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Vacation rentals in Pine Plains

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Top-rated vacation rentals in Pine Plains

Guests agree: these stays are highly rated for location, cleanliness, and more.

Twin Island Lake  Private Island
SUPERHOST
Island · 2 guests · 1 bed · 1 bath

Twin Island Lake Private IslandEmbark on an off-grid luxury camping adventure in the heart of Hudson Valley, discover one of Twin Island Lake’s private islands with 360 degree views. Reconnect with yourselves and nature in a Safari style tent furnished with a queen size bed and outdoor amenities. Park on the mainland next to the dock where a canoe awaits your arrival. This sweet escape is a once in a lifetime experience you will remember forever.

Pine Plains Cottage
SUPERHOST
Entire cottage · 4 guests · 3 beds · 1 bath

Pine Plains CottageLocated just 2 hours north of NYC, our country cottage in bucolic Pine Plains is newly renovated and furnished in a modern yet cozy style, welcoming you to a relaxing retreat! It is located in the heart of Pine Plains, a short walk to the town center. Perfect for 2-4 people. We currently have a 2 night min. stay due to the added preparations and 3 night min. for holiday weekends. Contact us directly for week/month/shorter stays and to inquire if we can accommodate your dog or a shorter stay!

The Nook - An Adorable Secret Get Away
Barn · 2 guests · 0 beds · 1 bath

The Nook - An Adorable Secret Get AwayThe Nook (Silo barn apartment) This adorable cozy get away, is a self-contained efficiency apartment set in the midst of Hudson Valley majesty. Over the garage of a property called The Silo (see listing for details as well as information about the setting), The Nook can be rented alone for one or two people or can be included with The Silo for large gatherings.

Vacation rentals for every style

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Popular amenities for Pine Plains vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Pine Plains

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Idyllic, Secluded Log Cabin with Fabulous Views.
SUPERHOST
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Lakefront designer house in Pine Plains, NY.
SUPERHOST
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Updated Antique Farmhouse on Idyllic Country Lane
SUPERHOST
  1. Entire residential home
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Twin Island Lake House-Hot Tub-near Rhinebeck NY
SUPERHOST
  1. Entire cabin
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Rustic & Renovated Hudson Valley Cabin
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Hudson Valley Lake Front Estate 11 acres of bliss!
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Hudson Valley - Picardy Farm: Garden House -
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Modern Farmhouse - Available Memorial weekend
  1. Entire guesthouse
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Dutchess County, Pine Plains, N.Y. near Rhinebeck.
  1. Entire residential home
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A Country Lodge and Flawless Retreat
  1. Entire residential home
  2. Pine Plains
The Hideaway - A Magical World
  1. Entire guest suite
  2. Pine Plains
Rustic 2 bedroom Stissing Lake Guest Cabin

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