
Holiday rentals in Greenfield
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Top-rated holiday rentals in Greenfield
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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!

Little Pines Upstate: Saratoga Springs Cabin
Located in the heart of Saratoga Springs in gorgeous upstate New York — our cozy cabin is a hidden gem to slow down, enjoy nature, and create lasting memories. Just minutes from historic Downtown, Saratoga Race Track, Saratoga Lake, Saratoga Spa State Park, SPAC, Saratoga National Golf Club, Skidmore College, Saratoga Ice Rink, West Mountain, Bog Meadow Brook Nature Trail — to name a few! Perfect for an upstate getaway, working remote, and family adventures. IG: @littlepinesupstate

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.

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.

An Adirondack Tree House Retreat
Our treehouse is one of the most sought after places for couples to reconnect with nature. Nestled in the foothills of the Adirondack Mtns. and just 9 miles from Saratoga Springs NY, boasting quiet solitude. The winding staircase leads to a sleeping area and covered porch. Also, outdoor kitchen, deck, fire pit and full bath just a few steps away. Please keep in mind that our treehouse is meant as a quiet retreat for 1-3 people.

Mountain Retreat near Saratoga
Clear your mind at our tranquil home located minutes south of the Adirondack park. Perfect for birthdays, girls weekends, anniversaries, special occasions, or a weekend away from the children, this inviting space offers both the peacefulness of a wooded retreat and nearby access to beautiful Historic Saratoga. Two bedrooms, two baths on a quiet, wooded lot, this cozy space offers lots of parking and an outdoor sanctuary.

5 acres Saratoga Private Home
Fully renovated, private home on 5 acre lot! Quick 7 min drive to downtown Saratoga Springs, 10 min drive to Saratoga Performing Arts Center (SPAC) and 12 min drive to the Saratoga Race Course. Large living room and kitchen, two spacious bedrooms, large wrap-around deck with outdoor living and dining options. Three-zone AC/Heat system. Wifi. Quiet setting with private natural pond surrounded by nature.
Popular amenities for Greenfield holiday rentals
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Bright and cheery Saratoga tiny home

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Destinations to explore
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- Lake George
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- June Farms
- West Mountain Ski Resort
- Thacher State Park
- Hildene, The Lincoln Family Home
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Gore Mountain
- Adirondack Extreme Adventure Course
- MVP Arena
- New York State Museum
- Emerald Lake State Park
- National Museum of Racing and Hall of Fame
- University at Albany
- Massachusetts Museum of Contemporary Art
- Trout Lake
- Mount Greylock





