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
A modern cottage is positioned amidst vibrant fall foliage. The exterior features a dark green facade with a black metal roof. A gravel pathway leads to a seating area with wooden chairs, surrounded by colorful leaves, creating a serene outdoor space.
Cabin in Middleburgh
4.94 out of 5 average rating, 104 reviews

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

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, 136 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, 175 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.

Guest favourite
The cottage is set against a backdrop of rolling hills, with a serene pond reflecting the landscape. Lush green lawn is bordered by trees showing autumn hues. A wrap-around porch offers an inviting space to enjoy the surrounding natural beauty.
Cabin in Middleburgh
4.88 out of 5 average rating, 343 reviews

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.

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, 1,000 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!

Guest favourite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 323 reviews

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.

Guest favourite
Guest house in Schenectady
4.8 out of 5 average rating, 25 reviews

Private Princetown retreat

Princetown retreat- Your secluded and centrally located escape in Schenectady. We boast ✅ newly renovated private space. ✅Central Air ✅Roku TV ✅Complimentary , Tea and water. ✅ private patio with fire pit ✅ microwave ✅ complimentary kurig coffee ✅ Pool access June-August ✅ outdoor Movie Theater June-August Minutes to Rivers Casino , Proctors Theatre and Union College. 11min to Albany Airport Approx 25min to Saratoga Race way This modern gem awaits your presence

Guest favourite
Cabin in Middleburgh
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 166 reviews

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.

Top guest favourite
A bright living area features large windows allowing natural light to fill the space. A dining table is set with a light tablecloth, surrounded by two chairs. The cozy seating area includes a sofa and two lamps, with an archway leading towards the kitchen.
Flat in Scotia
4.97 out of 5 average rating, 199 reviews

Bright and Sunny 2 Bedroom Apartment

This is a two bedroom apartment, located over the garage/breezeway and kitchen our primary home where my wife and I live. I recently remodeled the kitchen and bedrooms, and completely furnished it. Entry is separate via an outside set of stairs. Heat is gas hot air, cooling is via window AC Units. About 35 minutes to Saratoga Springs, the Track, Performing Arts Center. 10 Minutes to Union College. There is only a shower stall. No bathtub.

Guest favourite
Cabin in Berne
5 out of 5 average rating, 10 reviews

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.

Top guest favourite
A large brown chicken stands on a wooden railing, overlooking a sign reading 'Parking for Artist Retreat.' In the background, a brick wall complements a white door, while a small chair is positioned nearby on the deck.
Farm stay in Coeymans
4.92 out of 5 average rating, 141 reviews

Magic Forest’s Artist Retreat

Enjoy the newest listing from Magic Forest Farm. You will be sure to love our friendly animals and miles of hiking trails. Immerse yourself in nature and reconnect with the forest. You will experience a unique way of life and meet friendly volunteers who live on the farm. Beautiful mountain views and sunsets await you on our outdoor patio.

Popular amenities for Princetown holiday rentals