Holiday rentals in Stillwater

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.

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.

Hudson River Retreat

Stillwater Serenity, Saratoga Excitement. Escape to our lovely 3 bedroom waterfront home with a dedicated office space, nestled along the picturesque Hudson River in historic Stillwater, NY. Only 20 mins from Saratoga Springs! Property Highlights •Breathtaking Hudson River views •Private waterfront access with beach and dock for your boats/jet ski’s (Public launch 4 miles away) •Spacious deck overlooking the river •Fully equipped kitchen •Complimentary kayaks and canoe for river exploration

Historic Saratoga Farmhouse

Located just 7 miles from downtown, this renovated 1850’s farmhouse is an enclave of serenity yet convenient to all that Saratoga has to offer. Entertain with ease in the beautifully remodeled kitchen with hand crafted mahogany cabinets and granite surfaces which flow into the dining room. A first floor master, large bedrooms and beautifully remodeled bathrooms accented by the original moldings and 10' ceilings maintain the integrity of this historic home and give it a warm, homey feeling.

*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.

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

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.

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.

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!

Adorable house near lake

Home has recently been updated. Nautical theme cozy house. Come relax on the front porch with views of the lake. In addition to the two bedrooms, there is a loft that has a bed and a desk. Charming and peaceful neighborhood near the lake. Although we don’t offer lake access- our home is 1/2 mile away from Brown public Beach, minutes from some great restaurants, and a few blocks away from the marina where you can rent kayak. Home has fenced yard and doggy door

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.

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.