Holiday rentals in Princetown

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.

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

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.

Quiet Bliss: Upstate NY Getaway w/Hot Tub

Experience a pleasant stay at this recently renovated and serene 4-bedroom, 2-bathroom family-friendly escape, situated just on the outskirts of Downtown Schenectady. Conveniently located near the bike path, harbor, locks, scenic hiking trails with waterfalls, and the ViaPort Aquarium, you can also warm up by the outdoor fire pit and explore 9 acres of trails. A quick 5-minute drive takes you to Proctors Theatre and Rivers Casino, and it's a short trip to Maple Ski Ridge for family fun.

Thyme Cottage-Summer Getaway

Our cottage is located in an idyllic mountain setting surrounded by spectacular & breathtaking views. The 7 acre property boasts a serene pond stocked with koi, carp & gold fish that can be viewed from the wrap-around porch. It is conveniently located within close proximity to numerous options for dining and activities such as boating, fishing, hiking, & antiquing at local shops and flea markets. Thyme Cottage is perfect for couples, solo adventurers or anyone looking for tranquility.

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!

Bright + Modern: The Perfect Extended Stay

Your perfect home base for visiting family or extended work trips. This Top 1% Guest Favorite is immaculate, modern, and designed for a seamless, turnkey visit. Skip the stuffy hotels—here you have a private fenced yard for your dog, a workspace, and a kitchen fully equipped for home-cooked meals. Located in a quiet, friendly neighborhood with instant I-890 access to Schenectady & Albany. Don't settle for less. Read on to see why experienced travelers insist on staying here.

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.

Bring your paddleboard and Kayak!

If these walls could talk, they'd tell a story of the history of Glenville, NY! Starting as a Broom Corn Farm and then a Speakeasy during Prohibition, the original bar is located in the basement! This renovated New England-style colonial has beautifully landscaped grounds and butts up to the Mohawk River, providing privacy and views. Walking the property not only gives you a bit of exercise but allows you to take in the beautiful views and native foliage.

Boutique TINY home+private HOT TUB-walk to Main St

Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries & great dining. @artparkhomes

Mountainside Retreat Upstate New York

Retreat to this 3 bedroom 2.5 bath home that spreads out across 5 acres. The natural exposed warm wood beams with high vaulted ceilings finished with lustrous metals will give you all the feels. Take in all of natures beauty with the homes oversized windows that overlook the valley and mountains or step out back on the expansive deck and take in some of the most stunning sunsets/views in central New York.