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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Superhost
Apartment in Mechanicville
4.77 out of 5 average rating, 170 reviews

Easy In, Easy Out - Eclectic studio for two!

📸 An Insta-worthy, bragging rights kind of AirBnB. 🤠Enjoy a stylish, comfortable experience at this centrally-located travelers suite. 15 minutes to Saratoga Race Course! Everything you’ll need for the night or a few days, even a week! ☕️ Coffee?! We have a pour over, a French press AND a Kuerig!! Tea too 🍵 🚨 MUST BRING YOUR OWN QUEEN SET OF SHEETS, towels and pillowcases. You’ll arrive to comforters & pillows; the pillows and mattress all have quality covers for you health and peace of mind.

Guest favorite
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
4.91 out of 5 average rating, 11 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 favorite
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
4.97 out of 5 average rating, 117 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, 256 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 favorite
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 121 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 favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 326 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 favorite
Apartment in Stillwater
4.91 out of 5 average rating, 11 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.

Guest favorite
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
4.96 out of 5 average rating, 297 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

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
4.89 out of 5 average rating, 122 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!

Top guest favorite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 772 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.

Top guest favorite
A covered deck is shown, featuring a black railing that frames a view of the tranquil waterfront. A wooden dock extends into the water, surrounded by greenery, while a quiet road is visible below. Morning light creates gentle shadows across the deck.
Home in Stillwater
4.98 out of 5 average rating, 45 reviews

Harmony on the Hudson Waterfront

Newly updated waterfront property! Relax and enjoy one of the best views of the upper Hudson from your covered patio or upper deck. Property accessible by car or boat. Dock available for fee. Upstairs unit has 2 bdrms with queen beds, one bath and an office with open concept living area. 20 min, SPAC and famous Saratoga Race Track.Self Check in & wifi.

Top guest favorite
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, 118 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 vacation rentals

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