Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

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Top guest favourite
A historic Victorian mansion stands gracefully, showcasing intricate architectural details and multiple gabled roofs. A flowering tree adds a natural touch in the foreground, while soft lighting emanates from the windows, creating a welcoming ambiance in the evening.
Flat in Saratoga Springs
4.98 out of 5 average rating, 253 reviews

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.

Top guest favourite
The two-story house features a white exterior with contrasting green landscaping. A red front door leads to the entrance, complemented by a pathway adorned with flowering plants. A driveway runs alongside the house, providing access to the garage situated in the background.
Home in Saratoga Springs
4.94 out of 5 average rating, 121 reviews

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.

Top guest favourite
Townhouse in Ballston Spa
4.93 out of 5 average rating, 333 reviews

Large Saratoga Home by Downtown & Track w/ Hot Tub

This townhouse is the nicest one around. It is incredibly close to everything you want to do; Minutes to SPAC, Downtown Saratoga, Ballston Spa, the Casino, LG, and the Horse Race Track. This home has a new kitchen, central air, and is fully furnished. There are two master bedrooms with their own bathroom and there is an additional bathroom downstairs. Hot tub with fire table and comfortable patio furniture! Perfect stay for couples, friend groups, or large groups. We can accommodate just ask!

Top guest favourite
The cabin's exterior is characterized by warm wood siding and a gabled roof. A covered porch features two rustic chairs, inviting relaxation. Large windows flank the entrance, providing natural light. The surrounding landscape includes trees and a well-maintained lawn, enhancing the outdoor setting.
Cabin in Saratoga Springs
4.92 out of 5 average rating, 49 reviews

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.

Top guest favourite
Flat in Saratoga Springs
5 out of 5 average rating, 16 reviews

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

Guest favourite
A well-appointed bedroom features a spacious bed with soft linens, accented by a decorative headboard. A cozy armchair and a small desk offer comfortable seating options. Natural light enters through a large window draped with light pink curtains, enhancing the relaxed atmosphere.
Home in Cropseyville
4.97 out of 5 average rating, 36 reviews

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.

Guest favourite
A rustic cottage is surrounded by lush greenery, featuring a wraparound deck made of wooden planks. Stone pathways and natural boulders are present, leading to the entryway. Two outdoor chairs are situated on the deck for relaxation amidst the tranquil forest setting.
Cottage in Middle Grove
4.98 out of 5 average rating, 120 reviews

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

Top guest favourite
A charming cottage is framed by lush greenery, with a combination of light and dark siding. A welcoming front porch features a small table and sits at the entrance, surrounded by a grassy area leading into the woods.
Cottage in Saratoga Springs
5 out of 5 average rating, 71 reviews

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.

Top guest favourite
A cozy living area features a turquoise couch and a wooden coffee table. A small dining table is visible in the background, with a flat-screen television mounted on the wall. Natural light floods the space through large windows that overlook a private patio.
Flat in Saratoga Springs
4.99 out of 5 average rating, 91 reviews

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.

Guest favourite
A charming treehouse is elevated among the lush foliage, featuring a rustic wooden exterior and a covered porch. Soft lighting enhances the inviting look, while a winding staircase leads to the entrance, surrounded by vibrant green trees.
Treehouse in Middle Grove
4.93 out of 5 average rating, 633 reviews

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.

Top guest favourite
A cozy living area features a pair of brown leather sofas arranged around a wooden coffee table. A wall-mounted TV is above a shelf adorned with green plants and decorative items. Light-colored walls and hardwood floors enhance the welcoming ambiance.
Flat in Ballston Spa
4.95 out of 5 average rating, 159 reviews

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.

Guest favourite
Tiny home in Porter Corners
4.86 out of 5 average rating, 76 reviews

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.

Popular amenities for Greenfield holiday rentals

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