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
A spacious bedroom features a large bed adorned with a patterned blanket and decorative pillows. A vintage dresser and a side table are positioned near the bed, while a floral sofa adds a cozy touch. A colorful artwork hangs above, and a rug enhances the warm atmosphere.
Guest suite in Saratoga Springs
4.96 out of 5 average rating, 110 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, 244 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 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!

Guest favourite
Flat in Stillwater
4.83 out of 5 average rating, 6 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 favourite
A bright living area features a plush teal sofa with a chaise, complemented by a decorative floral pillow. A bar stool is positioned near a small kitchen, showcasing stainless-steel appliances and a minimalist design, with natural light streaming through the skylight and windows.
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
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 favourite
A bright living area features vaulted ceilings with large skylights. A comfortable gray sofa and a cozy red chair provide seating, while a wooden coffee table rests on a decorative rug. The space is filled with natural light and offers a view through arched windows.
Apartment in Saratoga Springs
4.95 out of 5 average rating, 221 reviews

Owl's Nest - Unique Condo in Vintage Location

This unique second floor condo is flooded with natural light. Steps from Congress Park and downtown Broadway, and a short walk to the Saratoga Race Course. Skylights, hardwood floors, keyless entry, custom lighting, complete kitchen with stainless steel appliances, air conditioning, washer/dryer all housed in an original Skidmore College building creating a quiet space in a residential neighborhood. On-site parking is included. Intimacy surrounded by all the excitement of Saratoga.

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.

Top guest favourite
A charming cottage is framed by lush greenery, with a combination of light and dark siding. A welcoming front porch features a small table and sits at the entrance, surrounded by a grassy area leading into the woods.
Cottage in Saratoga Springs
5 out of 5 average rating, 71 reviews

Cottage in the Woods built with our own hands!

Our sweet little 520 square ft. cottage has one open loft bedroom and is perfect for one person or a couple. It is located about 1.5 miles from the track and within walking distance to downtown Saratoga Springs. It is next to Skidmore woods with hiking trails and easy access to the campus. It is a perfect place if you are looking for quiet and rest located at the end of a dead-end road and is also right next to our house so we are always available. A perfect little getaway.

Guest favourite
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, 121 reviews

Saratoga Lake Front #1, 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! The driveway can accommodate 3 cars. Snowshoes in the closet for your use! 12' indoor shuffleboard table for hours of fun!

Guest favourite
Home in Saratoga Springs
5 out of 5 average rating, 15 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!

Top guest favourite
A spacious canvas tent is shown, featuring a queen-sized mattress with natural linens. Two rustic wooden chairs are positioned outside on the wooden deck, with a small table nearby. Natural light enters through the tent's entrance, illuminating the cozy interior.
Farm stay in Johnsonville
4.98 out of 5 average rating, 348 reviews

Overlook at Graceful Acres Farmstay

Enjoy the grace of a historic family farm in the heart of eastern NY. Let the cool, fresh air and sounds of the outdoors start your day. Fill your time with a hike across our 440 acre farm then spend time with the animals and learn more about regenerative farming during a scheduled farm tour. Graceful Acres Farmstay is situated an hour south of the Adirondack State Park and within 35 minutes of Saratoga Springs, Albany, Troy, NY and Bennington, VT.

Popular amenities for Stillwater holiday rentals

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