Town of Pleasant Valley Rentals
From $329 per night (USD)VRBO
Hudson Valley Horse Farm Retreat in Salt Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pet Friendly | Near Wineries | Spacious Deck | Close to Millbrook Horse Trials at MLC Farm Located on a working horse f ...
From $329 per night (USD)VRBO
From $1549 per night (USD)Expedia
Historic Hudson Valley Estate with Hot Tub & Games Room
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
The perfect Hudson Valley escape for your small gathering, Apsley Hill sleeps up to 12 people across three different str ...
From $1549 per night (USD)Expedia
From $859 per night (USD)VRBO
Modern Converted Barn with Hot Tub & Games Room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
After careful restoration efforts, our modern barn-style home was rebuilt in 2020 with the help of renowned Spanish arch ...
From $859 per night (USD)VRBO
From $174 per night (USD)Expedia
Hudson Valley Farm Getaway- West/Llama Lover Lane
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Step into the serene rural charm of the Hudson Valley for a unique retreat at our llama and alpaca farm. Nestled along c ...
From $174 per night (USD)Expedia
From $174 per night (USD)VRBO
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Step into the serene rural charm of the Hudson Valley for a unique retreat at our llama and alpaca farm. Nestled along c ...
From $174 per night (USD)VRBO
From $883 per night (USD)VRBO
Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Historic 18th century stone mill, transformed into a home in the 1960s. The Salvato Mill is set within nature with water ...
From $883 per night (USD)VRBO
From $594 per night (USD)VRBO
Hidden Charm in Hudson Valley In Dutchess County
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your perfect getaway! Nestled on a sprawling property of 30 acres, our spacious home offers an unparalleled b ...
From $594 per night (USD)VRBO
From $430 per night (USD)Expedia
Modern Getaway Retreat House on 2 Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming retreat in Pleasant Valley!'Nestled on a serene 2-acre property, our spacious 3-bedroom, 3-bathr ...
From $430 per night (USD)Expedia
From $306 per night (USD)VRBO
Treehouse With Outdoor Bathtub & Stream!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Featured in the 'New York Times' real estate section, The Hudson “Treehouse” offers guests a truly unique glamping exper ...
From $306 per night (USD)VRBO
From $387 per night (USD)Expedia
Charming Hudson Valley Tiny House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience the natural beauty of the Hudson Valley in our cosy tiny house! Converted from an 1800’s carriage house, Ap ...
From $387 per night (USD)Expedia
From $786 per night (USD)VRBO
Converted Barn, Estate Setting , & Pool in Hudson Valley near Millbrook
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Converted 19th Century Barn with complete glass wall overlooking a magical & very private pastoral setting of manicured ...
From $786 per night (USD)VRBO
From $180 per night (USD)Expedia
Be our guest at The Nest!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Hudson Valley hideaway awaits at The Nest! Located only minutes from the Taconic with beautiful trees and plenty of ...
From $180 per night (USD)Expedia
From $246 per night (USD)VRBO
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Long-time, top rated vacation rental now on Vrbo!!! Get away from the city and come enjoy this beautiful country proper ...
From $246 per night (USD)VRBO
From $157 per night (USD)VRBO
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perfect cozy studio in Pleasant Valley, NY surrounded by nature. We are located close to beautiful towns such as Millbr ...
From $157 per night (USD)VRBO
From $152 per night (USD)VRBO
Glamping in the woods, beautiful property one hour from NYC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Forget the tent, glamping is where you wanna be. Your own kitchen, full bathroom, hot shower, couch... plus fire pit an ...
From $152 per night (USD)VRBO
From $1680 per night (USD)Expedia
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Part of the ZenDen Escapes Collective on IG @zendenescapes -Follow prompts in profile. The mansion in Upstate NY leave ...
From $1680 per night (USD)Expedia
From $641 per night (USD)VRBO
Stunning Light-Filled Contemporary Home on 7 Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A Stunning, singular home nestled on nearly 7 beautiful acres, just 1h 45m from Manhattan. This is a perfect house for a ...
From $641 per night (USD)VRBO
From $753 per night (USD)Expedia
Pleasant Valley Pines
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
More than an AirbnB, Pleasant Valley Pines has been our family’s Hudson Valley retreat for over a decade. You’ll wake ...
From $753 per night (USD)Expedia
From $314 per night (USD)VRBO
3 bedroom, 2 bath, Waterfall, Back Yard, Patio, Fire pit, and Grilling Station!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to this Cozy Cottage across the street from a Waterfall, a 3 bedroom and 2 bath stay. Short distance from all ma ...
From $314 per night (USD)VRBO
From $313 per night (USD)VRBO
Cozy Lil’ Camper in Pleasant Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Close to the camper you’ll have your own fire pit with proper seating and (optional) overhead string lighting to add to ...
From $313 per night (USD)VRBO
From $136 per night (USD)VRBO
Apartment in scenic Hudson Valley New York
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Former mother daughter apartment, large kitchen with all amenities for extended stays, one king bed and queen and single ...
From $136 per night (USD)VRBO
From $767 per night (USD)Expedia
Spacious New Luxurious holiday house in lovely Hudson Valley
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Hudson Holiday House, a newly furnished home less than 90 minutes from NYC! Centrally located in the Hudson V ...
From $767 per night (USD)Expedia
From $300 per night (USD)VRBO
Pet-friendly Cottage at Historic Millbrook Farm Estate
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Our pet-friendly Millbrook cottage offers a bucolic escape from city life. Nestled just minutes from downtown Millbrook ...
From $300 per night (USD)VRBO
From $999 per night (USD)VRBO
Modern Farmhouse, Secluded 13 acres, Fenced in Yard, Firepit, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
About this space: Relax and unwind in a private upstate retreat with stunning meadow views set amongst 13 acres in hist ...
From $999 per night (USD)VRBO
From $502 per night (USD)VRBO
Be in Nature at this Gorgeous Riverfront Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wappinger Cottage is a Scandinavian-inspired home featuring landscaped gardens leading to the shimmering Wappinger Creek ...
From $502 per night (USD)VRBO
From $961 per night (USD)Expedia
Private Tudor style 5 bedroom home in country setting.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Bring the whole family to this beautiful home in a country setting. There is plenty of room for fun. You will find this ...
From $961 per night (USD)Expedia
From $400 per night (USD)VRBO
Cheerful Circa 1700 3 Bedroom Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Only minutes from Rhinebeck, Omega Institute, Culinary Institute of America, or the FDR Library, this is the perfect pla ...
From $400 per night (USD)VRBO
From $337 per night (USD)Expedia
4,000 SF Country House on 26 Acres, totally secluded with 9 Acre Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Surrounded by Open fields, Woods, Stream and Horse Farms. 1.5 hours from NYC. 15mins from Poughkeepsie Metro-North trai ...
From $337 per night (USD)Expedia
From $709 per night (USD)VRBO
Peaceful getaway for outdoor enthusiasts-a modern home with a country/farm feel.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape the hustle and bustle with a seamless blend of modern comfort and tranquil country living at this 3-bedroom retre ...
From $709 per night (USD)VRBO