Holiday rentals in Stillwater

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Top-rated holiday rentals in Stillwater

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a cozy leather sectional sofa adorned with decorative pillows. A round coffee table sits in front, and a dining table for four is visible nearby. Natural light filters through the window blinds, complemented by warm overhead lighting.
Cottage in Saratoga Springs
4.97 out of 5 average rating, 152 reviews

The King's Cottage- HOT TUB and Pet Friendly!

BOOK THREE NIGHTS GET A FOURTH NIGHT FREE!Please message us (Excl. May-Sept and all holidays) Right next to SPAC this newly renovated home has everything you are looking for on a trip to Saratoga. Within a few steps you will be on the trails, and within a 5 minute drive you will be in the heart of Downtown Saratoga! We are the ONLY rental in Saratoga with Instant Booking, Pet Friendly, Fully Fenced in Yard, a Hot Tub open all year and a Mini Golf Pool Table! Not to mention our PRIME LOCATION

Top guest favourite
A historic mansion, built in 1873, features ornate architectural details and a distinctive roofline. The exterior is complemented by well-maintained greenery and blooming flowers. A path leads to the entrance, framed by lush shrubs and trees, creating a welcoming first impression.
Flat in Saratoga Springs
4.96 out of 5 average rating, 190 reviews

Great Saratoga Location

This furnished apartment is on the second floor of a beautiful 1873 mansion on the North side of town. Easy walk to both Skidmore College and downtown Saratoga. About two and a half blocks from City Center (Convention Center). Clean, quiet, owner-occupied house. Full size washer and dryer in the apartment. Window unit air conditioners in living room and both bedrooms. New 43” TVs in the living room and main bedroom. WiFi. New sheets and towels. Basic supplies provided. Off-Street parking.

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
4.96 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.

Guest favourite
Home in Mechanicville
5 out of 5 average rating, 31 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!

Guest favourite
A spacious dining area features a large wooden table surrounded by six chairs. Natural light fills the room through two sets of double doors, with additional seating visible in the corner. Neutral curtains frame the windows, offering a soft backdrop to the warm wooden floors.
Home in Saratoga Springs
4.9 out of 5 average rating, 50 reviews

Charming Bungalow near Saratoga Lake

Welcome to our charming 3-bedroom, 2-bathroom house, nestled just moments away from Saratoga Lake! Ideal for families, friends, or couples seeking a tranquil retreat with easy access to Saratoga Springs & Stillwater. Convenient commute to Global Foundries. 4 min walk to new town park w/ lake views, 2 min to Brown's Beach, 3 min to Global Foundries, 10 min to SPAC, 15 min drive to the Race Track/Downtown Saratoga/Skidmore College, <10 mins to Stillwater, <30 mins to Albany airport & UAlbany.

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!

Superhost
The image features a natural scene with a wooden table in the foreground, adorned with a planter filled with vibrant flowers. Beyond, rolling green fields and distant mountains are visible through a border of trees, showcasing a serene outdoor environment.
Tiny home in Cambridge
4.88 out of 5 average rating, 101 reviews

A Bedroom in the woods with lovely views!

Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!

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
The spacious living area features large windows that allow natural light to fill the room. Two comfortable couches are positioned around a glass coffee table. A dining table seating six is visible in the background, adjacent to a well-equipped kitchen.
Flat in Saratoga Springs
4.91 out of 5 average rating, 329 reviews

Farm Getaway w/ Pets • Mins to SPAC & Track

Come visit a most peaceful and serene setting as you relax in our fully furnished farm apartment! We have everything you need for a very comfortable stay in Saratoga Springs, NY! Just 12 mins from Saratoga Race track, SPAC, the casino and downtown shopping. You're close enough to dive into the fun yet far enough to unwind. Perfect for a fall getaway. Comfortably sleeps 4 adults with one bedroom and one pull out couch. Full kitchen and beautiful walk out deck to watch the sun rise.

Top guest favourite
The exterior view showcases a detached garage beside a welcoming home set against a backdrop of green trees. Vibrant flowering trees bloom in shades of pink, complemented by a clear blue sky, creating a serene and inviting atmosphere in the spacious yard.
Loft in Ballston Spa
4.98 out of 5 average rating, 120 reviews

Private loft apartment, peaceful and convenient

Entire private loft apartment above detached garage and spacious back yard with no neighbors in sight. Convenient, quiet, safe location that is just off I-87 Exit 13 -within 6 miles from SPAC, Track, Saratoga Lake, and downtown. The apartment is cozy, clean, and thoughtfully provisioned. As hosts, we prioritize your privacy and offer a hassle free experience with super easy check-in/check-out and no cleaning fee. Please be aware that the bathroom shower in this space is compact.

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!

Popular amenities for Stillwater holiday rentals

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