8 out of 10, Exceptional, (35)
"Such a lovely, quaint, idyllic setting."
Private one bedroom guesthouse with pool
9 Academy
The Parlor Suite | Egyptian cotton sheets, premium bedding, pillowtop beds

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is AED 1,928
AED 2,218 total
includes taxes & fees
7 Jun - 8 Jun
9 Academy
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (5)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
The price is AED 415
AED 1,261 total
includes taxes & fees
13 May - 14 May
Hudson valley and The Berkshires Cottage
LEEDS A GREAT ESCAPE
Exterior

LEEDS A GREAT ESCAPE

9.2 out of 10, Wonderful, (35)
"Peaceful and quiet but not too far away from some great restaurants and beautiful views!"
LEEDS A GREAT ESCAPE
Renovated Private Guest House by Evergreen Home
Outdoor dining

Renovated Private Guest House by Evergreen Home

10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home
Hits | Catskills Views | Pet Friendly | Studio
Exterior

Hits | Catskills Views | Pet Friendly | Studio

The price is AED 617
AED 1,182 total
includes taxes & fees
1 Jun - 2 Jun
Hits | Catskills Views | Pet Friendly | Studio
The Woodbine Inn
BBQ/picnic area

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (17)
"Beautiful, clean, amazing staff and supe cozy"
The Woodbine Inn
Church Des Artistes Guest House
Building design

Church Des Artistes Guest House

3.0 star property
9.4 out of 10, Exceptional, (18)
"Peter and Julie are excellent host with a lot of nice recommendations to the area. The room was smaller than I originally thought, but it was extremely cozy and warm with all the nice amenities inside. We loved all the nice decoration and historical feeling the room has to offer. Will definitely consider it again when we plan to visit Kingston."
Church Des Artistes Guest House
Vanderbilt Lakeside
Standard Room, 1 Queen Bed, Partial Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Vanderbilt Lakeside

3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside
1805 House Bed and Breakfast
Exterior

1805 House Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (38)
"Very nice stay. Perhaps a little over priced considering lack of amenities and an average breakfast."
1805 House Bed and Breakfast
Bohemian Inn
Porch

Bohemian Inn

2.5 star property
7.8 out of 10, Good, (35)
Bohemian Inn
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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Other property types in Pine Plains

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.8 out of 10, Excellent, (11)
"We always live these cabins & we've been coming for years!"
The price is AED 643
AED 833 total
includes taxes & fees
28 May - 29 May
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is AED 477
AED 515 total
includes taxes & fees
27 May - 28 May
Micosta Leisure Inn
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (30)
"Had a fantastic stay for a quick overnight trip to ski."
The price is AED 569
AED 897 total
includes taxes & fees
13 May - 14 May
Esopus Creek modern Tiny house Retreat!
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.