Holiday rentals in Greenfield

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

Cozy Log Cabin in the Woods

Scenic, cozy log cabin set back in the woods. Fully furnished & decorated. Full kitchen, 1.5 bath, washer/dryer. 1 bedroom w/full & twin bed. 1 room w/queen bed. 2 twin XL cots available. See pictures for bed dimensions. Handicap accessible, Desk area, Wifi, NO landline, good verizon signal,Roku tv, Heat & AC. Pets allowed. Owner lives above garage. Dogs live on property. Hens and roosters, are housed near the cabin, they can make noise day and night. Large front porch. Bring your slippers. :-)

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.

Three Bears Lodge of Saratoga

A beautiful cabin set on over two private acres less than 2 miles to Broadway, and exactly 4.4 miles to the track. Sit by the firepit, or relax in the hot tub, after a busy day of taking in the sights, dining, and everything else Saratoga has to offer. Large, 14 x 26, open bedroom upstairs with two authentic log queen size beds, rustic log furniture, a walk in closet, and log railings on the stairs. There's a full sized kitchen, full bath, laundry room, and a full size pull out sofa/sleeper.

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

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.

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.

Off Grid Cottage view of stream sitting on boulder

The Cottage at Brookledge former girls summer camp -11 mi. from Sacandaga Lake -12 mi. from downtown Saratoga + SPAC -Pet friendly -60 acres gated property -Firepit -View of stream with wrap around deck -Heat -Vintage cooler, no fridge -Cooktop, grill, kettle, pots, pans, utensils, dishes -Private outhouse -Showers in bathhouse (open year-round) -Water canister in cabin -Jackery generator for electricity -Games, books, hammock -No Wifi in cottage -Wi-Fi available in Pavilion

Cottage in the Woods built with our own hands!

Our sweet little 520 square ft. cottage has one open loft bedroom and is perfect for one person or a couple. It is located about 1.5 miles from the track and within walking distance to downtown Saratoga Springs. It is next to Skidmore woods with hiking trails and easy access to the campus. It is a perfect place if you are looking for quiet and rest located at the end of a dead-end road and is also right next to our house so we are always available. A perfect little getaway.

Cozy charming one bedroom suite.

Have fun at this stylish setting. There is one bedroom, a large bathroom with tub, living room and kitchenette. Included is a futon which accommodates 2 smaller children or one adult. There is also a small private flagstone patio for nature lovers. It is located only 5 minutes from broadway, 8 minutes from SPAC and 10 minutes to Saratoga Racetrack. Lake George is a brief 30 minute drive. Unique to this location is a horse farm on the opposite side of the street.

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.

Legend Ln Saratoga Track Rental

Our home is located in a peaceful quiet family friendly development that's close to restaurants, entertainment, family activities just minutes from downtown Saratoga, nightlife, Saratoga Springs Racetrack and Saratoga Performing Arts Center. You’ll love our house because it is comfortable, and the location is close enough to be at the racetrack in 15 minutes. We have a back deck with outdoor set for dining, nice back yard with automatic sprinklers.