Vacation rentals in Princetown

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Top-rated vacation rentals in Princetown

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

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Top guest favorite
A tiny home features a private hot tub on the deck, illuminated by soft LED lights. The structure is surrounded by natural wood paneling, with doors leading into the cozy interior, where warm light spills out, creating an inviting ambiance.
Tiny home in Chatham
4.99 out of 5 average rating, 371 reviews

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

Sept. SPECIAL(Mon-Thurs): Includes Prosecco, s’mores kit, firepit supplies. Blush is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC. 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

Top guest favorite
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, 107 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 favorite
A cozy living area features two gray sofas adorned with patterned cushions, surrounded by warm light from a floor lamp. A wooden coffee table is placed in the center, holding a decorative tray and flowers. A small bar area with two stools is visible in the background.
Home in Schenectady
4.99 out of 5 average rating, 89 reviews

Schenectady Home, Perfect for your business needs.

Beautiful, safe and quite neighborhood. Newly remodeled home with everything you need. Office area with extremely fast internet and Wifi for your business/entertainment needs! Centrally located to all local businesses, colleges, hospitals and a downtown casino! Everything is 5-10 minute drive. Shopping plazas and supermarkets are around the corner. Beautiful Central park is minutes down the road and offers multiple walking/hiking paths. Wonderful restaurants/breweries and pubs minutes away.

Top guest favorite
A two-story red cabin with a metal roof is situated on a gently sloping green lawn, surrounded by trees. A porch is visible at the front, providing an inviting entryway. Lush green foliage lines the foreground, complementing the natural setting.
Cabin in Ballston Lake
5 out of 5 average rating, 40 reviews

Cabin in the woods

This 1200 sq ft cabin is on 20 acres of land in Ballston Lake, NY. Start your morning off with coffee on the porch listening to nature and seeing the horses in the pasture. We offer a grill (Propane is provided) and an outdoor fireplace to make s’mores (some firewood is provided) Your peaceful vacation is waiting for you and your family. If you have any special requests we will try to accommodate you. We have many memories here we please ask that you treat this home as if it was your own.

Top guest favorite
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, 181 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 — Features a beautiful mixture of original and modernize atmosphere, with 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.

Top guest favorite
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, 1,009 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, explore our nature trails, 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 favorite
A rustic cottage is surrounded by lush greenery, featuring a wraparound deck made of wooden planks. Stone pathways and natural boulders are present, leading to the entryway. Two outdoor chairs are situated on the deck for relaxation amidst the tranquil forest setting.
Cottage in Middle Grove
4.98 out of 5 average rating, 130 reviews

Off Grid Cottage view of stream sitting on boulder

The Cottage at Brookledge former girls summer camp -11 mi. from Sacandaga Lake -12 mi. from downtown Saratoga + SPAC -Pet friendly -60 acres gated property -Firepit -View of stream with wrap around deck -Heat -Vintage cooler, no fridge -Cooktop, grill, kettle, pots, pans, utensils, dishes -Private outhouse -Showers in bathhouse (open year-round) -Water canister in cabin -Jackery generator for electricity -Games, books, hammock -No Wifi in cottage -Wi-Fi available in Pavilion

Guest favorite
Cabin in Middleburgh
5 out of 5 average rating, 19 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 favorite
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, 176 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 favorite
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
4.98 out of 5 average rating, 52 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.

Guest favorite
Guesthouse in Schenectady
4.85 out of 5 average rating, 33 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 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

Top guest favorite
An open-concept living area is viewed from above, showcasing natural wood beams and high vaulted ceilings. The space is furnished with a green sofa and a wooden coffee table, complemented by large windows that provide panoramic views of the surrounding landscape.
Home in Schoharie
4.96 out of 5 average rating, 113 reviews

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.

Popular amenities for Princetown vacation rentals