
Holiday rentals in Princetown
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Princetown
Guests agree: these stays are highly rated for location, cleanliness and more.

Catskill Mountain Cabin: Valley Views/16 Skylights
Experience total serenity in this chic, solar-powered cabin. Nestled on a wooded hillside with stunning Catskill Mountain views, our tiny house features 16 skylights for world-class stargazing. You will have a cozy, perfect getaway to forget your busy life and reconnect with beautiful nature. Prime Location for Adventure: Skiing: 25 mins to Windham Mountain Hiking: 7 mins to Huyck Preserve; near 200 acres of state parks Culture: <30 mins to trendy Hudson & Catskill Shopping & restaurants

Misty Isle Acres
Our homestead, Misty Isle Acres, is our little imperfect oasis, nestled within the beautiful Helderberg hilltowns of Albany county. Our in-law apartment contains a bedroom, full bathroom, and living room with TV (inc. Netflix & Disney+), DVD player, and futon. There is an enclosed porch and deck, complete with tables, chairs, and grill. We also have a large pond and woods to explore. Please note, this is a working homestead; the grass isn't always mowed and sometimes there are animal smells.

Romantic 1840s Schoolhouse | Hot Tub Getaway
Sleep inside 185 years of history. This one-room schoolhouse was built in 1840, and has been completely renovated into a private retreat for two — original timbers and antique sliding doors preserved, modernized around a king bed, propane fireplace, private hot tub on the covered deck, and an oversized rain-shower for two. An hour from Saratoga, easy reach to Cobleskill, Howe Caverns, and the southern Adirondacks. Built for couples who want somewhere that doesn't feel like everywhere else.

Grey House
Nestled in the beautiful hills of Grafton New York Greyhouse welcomes you. Grey house is a one story home that has been completely renovated with your comfort in mind. Adjacent to Greywacke Meadows. The 3 bedrooms are attractive and comfortable and sleep up-to six guests. Master bedroom has a private bathroom and a main bathroom is centrally located. Not wheelchair accessible at this time as there are stairs into the house. Multi level porches and a large patio with seating areas.

Mariaville Goat Farm Yurt
A charming, stylish 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a freshly-made country breakfast - and goats! Take a walk in the woods...enjoy the artistic landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

The A-Frame at Harvest Moon Acres
Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Catskills Cabin w/Private SAUNA-Perfect NYC Escape
Escape to our cozy Catskills cabin, a peaceful retreat on 11 private acres. Wake up to birdsong, unwind by the fireplace, and enjoy the perfect blend of rustic charm and modern comfort in a fully stocked home. This spacious one-bedroom cabin features two king beds, a fireplace, a fully equipped kitchen and a sauna to unwind and recharge. A short drive brings you to Hudson Valley’s fine-dining scene with craft cocktails, breweries, and nearby skiing and winter adventures.

Camp Karahkwa- Private Hot Tub & Lake Access
Beautiful, newly built cabin on quiet road perfect for your summer getaway. Your ideal home base for all the outdoor adventures that upstate NY has to offer. Shared lake access just 1/4 mile away. Unwind in your private hot tub under the stars after a day of adventure or cozy up by the pellet stove playing games or watching movies with loved ones. All basic cookware, utensils, soaps, clean linens & towels, and more provided for your convenience. Just bring your luggage!

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Dome on Agroforestry Farm w/ Mountain View & Ponds
Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Hillside Cabin-Yurt
Discover a charming yurt-shaped house perched on a quiet hill with beautiful pond views. Inside is an open concept studio with a comfy king bed, two futons, a full kitchen, and bathroom. The large deck with dining area is perfect for meals outdoors, and the fire pit invites cozy evenings under the stars. Secluded and hidden from the road, this peaceful retreat offers a magical blend of comfort and nature’s beauty.

Log Cabin w/ Mountain Views + Large Deck
Escape to this peaceful 2-bedroom log cabin in the Helderbergs, where mountain views, a large deck, and cozy cabin charm make it easy to unwind. Sip coffee outside, grill dinner under the open sky, and relax by the pellet stove after a day exploring Thacher Park, Howe Caverns, Altamont, and nearby hiking trails. Perfect for couples, friends, or small families looking for a quiet upstate getaway.
Popular amenities for Princetown holiday rentals
Other great holiday rentals in Princetown

Historic meets Midcentury Modern

The Catskill Equestrian Cabin

NiskTalgia by the River

Spacious 1BR apartment with yard and parking

Five-bedroom home

Modern 2BR | King | Parking | Kitchen | BBQ

Porchlight Pines | Hot Tub + Cold Plunge

Sweet Caroline ! Great location
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Windham Mountain
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- Glimmerglass State Park
- West Mountain Ski Resort
- June Farms
- Plattekill Mountain
- Thacher State Park
- Zoom Flume
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- MVP Arena
- New York State Museum
- National Museum of Racing and Hall of Fame
- University at Albany
- Massachusetts Museum of Contemporary Art
- Hancock Shaker Village





