Holiday rentals in Princetown

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Top-rated holiday rentals in Princetown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 472 reviews

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*

Top guest favourite
The kitchen features modern appliances, including a stainless-steel refrigerator and gas range. A central island with seating complements the space, accented by brick walls and decorative elements. Windows provide natural light, illuminating the geometric patterned floor and creating an inviting cooking environment.
Home in Schenectady
4.99 out of 5 average rating, 134 reviews

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.

Top guest favourite
A serene pond reflects the surrounding landscape, featuring an expansive green lawn and a red barn with white trim. Nearby, white houses are nestled among trees under a partly cloudy sky. The calm water showcases patches of green algae, enhancing the natural setting.
Farm stay in Delanson
4.96 out of 5 average rating, 135 reviews

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.

Top guest favourite
A private hot tub is situated on the covered deck, emitting steam in the evening light. Warm illumination enhances the wood paneling, creating a serene atmosphere. A view of the landscape is visible in the background, accentuating the relaxing setting.
Place to stay in Amsterdam
4.99 out of 5 average rating, 170 reviews

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.

Superhost
The image features a natural scene with a wooden table in the foreground, adorned with a planter filled with vibrant flowers. Beyond, rolling green fields and distant mountains are visible through a border of trees, showcasing a serene outdoor environment.
Tiny home in Cambridge
4.88 out of 5 average rating, 101 reviews

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!

Top guest favourite
The yurt is illuminated by warm orange light from the windows, creating a welcoming contrast against the night sky. Tall trees surround the structure, while pathway lights guide the way. The soft glow enhances the tranquil outdoor setting under a starry backdrop.
Yurt in Pattersonville
4.99 out of 5 average rating, 994 reviews

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!

Top guest favourite
The exterior view showcases a detached garage beside a welcoming home set against a backdrop of green trees. Vibrant flowering trees bloom in shades of pink, complemented by a clear blue sky, creating a serene and inviting atmosphere in the spacious yard.
Loft in Ballston Spa
4.98 out of 5 average rating, 120 reviews

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.

Superhost
Home in East Jewett
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
An inviting living space features a handcrafted wooden bed against a stone accent wall. A round wooden dining table is accompanied by two chairs. Comfortable seating is provided by a black leather sofa. Unique patterned stone flooring adds character to the room.
Farm stay in Coeymans Hollow
4.87 out of 5 average rating, 718 reviews

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.

Guest favourite
A rustic cabin is nestled within a lush landscape, surrounded by vibrant greenery and wildflowers. Adjacent to the cabin, a shaded cooking area is visible, with smoke gently rising from a fire pit, set against a backdrop of rolling hills and trees.
Tiny home in Roxbury
4.97 out of 5 average rating, 211 reviews

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.

Guest favourite
An aerial view showcases the large colonial building adjacent to the calm Mohawk River, surrounded by lush greenery. The landscaped grounds include a patio area, a small outbuilding, and a paved driveway leading to the home.
Flat in Schenectady
4.92 out of 5 average rating, 255 reviews

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.

Top guest favourite
The yurt is softly illuminated at night by string lights, creating a warm glow around the outdoor deck. Surrounded by trees and greenery, the structure offers a serene, secluded ambiance, highlighting a welcoming retreat among nature.
Cabin in Amsterdam
5 out of 5 average rating, 41 reviews

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