Vacation rentals in Stillwater

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Top-rated vacation 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
4.91 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 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
4.97 out of 5 average rating, 125 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
Home in Mechanicville
5 out of 5 average rating, 36 reviews

Hilltop Hideaway- 5 Minutes to Lake, Pet Friendly

The perfect home base to enjoy all the Saratoga area has to offer. Mix up some cocktails and play a round of pool or skee-ball in the basement bar and game area, roast marshmallows around the fire pit, or cook a meal with family in the fully equipped kitchen. Located in the peaceful countryside of Stillwater, NY, this spacious property offers all the amenities and comforts of home. Just 5 minutes to Saratoga Lake, and 20 minutes to downtown Saratoga Springs and the race track. Bring your pup!

Top guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 327 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
Apartment in Stillwater
4.93 out of 5 average rating, 14 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 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
4.96 out of 5 average rating, 302 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 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
4.89 out of 5 average rating, 124 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 favourite
Home in Saratoga Springs
5 out of 5 average rating, 26 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
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, 777 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
4.9 out of 5 average rating, 308 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.

Top guest favourite
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, 49 reviews

Harmony on the Hudson Waterfront

Newly updated upstairs waterfront property! Relax and enjoy one of the best views of the upper Hudson from your covered patio or upper deck. Lower level is for private storage only. 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.

Guest favourite
A modern duplex with a clean white exterior features two garages and symmetrical windows. The structure is surrounded by a lush green lawn and trees, providing a peaceful setting. Access to the home is via a paved driveway leading to the entryway.
Home in Saratoga Springs
4.97 out of 5 average rating, 68 reviews

Thoroughbred & Saratoga Lake views

Great for families with children! Swimming access on Saratoga Lake. 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 casino, Saratoga Performance Arts Center (SPAC), Brown's beach on Saratoga Lake; Only a 5 minute drive!

Popular amenities for Stillwater vacation rentals