
Holiday rentals in Greenfield
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Greenfield
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Private house, walking distance to downtown
This centrally-located house has the best of both worlds— you can stay busy with a walk to the shops and restaurants on Broadway (12 min walk), stroll over to the art district on Beekman (8 min walk), take a short drive or bike ride to the State Park/SPAC (6 min) or enjoy the vibrancy of the Saratoga Race Track (7 min drive). When you need a quiet place to relax, you can return home to sit on the patio while your children play in the yard or cozy up on the couch to watch a movie on the 65” TV.

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!

1BR private city apt walkable to downtown & SPAC
Cozy stay on the best side (West Side!) of Saratoga 1 bedroom (queen) with extra blow-up bed (queen) and beanbag bed (queen) if needed. Open space with large tv, kitchen, washer/dryer and full bath. Located seconds to Beekman Street (arts district) and a short walk to downtown Saratoga Springs/Broadway. Easy, walkable access to SPAC, just minutes from the Saratoga Rail Trail. Catch the trolley from downtown to the track or exercise your legs and make the 50 minute walk to the grandstands

Grey House
Nestled in the beautiful hills of Grafton New York Greyhouse welcomes you. Grey house is a one story home that has been completely renovated with your comfort in mind. Adjacent to Greywacke Meadows. The 3 bedrooms are attractive and comfortable and sleep up-to six guests. Master bedroom has a private bathroom and a main bathroom is centrally located. Not wheelchair accessible at this time as there are stairs into the house. Multi level porches and a large patio with seating areas.

Romantic Getaway at Firefly Mountain
💫 A place made for two… Escape to your own private romantic hideaway in the Adirondacks, tucked among whispering pines and star-filled skies. This cozy cabin was designed for couples who want to slow down, reconnect, and enjoy simple magic together — firelight, quiet mornings, long talks, and late-night stargazing. Pour a glass of wine, curl up together next to the fireplace , and let the world disappear for a while. This is not just any 5 ⭐️stay step outside we have Millions !!

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

The Perfect Saratoga Cottage w/ Outdoor patio & TV
Live like a Local! Walk to everything from Broadway to Beekman Street Art District (less than a mile). Rent a bike or take a jog down the bike path to SPAC for live music, picnics and nature trails (about 1.5 miles). Summer Fun at the racetrack awaits less than 2 miles from the Historic Saratoga Race track! Enjoy a walk, bike or just take a UBER to the best place to be in the summer! All this is too much? Feel free to relax in the backyard completed with TV and firepit!

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.

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.
Popular amenities for Greenfield holiday rentals
Other great holiday rentals in Greenfield

Saratoga Springs house, 8 mins to TRACK,SPAC,Dntwn

The Starting Gate -minutes from SPAC and the Track

Rock City Retreat!

The Barn

Serenity Suite Lovers retreat Private Hot tub

Quiet Seasonal Rental Room, bathroom & more.

Three Bears Lodge of Saratoga

Beautiful guest retreat just outside Saratoga
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Lake George
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- June Farms
- Thacher State Park
- Hildene, The Lincoln Family Home
- Gore Mountain
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- MVP Arena
- New York State Museum
- National Museum of Racing and Hall of Fame
- Emerald Lake State Park
- University at Albany
- Massachusetts Museum of Contemporary Art
- Trout Lake
- Mount Greylock





