Holiday rentals in Greenfield

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. :-)

Pondside Cabin Retreat | Pet-Friendly, Peaceful &

Welcome to Crook Brook Cabin at Brookledge, a cozy, dog-friendly retreat set on 60 peaceful, gated acres just 12 miles from Saratoga Springs and SPAC. Once part of a historic girls’ summer camp, this pond-view hideaway blends rustic charm with nostalgic comforts—perfect for couples, solo travelers, or nature-loving friends. Enjoy fireflies, canoe rides, classic VHS movies, and trails marked by orange squirrel signs. Whether you’re roasting marshmallows by the firepit or relaxing in the hammock

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!

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.

Sunset Cove

Forget your worries in this space! 4 season of beauty, relaxation & fun in luxurious accommodations. Lakefront access to pristine, quiet Galway Lake, 20 minutes to downtown Saratoga and at the foothills of the Adirondacks. Swimming/canoeing right from your own beachfront. Relax the day away on your dock, beachfront or deck overlooking the lake & end your day at the firepit with spectacular sunsets. Newly renovated, gourmet kitchen with a completely open floor plan.

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.

Charming Country Setting

Newly remodeled, 1200 sq ft, 1st floor apartment in a charming country setting. Furnished with all the amenities of home. 10 ft ceilings, hardwood floors, and large TV. Fully stocked kitchen, bath, laundry, cable, WiFi, Located 4.5 miles west of Exit 12 of I-87, 12 miles to Saratoga with RACINO OR 20min. from RIVERS CASINO.Great venues surround us.

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.