Loft holiday rentals in Dutchess County

Be our guest at The Nest!

Your Hudson Valley hideaway awaits at “The Nest”! Located only minutes from the Taconic, a short drive to Millbrook, Rhinebeck, & historic Hyde Park. 8 minutes to Baird Golf course. Conveniently located only about 20 mins from Vassar College, Marist, the Culinary Institute, Walkway Over the Hudson, & Barton Orchards. 30 minutes to Red Hook & Beacon. The property offers beautiful trees & plenty of privacy. It’s a perfect retreat to get away and enjoy all that the scenic Hudson Valley has to offer

Family · Location · Parking

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #4

NO LUGGAGE, NOR ANY TYPE OF SHIPMENT BEFORE GUEST'S ARRIVAL! Large studio apartment on the third floor, with a sleeping loft. Full-size 21" height mattress, full kitchenette, and tiled bath & shower. Private entrance; great light and view of the Park. Unique apt. with scenic fall views from northern and western exposures. Less than 10 minutes to Marist and Vassar Colleges, Vassar Brothers Medical Center, Walkway Over the Hudson, FDR Home, and CIA are 15 minutes' driving distance. Need a car.

Location · Value · Access

Private Suite in Shared Luxury Loft

Private bedroom with queen bed and en-suite bathroom, walk in shower, bidet toilet, in our unique ground-floor loft, stylishly converted from an old garage on a quiet street in the Rondout district of Kingston. Shared common space (with Julian) includes a huge kitchen with equipment and supplies, family table for remote working and meals, piano, movie screen, sofas, fireplace. The bedroom and bathroom are private but the soul of the loft is about community and gathering. License 096292

Location · Hospitality · Shared spaces

Unique Waterfront Loft: Rondout Creek Kingston, NY

Discover the allure of our chic & rustic loft in Kingston's historic waterfront, just 90 miles from NYC. Relax by the wood-burning stove in the living room or savor scenic Rondout Creek views from the balcony. Bring your boat for complimentary launch services, with dockage options. Enjoy free kayak or Hydrobike rentals, subject to availability, and relish a 10% boat rental discount. Set beneath an active train trestle in a marina, our unique space offers an unforgettable experience

Family · Location · Heating

Pet-Friendly Staatsburg Studio - Near State Park

Retreat to the enchanting countryside of Staatsburg, NY, and stay at this charming 1-bathroom vacation rental studio. Nestled in a peaceful setting, 'Mid-Century DJ's Dream' offers a comfortable space for relaxation. Unwind in the spacious backyard with a pet, prepare a meal on the grill, watch a movie, or enjoy the property’s large and unique record collection. Going out? Take a short drive to Mills Norrie State Park and explore the area’s rich historical sites. Book today!

Villa Costello,

Welcome to our stunning loft apartment in East Kingston, a hidden gem nestled between the captivating Catskill Mountains and the glistening Hudson River. This location offers more than just a stylish place to stay. With historic attractions, a plethora of fun activities, and delectable dining options. your weekend getaway will be nothing short of memorable. Book your stay now and experience the beauty of East Kingston for yourself!

Family · Location · Walkability

Art Loft with Pool Table in the heart of Kingston

City meets country in this design-forward loft in the heart of Kingston—perfect for a romantic escape or a comfortable stay for 4. Light-filled with oversized windows, this renovated space features a king bed, full kitchen, pool table, and private outdoor seating. Walk to top restaurants, shops, and nightlife. Free parking included. Located above a prestigious art gallery for a truly unique stay.

Location · Value · Bathroom

Villa Sabrina

Villa Sabrina is a private 700 sq ft studio for 2 in Lagrangeville, set on a 5.6-acre estate. Features a queen bed, shower, AC, Wi-Fi, private balcony, patio with grill, and parking. Enjoy daily maid service, free breakfast (on select days), and a pool shared only with the owner. Bikes are available, plus an optional ride to the NYC train station (18 mins away). Perfect Hudson Valley escape!

Appalachian Getaway

Escape reality with our little Appalachian getaway. Tucked away in the hills of Western Connecticut, our barn apartment has been newly renovated and is ready for seasonal visitors. Right next to the Appalachian Loop and River Oaks Golf Club (not to mention private beach access) makes this rental perfect for fun, daytime activities! Feel free to come say Hello to all our animals as well!

Location · Family · Hiking

Village of Tivoli Sunny Top Floor Loft

This super comfy and peaceful top floor loft in an 1895 farmhouse has its own front entrance and is half a mile from Tivoli's main street Broadway. There is a coffee nook and complimentary beverages in the fridge and you may enjoy a stroll down the property to the Stony Creek in back. Enjoy your stay in beautiful Tivoli.

Family · Location · Bathroom

Brick carriage House steps to Kingston Waterfront.

This 1850s brick carriage house was completely gutted, redesigned, and rebuilt brick by brick in 2017. Decorated by a vintage art and furniture dealer (check out Peak Stuff on Instagram) with a killer eye and a love for unique vintage finds, this place is truly one of a kind :)

Family · Location · Heating

private room in a spacious artist’s loft

private room w shared bathroom, a full kitchen, laundry and ample space. extremely quiet and peaceful. comfy bed, cozy fireplace and easygoing host.