Vacation rentals in Stillwater

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Top-rated vacation rentals in Stillwater

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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
4.96 out of 5 average rating, 104 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, 241 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.

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
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, 286 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.

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!

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! NEW: 12' indoor shuffleboard table for hours of fun!

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!

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, 763 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
A warm living area features an orange leather sofa paired with a dark ottoman. A modern light fixture hangs from the ceiling, while an open kitchen with stainless steel appliances is visible in the background. Wooden flooring contributes to the cozy atmosphere.
Apartment in Mechanicville
4.91 out of 5 average rating, 295 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, 175 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 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, 43 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 two-story wooden house is displayed, featuring large windows on the upper floor and a spacious deck with seating. A stone base enhances the structure's design, while greenery surrounds the property, contributing to a natural setting. The sky is visible above, enhancing the outdoor atmosphere.
Guest suite in Saratoga Springs
4.93 out of 5 average rating, 363 reviews

Saratoga Lakefront Luxury Apartment

This home is within 2 miles of SPAC, track and a short drive 8 minutes to downtown. The space features luxury upgrades including gas fireplace, radiant heat, and everything you need for your stay. Pets are allowed for $20 per pet/per night and would be paid directly to host on day of arrival.

Popular amenities for Stillwater vacation rentals

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