Holiday rentals in Greenfield

The Black Bear Cabin

Escape to a stunning Adirondack style log cabin. Country living meets convenience. Nestled on 3+ acres of peaceful wooded property, this welcoming family retreat features 4 bedrooms, 2 baths, blending rustic charm with modern luxury. Enjoy vaulted ceilings, multiple common area living spaces including a full bar, and updated kitchen with granite countertops. Minutes from downtown Saratoga, local lakes, and ski hills. Experience the serenity of a woodland escape while staying close to everything.

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 Musical Oasis|Heated Pool|King Bed|Views

Nestled in Greenfield Center near Saratoga Springs, this 3-bedroom, 3.5-bathroom luxury home offers a heated pool, smart home features, music speakers and a finished basement. Enjoy privacy, stunning mountain/sunset views, and a master suite with a king bed and spa-like bath. The property includes a fully stocked kitchen, personal workspace, and a barn for events on a case by case basis. Minutes to downtown, the race track, and SPAC, you'll find privacy and convenience in one gorgeous location!

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!

1 Bed apt close to SPAC, Track and downtown 15 min

Welcome to Tall Timbers! A freshly renovated, second floor, one bedroom apartment in a tranquil setting just minutes from Saratoga Springs. One bedroom, one bath with full kitchen, equipped with all cooking essentials. Come relax in our one acre yard surrounded by woods and abundant wildlife. SPAC, Downtown Saratoga, and 15 mins away. Perfect for temporary work assignments. Albany Hospitals 25 mins. Global Foundaries 20mins. Message for extended stay quote. Private entrance, quiet area.

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

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.

Hot Tub! Riverfront NEW ADK Cozy Cabin B!

Located on the Great Sacandaga River, this brand-new cabin features a hot tub, queen bedroom, bunk room and beautiful river views from the covered porch and patio area with gazebo. Enjoy the riverfront property with picnic area, fire pits and corn hole boards. Nestled in the woods, this vacation destination features plenty of space to relax, play and make memories in the heart of the Adirondacks.

The Winslow

We invite you to the Winslow, meaning a friend's hill, nestled in the woods of a historic farm area. A tiny space, with lots of warmth and cozy vibes, this is a great landing spot for exploring upstate NY. Just 15 mins from all things Saratoga, 30 mins from Lake George, and a perfect day trip to Lake Placid.

Quiet Country Cottage Close to Downtown Saratoga

Welcome to our charming country retreat located just 5 miles away from downtown Saratoga Springs. A perfect rental for track or traveling professionals, this cozy & quiet 3-bedroom cottage is nestled in a serene countryside setting offering the perfect balance of relaxation & proximity to downtown.