Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

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

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Top guest favourite
Guest suite in Saratoga Springs
4.96 out of 5 average rating, 111 reviews

Charming Saratoga Getaway

Charming Saratoga Getaway: Perfectly Located Escape to a cozy retreat in Saratoga Springs, where charm meets modern comfort! Just 6 minutes from the track by car & 2 minutes from top restaurants, you’ll enjoy the perfect balance of convenience & relaxation. Thoughtful touches, modern amenities, & attentive hosts ensure an exceptional stay. Whether you’re here for the races or to unwind, this serene spot promises lasting memories. No detail is overlooked in this charming, upscale place to stay.

Top guest favourite
A historic Victorian mansion stands gracefully, showcasing intricate architectural details and multiple gabled roofs. A flowering tree adds a natural touch in the foreground, while soft lighting emanates from the windows, creating a welcoming ambiance in the evening.
Flat in Saratoga Springs
4.98 out of 5 average rating, 245 reviews

Saratoga Gem

This lovely apartment is on the second floor of an 1873 Victorian mansion on the North side of town. Very conveniently located about halfway between downtown and Skidmore College. This clean, quiet, owner-occupied house has 2 other apartments. The classic Saratoga front porch, sunny patio in back, and small yard are shared with the host. Kitchen has a small cafe table, dishes/utensils, dishwasher. Bathroom has a deep tub/shower, you’ll have to lift your knee to step in. Memory Foam mattress.

Top guest favourite
A charming treehouse surrounded by lush greenery stands among the trees. The wooden structure features a welcoming porch with seating, and steps lead up to the entrance. Sunlight filters through the leaves, creating a serene atmosphere in this woodland retreat.
Treehouse in Argyle
4.99 out of 5 average rating, 113 reviews

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Top guest favourite
A spacious living area features high vaulted ceilings with exposed wooden beams and large skylights. Natural light illuminates the modern decor, including a comfortable couch, sleek bar stools, and a central coffee table. A fireplace is positioned beside expansive windows that offer views of the surrounding forest.
Cabin in Shaftsbury
4.99 out of 5 average rating, 319 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Superhost
Double French doors open to a scenic view of rolling hills and distant mountains. A wooden deck showcases a comfortable seating area with potted flowers. The interior features natural wood flooring and a simple bed, inviting the outdoors inside.
Tiny home in Cambridge
4.88 out of 5 average rating, 100 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 exterior of the carriage house is framed by lush green trees, showcasing a vibrant facade featuring green siding and wooden accents. A covered porch offers a welcoming entry, while a wooden seating area is visible to the side, inviting outdoor relaxation.
Cottage in Saratoga Springs
4.97 out of 5 average rating, 292 reviews

The Garden Cottage

This is a bright and airy carriage house located on the second floor in a quiet walkable neighborhood. Living room has a drop down movie screen, brand-new sofa with chaise and pull out queen sized bed. Galley kitchen is new with a Smeg stove and oven, dishwasher. Bedroom has a queen size adjustable bed, 52 inch TV with wifi and cable. The bathroom has a soaking tub and a walk in shower a vanity with double sinks. There is a laundry room with a washer and dryer, Owner is a Realtor

Top guest favourite
The spacious living area features large windows that allow natural light to fill the room. Two comfortable couches are positioned around a glass coffee table. A dining table seating six is visible in the background, adjacent to a well-equipped kitchen.
Flat in Saratoga Springs
4.91 out of 5 average rating, 329 reviews

Farm Getaway w/ Pets • Mins to SPAC & Track

Come visit a most peaceful and serene setting as you relax in our fully furnished farm apartment! We have everything you need for a very comfortable stay in Saratoga Springs, NY! Just 12 mins from Saratoga Race track, SPAC, the casino and downtown shopping. You're close enough to dive into the fun yet far enough to unwind. Perfect for a fall getaway. Comfortably sleeps 4 adults with one bedroom and one pull out couch. Full kitchen and beautiful walk out deck to watch the sun rise.

Guest favourite
An aerial view showcases a charming dark gray townhome surrounded by lush greenery, with the shimmering waters of Saratoga Lake visible in the background. The property features a well-maintained lawn, driveway, and proximity to the lakeshore.
Townhouse in Saratoga Springs
4.83 out of 5 average rating, 114 reviews

Saratoga Lake Front #2; minutes to The Track!

Delightful 3,000 sqft lakefront town home only 15 minutes to the historic Saratoga Springs Track and cultural center, on the east shore of the lake, 3 miles to Brown's Beach. Beautiful and spacious rooms with custom finishes. Cozy fireplace to conquer the cold weather! An amazing place to enjoy the gorgeous sunsets from the private wrap around porch! NEW: 12' Shuffleboard table in the lower level for hours of fun! Also, snowshoes for your use!

Superhost
Flat in Mechanicville
4.91 out of 5 average rating, 299 reviews

Boho hipster penthouse - Artsy City vibes upstate!

You are going to love this place!!! It extremely unique and charming!!! 100 Year old school building converted into luxury apartments! The unit you’re viewing is on the MEZZANINE LEVEL, it’s exclusive to you! The unit overlooks the old gymnasium which Has been converted - It’s One of a kind!! A covered roof top terrace, a outdoor patio with fire pit & bbq. Theres a fitness area (Actual registered FALLOUT shelter of the 60’s) to name a few.

Guest favourite
Silhouettes of horses can be seen walking across a grassy area, framed by a wooden fence. A soft morning fog hangs in the air, with the sun rising in the background, casting a gentle light over the scene.
Home in Saratoga Springs
4.8 out of 5 average rating, 178 reviews

NEW 3 bedroom - Thoroughbred Farm & Lake Views!

Great for families with children! Swimming access on Saratoga Lake, and hammock, kayak's, and canoe. Charcoal grill, large entertainment center with CD's, DVD's and Blue-Rays, flat screen TV, dishwasher, washer/dryer. Just minutes away from hiking and biking trails at Luther Forest, Saratoga Track, Saratoga Racino, SPAC, Brown's beach on Saratoga Lake; Only a 5 minute drive!

Top guest favourite
Home in Bennington
4.99 out of 5 average rating, 346 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Top guest favourite
A wrought-iron archway frames the view of a tranquil lake, leading toward a wooden dock that extends into the water. Flower pots adorned with vibrant blooms sit atop a stone wall, enhancing the serene lakeside atmosphere.
Home in Saratoga Springs
4.97 out of 5 average rating, 117 reviews

Waterfront Saratoga Lake home!- Pool, dock, kayak

My home is close to Saratoga Racetrack, Casino, SPAC, Museums, Dining and Shopping. You’ll love my place because, "We Have It All," Direct Lakefront, 10 x 20 In-ground Pool, Private 100ft Dock, Kayak 's . Pool open Memorial Day to Labor Day.

Popular amenities for Stillwater holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Saratoga County
  5. Stillwater