
Holiday rentals in Princetown
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Top-rated holiday rentals in Princetown
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Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
Log cabin w/ hot tub on 70 acres of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Historic Home, Downtown Schenectady
Located in the heart of the Historic Stockade District, this gorgeous home offers charm mixed with beautiful modern finishes. The moment you walk in the door, you'll feel the comfort and welcome offering a relaxing abode and make this your escape and enjoy a zen oasis. Enjoy reading the many books offered in the library loft area on the second floor, or take a rejuvenating bath in the jacuzzi tub, if you're looking to recharge, enjoy the outdoors in this private courtyard with the zen garden.

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.

A Bedroom in the woods with lovely views!
Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!

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!

Private loft apartment, peaceful and convenient
Entire private loft apartment above detached garage and spacious back yard with no neighbors in sight. Convenient, quiet, safe location that is just off I-87 Exit 13 -within 6 miles from SPAC, Track, Saratoga Lake, and downtown. The apartment is cozy, clean, and thoughtfully provisioned. As hosts, we prioritize your privacy and offer a hassle free experience with super easy check-in/check-out and no cleaning fee. Please be aware that the bathroom shower in this space is compact.

Creekside Couple's Escape w/ Hot Tub Sauna & More!
Nestled beside a charming creek, our newly renovated cabin offers a peaceful escape where nature and comfort come together. Relax with your partner in the hot tub, on the covered deck, unwind in the wood-fired sauna, or sit by the fire in the gazebo. Enjoy the calming sounds of the creek and the outdoor views from every window. Discover nearby trails, quaint towns, lakes and waterfalls. Pet-friendly and ideal for couples looking for a unique getaway any time of year.

Magic Forest Farm's Mountain View Suite
Our 225 acre farm is predominantly forested, with miles of hiking trails and incredible views. Nestled in the foothills of the Catskills near Albany, we are the last home on a dead end road and have multiple secluded rentals. We are a homestead devoted to the principles of organic farming and self reliance. We grow much of our own food and forge many types of wild mushrooms. You will be sure to enjoy friendly animals around the farm and a private fenced Koi pond.

Birdhouse: A Starry Escape in the Catskills
The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

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.

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.
Popular amenities for Princetown holiday rentals
Other great holiday rentals in Princetown

Log Cabin w/ Mountain Views + Large Deck

Beautiful Lake House with Stunning Sunsets

Lake House Retreat,fishing, hiking, bike and more

Spacious 1BR apartment with yard and parking

Schenectady Home, Perfect for your business needs.

Sweet Caroline ! Great location

Summer Mountain Retreat + Views, Fire Pit, Hot Tub

Charming Trackside Guesthouse w/ Pool
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Windham Mountain
- Glimmerglass State Park
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Plattekill Mountain
- June Farms
- Thacher State Park
- Hunter Mountain Resort
- Zoom Flume
- Bousquet Mountain Ski Area
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- National Museum of Racing and Hall of Fame
- University at Albany
- New York State Museum
- MVP Arena
- Massachusetts Museum of Contemporary Art
- Hancock Shaker Village





