4 Br Agritourism Vacation Rental In Pine Plains, New York
This memorable farmhouse is the perfect home base for your trip to Pine Plains. With four bedrooms, including two queen beds, a Queen Murphy bed, and a full bunk bed, theres plenty of space for...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Escape to this stunning mountain retreat in Dutchess County.This spacious home comfortably accommodates up to 10 guests. Enjoy breathtaking mountain views from the balcony, explore the 30 acres of...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Welcome to Wytcliffe, a well-kept & comfy historic home, in pastoral NY, 10 mins from Millerton, Amenia and Pine Plains.A magnificent kitchen is perfect for family gatherings, featuring a Wolf...
Created Jul 20, 2026
6 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Picture yourself lying in the hammock or with a glass of wine on the porch. Jump into the lake for a refreshing swim, or sunbath on the dock. This property is all about being outdoors. Enjoy 11...
Created Jul 20, 2026
7 Br Agritourism Vacation Rental In Pine Plains, New York
Book both adjacent homes together next to Mashomack Polo Fields in Pine Plains. 7 bedrooms, 4 bathrooms, large flat yards, and cornfield views. Ideal for groups and families wanting space and privacy.
Created Jul 20, 2026
9 Br Private Vacation Home Vacation Rental In Pine Plains, New York
The Pines includes a gourmet eat-in kitchen, butler's pantry, formal dining room, music room, library/game room, mud room, parlor, 10 bedrooms (2 are combined into Suite #5 on the 2nd floor) - 4...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Summary:Experience the charm of Tanner Farmhouse, a rustic yet modern home in Pine Plains, NY. This meticulously renovated 3 bed/2 bath home preserves history while offering modern comforts.Enjoy...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Hudson Valleys best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax...
Created Jul 20, 2026
1 Br Apartment Vacation Rental In Pine Plains, New York
The Nook (Silo garage apartment)This adorable secret hideaway is a self-contained efficiency apartment set in the midst of Hudson Valley majesty. Over the garage of a property called The Silo (see...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
The Hideaway This mid-century modern home reigns over a magical world in the heart of New York States historic Hudson Valley. With views in four directions, The Hideaway feels as remote as...
Created Jul 20, 2026
2 Br Guest House Vacation Rental In Pine Plains, New York
Escape to Stissing Lake Guest Cottage, a newly renovated 2-bed, 2-bath retreat in the Hudson Valley. Nestled on an 11-acre estate by Stissing Lake, just 90 miles from NYC. Immerse in country...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Summary:Discover The Library Retreat, a captivating multi-farmhouse in Pine Plains, just 2 hours from NYC. Set on a vast 67-acre estate, this rural haven is perfect for families and friend...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Nestled in a picturesque hamlet, this charming two-bedroom, one-bathroom cottage offers a serene escape into nature. Inside, youll find an inviting eat-in kitchen, a cozy living room, and a...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Lakeside Retreat on a Private Peninsula in Pine PlainsEscape to this charming lakefront guest house nestled on a private peninsula in Pine Plains, NY. Enjoy breathtaking views, cozy amenities, and...
Created Jul 20, 2026
2 Br Cabin Vacation Rental In Pine Plains, New York
Rustic cabin by Twin Island Lake, Pine Plains, NYSitting on quiet Lake Road and nestled in the woods, my rental built in 1950 is fashioned after a vintage lake cabin. As seen in the pictures, I...
Created Jul 20, 2026
3 Br Apartment Vacation Rental In Pine Plains, New York
Welcome to our historic & meticulously restored home, Willow Vale, situated on a quiet & idyllic country road and nestled on 700` of Shekomeko riverbank. Built in 1790, the home was once the iconic...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Renovated & charming 3BR, 2BA home with spacious yard situated across from Mashomack Polo fields in the picturesque Hudson Valley. Family friendly home can accommodate multiple family...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Stissing Station is a newly built, voluminous barn style retreat minutes from Upstates most iconic restaurant and the weekend polo scene. Perfectly positioned in a scenic wooded area but close to...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Pine Plains, New York
The Silo Set on 700 acres of wooded Hudson Valley real estate, The Silo is reached by crossing a bridge over a flowing stream (part of the intricate Hudson River watershed system). Though the home...
Created Jul 20, 2026
5 Br Country House Vacation Rental In Pine Plains, New York
Gather, Reconnect, and Make Memories at our Family Farmhouse. Some places just bring families together, or just for a quiet time in the country. This five bedroom farmhouse in the rolling hills of...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Welcome to the immaculate and professionally-designed post & beam rental home of two New York creatives, including the Founder of Brooklyn design firm and furniture company ZZ Driggs. The house is...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surprisingly spacious, with generous views of sunrise and sunset and the comforting...
Created Jul 20, 2026
2 Br Private Vacation Home Vacation Rental In Pine Plains, New York
Lakefront property at its finest, recently renovated designer house.Beautiful Twin Island Lake. The peace and tranquillity of a non-motorboat lake is something to truly love & enjoy. Enjoy the...
Created Sep 21, 2025
5 Br Agritourism Vacation Rental In Pine Plains, New York
Step into the comfort of country living with designer flair at this beautifully restored 1775Coloniala private and spacious five-bedroom, 3.5-bath home set on the historicHammertown compound in...
Created Aug 3, 2025
3 Br Private Vacation Home Vacation Rental In Pine Plains, New York
This impressive Bright and Sunny 3 Bedroom and 2.5 bath home is comfortable and quiet. With 2 queen bedrooms, 2 single beds,2 full bathrooms, and a powder room, plenty of space for you and your...
Created Jul 20, 2025
