Vacation rentals in Stillwater

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Top-rated vacation rentals in Stillwater

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

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Top guest favorite
Guest suite in Saratoga Springs
4.96 out of 5 average rating, 106 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 favorite
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.
Apartment in Saratoga Springs
4.98 out of 5 average rating, 243 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.

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!

Guest favorite
Apartment in Stillwater
4.8 out of 5 average rating, 5 reviews

*New Prelaunch Pricing | River Views Porch Firepit

Welcome to our eclectic river-view retreat! This freshly styled 3-bedroom, 1-bath apartment is the perfect Upstate escape. Whether you’re here for a weekend getaway or a local event, enjoy your own private entrance, a breezy screened-in porch overlooking the backyard, and relaxing views of the Hudson River. With creative touches throughout, this vibrant space offers charm, comfort, and a peaceful vibe—ideal for couples, families, or small groups looking to unwind and explore the area.

Top guest favorite
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, 287 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 favorite
A charming cabin is positioned at the end of a gravel driveway, surrounded by tall trees displaying autumn foliage. The cabin features a warm orange exterior, with large garage doors and black window shutters that complement the natural setting.
Cabin in Stillwater
5 out of 5 average rating, 15 reviews

Hidden Hill Cabin *Brand new*

Escape to tranquillity in this cozy cabin nestled on 5+ acres in the woods. Immaculately clean, this peaceful retreat offers the perfect blend of nature and convenience. Approximately 5 mins to Lake Saratoga, 10 mins to the iconic racetrack, and 15 minutes to downtown Saratoga Springs. Enjoy s’mores on the fire pit or sip a beverage while playing some bocce ball. Great for a relaxing getaway or to enjoy the many nearby attractions. We would be honored to host your getaway. Thank you.

Top guest favorite
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.
Apartment in Saratoga Springs
4.91 out of 5 average rating, 327 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 favorite
Home in Saratoga Springs
5 out of 5 average rating, 14 reviews

2A Great Stay! Saratoga.

Enjoy four seasons of fun at this centrally located Saratoga home! Minutes from the horse track, Saratoga Lake, Saratoga National Historical Park, downtown Saratoga, SPAC, Round Lake, golf, and dining. Ski resorts are 30–60 minutes away, and snowmobile trails are right out the door. Just 30 minutes from Lake George and the gateway to Southern Adirondack hiking and adventure. Perfect for work or play—near Albany, GlobalFoundries, and more! Your getaway starts here!

Guest favorite
A lakefront view showcases a multi-story townhome surrounded by lush greenery. A private dock with seating is visible along the shoreline, leading toward the calm waters of Saratoga Lake. Steps descend from the property to the water, enhancing easy access.
Townhouse in Saratoga Springs
4.88 out of 5 average rating, 120 reviews

Saratoga Lake Front #1, minutes to The Track!

Cancellation special for this weekend! 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! The driveway can accommodate 3 cars. Snowshoes in the closet for your use!

Top guest favorite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 766 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Superhost
Apartment in Mechanicville
4.91 out of 5 average rating, 298 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 favorite
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, 177 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!

Popular amenities for Stillwater vacation rentals

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