Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

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Guest favourite
The exterior of a spacious log home is showcased, featuring a prominent central entry with three large windows above the door. Flanking shrubs with bright yellow blossoms add a vibrant touch. A green lawn surrounds the structure, under a clear blue sky.
Home in Stillwater
4.9 out of 5 average rating, 10 reviews

Saratoga Luxury Log home - track week special!

Gorgeous log home set on 82 acres just 3 miles from Saratoga Lake, 10 miles from downtown Saratoga Springs. Expansive views, private walking trails, and outdoor firepit. Escape, relax in this quiet, private piece of paradise. Stunning views of Equinox Mountain in VT, breathtaking sunrises and sunsets. Guest bedrooms are very large, with lofted high beam ceilings. Great room picture windows and professional kitchen, granite counters Massage Therapy available onsite, complete your dream getaway!

Top guest favourite
Guest suite in Saratoga Springs
4.96 out of 5 average rating, 112 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, 248 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
Home in Stillwater
4.8 out of 5 average rating, 5 reviews

Luxury A Frame in Woodland Oasis

Mint Luxury property with designer furnishings 15 min to Race Track, Casino, SPAC, downtown Saratoga, and 5 min to Browns beach. There are three levels total. The ground level has a foyer, laundry room, and a recreation room with a TV and a pool table. On the main level is the living room, kitchen, full bathroom with jetted tub, and two bedrooms, one with a queen size bed, and the other with two twin beds. The loft area has a master bedroom with a king size bed, ensuite bathroom and lounge.

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, 320 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

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
4.86 out of 5 average rating, 7 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 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 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!

Superhost
A light and airy living space is visible, featuring a comfortable sofa paired with a wooden coffee table. An open layout leads to a dining area with a wooden table and chairs. Modern kitchen appliances are seen in the background, enhancing the updated ambiance.
Home in Saratoga Springs
4.91 out of 5 average rating, 45 reviews

Adorable house near lake

Home has recently been updated. Nautical theme cozy house. Come relax on the front porch with views of the lake. In addition to the two bedrooms, there is a loft that has a bed and a desk. Charming and peaceful neighborhood near the lake. Although we don’t offer lake access- our home is 1/2 mile away from Brown public Beach, minutes from some great restaurants, and a few blocks away from the marina where you can rent kayak. Home has fenced yard and doggy door

Guest favourite
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!

Popular amenities for Stillwater holiday rentals

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