Holiday rentals in Greenfield

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!

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.

Kelli's Wellness Retreat

Forget your worries in this spacious and serene home. Kelli's retreat is the perfect place for rejuvenation while enjoying a trip to Saratoga Springs. Walking distance to the Spa State Park you can experience Golf, The mineral Spas and springs and of course SPAC which is a quick 5 min bike ride or 2 min car ride away. 10 min from the Saratoga Race Course, or the Saratoga Casino and 5 min from downtown Saratoga Springs. Enjoy the Saltwater Inground Pool or Wellness room w/optional bio mat.

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.

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

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.

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.

The Mid-Century Ranch Retreat

Kick back and relax in this updated, light-filled mid-century ranch—a serene retreat just a 5 minute drive to downtown and ~1 mile to SPAC. The home’s modern-boho design blends comfort and style, creating a bright, airy atmosphere that instantly feels relaxing and inviting. Whether you’re here for a weekend getaway or a cozy extended stay, this mid-century gem offers the perfect blend of style, comfort, and Saratoga charm!

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.