Loft holiday rentals in Dutchess County

The Loft Down Under

The Loft Down Under is a short walk to Main St., where you can walk to live music at the Town Crier and Quinn’s, and restaurants that suit every taste! Mosey over to Dennings Point Distillery or Melzingah Tap House after kayaking at scenic Long Dock Park on the Hudson, or hiking Mt. Beacon. Hang out in the lounge or patio at the Roundhouse. Browse the flea market and the farmer’s market on Sunday after brunch. Visit historical sites, shop unique artisan shops, visit the DIA, and so much more!

King bed | Spacious Loft | 2 level Apt

Enjoy a spacious, 2-story apartment in the heart of Poughkeepsie, just steps from Vassar Hospital. With high ceilings, exposed brick, and modern amenities, this cozy space is perfect for relaxation or work. Amenities include: - Air conditioners in every room - Brand new carpeting - Plush towels for each guest - Shampoo, conditioner, & body soap - Assorted coffee & tea - High-speed internet - 2 separate desk areas Walk to nearby restaurants and shops. Message me for any special requests!

Private Suite in Shared Kingston Loft

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

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

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!

Luxe Loft 3 on Main St-Steam Shower! Kitchen,W/D!

LUXE STUDIO #3 Relax and rejuvenate in this studio! Walk to everything! Light filled studio with tall windows, indulgent steam shower w/ blue tooth speakers, Washer /Dryer in unit! Queen bed w/ hybrid mattress, hotel quality linens & fully equipped kitchen. Everything you need after a day of hiking or sightseeing! Bottled water, Coffee & tea provided for your stay. A relaxing space designed for your ultimate comfort including Wifi & a flat-screen smart TV!

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!

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.

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!

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.

Harley's Hideaway - Cozy Furnished Apartment

A comfortable and welcoming one bedroom apartment that is separate from our main house. Includes single bedroom with queen bed, full bathroom, equipped kitchen, dining area and living room with hardwood flooring, private deck with panoramic views, 42" cable TV, keyless entry, onsite parking and wireless internet access.

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 :)