Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a cozy leather sectional sofa adorned with decorative pillows. A round coffee table sits in front, and a dining table for four is visible nearby. Natural light filters through the window blinds, complemented by warm overhead lighting.
Cottage in Saratoga Springs
4.97 out of 5 average rating, 152 reviews

The King's Cottage- HOT TUB and Pet Friendly!

BOOK THREE NIGHTS GET A FOURTH NIGHT FREE!Please message us (Excl. May-Sept and all holidays) Right next to SPAC this newly renovated home has everything you are looking for on a trip to Saratoga. Within a few steps you will be on the trails, and within a 5 minute drive you will be in the heart of Downtown Saratoga! We are the ONLY rental in Saratoga with Instant Booking, Pet Friendly, Fully Fenced in Yard, a Hot Tub open all year and a Mini Golf Pool Table! Not to mention our PRIME LOCATION

Top guest favourite
A spacious bedroom features a large bed adorned with a patterned blanket and decorative pillows. A vintage dresser and a side table are positioned near the bed, while a floral sofa adds a cozy touch. A colorful artwork hangs above, and a rug enhances the warm atmosphere.
Guest suite in Saratoga Springs
4.96 out of 5 average rating, 112 reviews

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.

Top guest favourite
Cabin in Shaftsbury
4.99 out of 5 average rating, 472 reviews

Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace

Log cabin w/ hot tub on 70 acres of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Top guest favourite
Two horses graze peacefully in a grassy field, surrounded by vibrant autumn foliage. A brown and white foal stands beside a larger brown horse, both with heads lowered to the ground. Nearby trees display shades of orange and yellow, framing a background of rolling hills.
Home in Shushan
4.98 out of 5 average rating, 60 reviews

Camden Creek Farm

This is 1100 square feet of quiet living space in the country, with pleasant views of the hills and farmland. The southern exposure brings the sunlight through the windows . The farm is sheltered in a valley without an immediate neighbor close by. A spring-fed creek runs the whole length of the 140-acre main farm. This is a great place to visit for outdoor activities or to relax in country life. There are opportunities to observe farm animals, wildlife, farm endeavors and different seasons.

Top guest favourite
A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.
Treehouse in Argyle
4.99 out of 5 average rating, 116 reviews

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!

Top guest favourite
A cozy seating area is highlighted by a dark gray sofa flanked by white lamps on wooden side tables. A wooden coffee table sits centered on a patterned area rug, while a dining table with wooden chairs is visible in the background.
Flat in Rock City Falls
5 out of 5 average rating, 46 reviews

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.

Guest favourite
A rustic cape-style home is displayed, featuring a welcoming front porch with a wooden railing. The exterior is constructed of rich brown wood with a metal roof. Flanking windows and an entrance door add to the symmetrical design, surrounded by landscaped stones and greenery.
Flat in Middle Grove
4.94 out of 5 average rating, 31 reviews

Quiet Seasonal Rental Room, bathroom & more.

You will be our only guests. 2nd floor room with private entrance, microwave/mini fridge and full bathroom. Queen bed. Adirondack style cape on 15 wooded acres. Central Air and window unit, hardwood floors, excellent water. Rural location with a 15 min drive to Saratoga Springs, Race Track, Casino, Performing Arts Center, Spa State Park and Automobile Museum. Drive further to visit Moreau State Park Beach, Six Flags Great Escape and the Adirondack Park. Very clean, no smoking, no pets.

Top 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
4.97 out of 5 average rating, 115 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, 89 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.

Top guest favourite
A cozy bedroom features soft, warm wood paneling and a spacious bed adorned with decorative pillows. A charming table is set with a basket and fresh flowers, inviting relaxation. The living area is brightened by natural light, complemented by a neutral sofa and rustic decor, enhancing the peaceful atmosphere.
Cabin in Warrensburg
5 out of 5 average rating, 399 reviews

Romantic Getaway~The Bluebirds Nest

💫 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 , and let the world disappear for a while. This is not just any 5 ⭐️stay step outside we have Millions !!

Top guest favourite
A multi-level lookout tower is situated on a grassy landscape, elevated on wooden piers. Surrounding trees display autumn colors, creating a serene natural backdrop. The structure features a metal roof and large windows, providing expansive views of the surroundings.
Tower in Granville
5 out of 5 average rating, 51 reviews

Slateville Cabin & Tower equipped & secluded

Viewing/Sleeping tower with a modern equipped cabin on 40 acres of private land, offering stunning views & seclusion. Fully applianced, furnished, and ready for your next escape. Lovely Setting for an intimate trip away with you loved one, perhaps a small gathering of family & friends, or to start writing your next novel in seclusion. Services & supplies are only 10 minutes away. You will not find anything like this, it truly is one of a kind.

Popular amenities for Greenfield holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Saratoga County
  5. Greenfield