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 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 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, 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 favourite
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 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, 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 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, 1,009 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!

Superhost
Flat in Schenectady
5 out of 5 average rating, 4 reviews

Beautiful 4 beds with indoor fireplace

The whole group will enjoy this beautiful home. This place boost 4 queen bed and 3 bedrooms ideal for large groups. Every room equipped with TV and 3 rooms with air conditioning unit and ceiling fan in 3 room. Pots, pans, spoons knives and cooking utensils and a fully stocked coffee bar. Gas stove and oven. Beautiful 6 seat dinning space and a large sectional for relaxing with a 65 inch TV for extra comfort and relaxation. Smart lock entry and located on a quiet dead end street

Guest favourite
Cabin in Middleburgh
5 out of 5 average rating, 18 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
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 favourite
Guest house 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 favourite
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.

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

Elegant Brownstone In Stockade Historic District

Elegant Historic Brownstone • Stockade District Charm Welcome to your Schenectady getaway at 234 Union Street, a beautifully maintained historic brownstone in the vibrant Stockade District. Your cozy, comfortable bedrooms await you privately on the spacious third floor, complete with your own full bathroom, ensuring a peaceful retreat after exploring the city. Situated in the historic Stockade District

Top guest favourite
A tiny house with blue siding stands amidst greenery, showcasing a welcoming wooden deck. Two green chairs and a small table are placed on the deck, inviting relaxation. Large windows allow natural light to fill the room inside, framed by trees in the background.
Tiny home in Schenectady
4.96 out of 5 average rating, 245 reviews

Wildberry Cottage Tiny House

Enjoy tiny living in the Wildberry Cottage Tiny House! Located on 25 acres, with open fields, old growth woods, miles of trails, a small stream, and a stocked pond for fishing and swimming. Ideal spot to relax and enjoy the beatiful property, or as a basecamp for exploring the Adirondacks, Saratoga Springs, Schenectady, or Albany.

Popular amenities for Princetown holiday rentals