Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

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Top guest favourite
A charming multi-story house with a distinctive turret and red chimney is showcased against a colorful sunset sky. Snow covers the ground in front, accentuating the architectural details of the blue and white exterior, as well as the large front steps leading to the entrance.
Flat in Mechanicville
4.89 out of 5 average rating, 151 reviews

Gorgeous Victorian 20 minutes to Saratoga.

First floor spacious flat. Off street parking,laundry,2 ovens,new kitchen and bathroom, room for everyone in this 1500 sq ft apt. Nearby restaurants, drug stores, park, playground all walkable. SPAC/track/Albany Airport easy 20 min commute.Walk to Ugly Rooster for breakfast or End Zone for a beer/burger. Sit on the front porch or enjoy watching TV under the fan in the carport. Carport provides winter shield from the elements in the winter. Driveway/carport provides enough room for two cars.

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, 101 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, 230 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 favourite
A charming waterfront home is presented, featuring a curved window facade. The exterior is surrounded by lush greenery, including well-maintained shrubs and flowering plants. A spacious deck with lounge chairs is visible, offering a serene view of the landscape.
Bungalow in Saratoga Springs
4.91 out of 5 average rating, 169 reviews

Lake House - Saratoga Springs

Waterfront home on saratoga lake less then 10 minutes to track door .Amazing views with dock and hot tub is year round. Private back yard patio with large driveway in the back for parking and a grill and fire pit. Plenty of room to enjoy outside activities. Bathroom is beautiful and also a washer and dryer. There is a front deck with views of the lake. Kitchen has a gas range. Fully equiped kitchen. High ceilings. Bring your kayak, paddle board or jet ski. There is also rental nearby.

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, 282 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 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, 215 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
A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.
Home in Bennington
5 out of 5 average rating, 114 reviews

The Vermont Farmhouse|Hiking|Dog Trails|Village

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

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, 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 favourite
Serviced apartment in Waterford
4.91 out of 5 average rating, 337 reviews

HOT TUB & New Stylish Saratoga County Efficiency

About the space Brand New Everything. This newly created space offers city style interior decor with outside space to enjoy. This includes the New Trex deck with HOT TUB and outdoor relaxation. Situated on large lot- this space offers convenient access to local highways (5 min from I-87, 10 min from 787). Off street parking for 2 vehicles. RV, boat, trailer space available on site. Within 2 min -be at convenience store, pizza shop, ice cream, mini golf, town park and more..

Superhost
A classic farmhouse is set against a backdrop of lush greenery, featuring a well-maintained exterior and welcoming front porch. Surrounding the home is an expansive lawn, with trees providing natural shade and enhancing the serene outdoor environment.
Home in Saratoga Springs
4.84 out of 5 average rating, 194 reviews

Town & Country Getaway: Pool Gardens Views 6 Acres

As seen in Country Living Magazine July 2015. Idyllic setting for families and kids where they can run free under the maple trees on our expansive green lawns. Gorgeous well-appointed private farmhouse on 6 acres, only minutes from downtown Saratoga Springs. Vast views of historic horse estates and Adirondack Mountains. In ground pool surrounded by perennial gardens. Saratoga Spa Hot tub. Drive to Saratoga take Uber/taxi home. Close to Saratoga Flat Track. Privacy.

Top guest favourite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 755 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.
Flat in Mechanicville
4.91 out of 5 average rating, 293 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.

Popular amenities for Stillwater holiday rentals

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