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, 231 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
A cozy log cabin is set back from the road, surrounded by lush greenery and blooming flowers. A gently sloping driveway leads to a covered porch with seating, inviting guests to enjoy the natural surroundings and tranquil atmosphere.
Cabin in Greenfield Center
4.96 out of 5 average rating, 289 reviews

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/full 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. :-)

Top guest favourite
A sunset over Great Sacandaga Lake is captured, showcasing vibrant orange and pink hues reflecting on the water's surface. The silhouette of distant mountains and gentle waves adds to the serene atmosphere, framed by softly swaying tree branches in the foreground.
Cabin in Corinth
4.97 out of 5 average rating, 127 reviews

Adirondack Lakefront Getaway

Camp Kimball is situated directly on the Great Sacandaga Lake offering all the comforts of home. Enjoy the beautiful view of the lake from the deck with sunsets beyond compare. Private dock for swimming or access with your kayak. Association beach is a short walk from the cabin. Close to Lake George and Saratoga Springs, as well as hiking, skiing, fishing, historic sites, snowmobiling and so much more. Enjoy sitting on the deck, by the lake or in front of a cozy fire in the provided firepit.

Top guest favourite
A charming treehouse surrounded by lush greenery stands among the trees. The wooden structure features a welcoming porch with seating, and steps lead up to the entrance. Sunlight filters through the leaves, creating a serene atmosphere in this woodland retreat.
Treehouse in Argyle
4.99 out of 5 average rating, 105 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 bright living area features a plush teal sofa with a chaise, complemented by a decorative floral pillow. A bar stool is positioned near a small kitchen, showcasing stainless-steel appliances and a minimalist design, with natural light streaming through the skylight and windows.
Cottage in Saratoga Springs
4.97 out of 5 average rating, 283 reviews

The Garden Cottage

This is a bright and airy carriage house located on the second floor in a quiet walkable neighborhood. Living room has a drop down movie screen, brand-new sofa with chaise and pull out queen sized bed. Galley kitchen is new with a Smeg stove and oven, dishwasher. Bedroom has a queen size adjustable bed, 52 inch TV with wifi and cable. The bathroom has a soaking tub and a walk in shower a vanity with double sinks. There is a laundry room with a washer and dryer, Owner is a Realtor

Guest favourite
A cozy living area is visible, featuring a comfortable seating arrangement with a guitar prominently displayed. A television is placed on a cabinet opposite a modern fireplace. Natural light fills the space through large windows, complemented by decorative plants and artwork on the walls.
Flat in Saratoga Springs
4.93 out of 5 average rating, 154 reviews

Modern Apartment - Close to Everything

Saratoga Springs is a beautiful horse racing town rich in history nestled on the edge of the Adirondack State park. Easy access from NYC and Boston. Saratoga claims “more restaurants per resident than NYC” This New Modern Apartment has all the amenities.... including rooftop and feee access to Victorian pool (ask about getting reimbursed)z Whether you are in town for a romantic getaway or to enjoy the Race track season. Minutes away from the race track, downtown and great cuisine.

Top guest favourite
A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.
Home in Bennington
5 out of 5 average rating, 114 reviews

The Vermont Farmhouse|Hiking|Dog Trails|Village

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Top guest favourite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
Cottage in Whitehall
4.99 out of 5 average rating, 233 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

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, 106 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 two-story rustic home is shown with a dark red exterior and green roof accents. The front features a welcoming entrance with a large door and decorative elements. A balcony with two red chairs overlooks the property, complemented by large windows allowing ample natural light.
Home in Porter Corners
4.94 out of 5 average rating, 277 reviews

Pine Buck Meadows

Pine Buck Meadows is on 6 acres of property located 15 minutes from Saratoga Springs, 30 minutes from Lake George. Many activities within minutes, Race Track, Casino, Golf, Lakes, Skiing, Tubing, Hiking, Snowmobile Trails, Horseback Riding, Boating, Fishing. You’ll love our place because of the light, the coziness, the fully equipped kitchen, and the high ceilings. PBM is great for couples & families. Living space is on second floor and accessed by one flight of stairs.

Guest favourite
A well-lit living area is presented, featuring a cozy grey sofa and wooden coffee table. A small wooden desk sits adjacent to a decorative plant. A stone fireplace is visible, complemented by a wall-mounted television and natural light streaming in through the large windows.
Flat in Saratoga Springs
4.95 out of 5 average rating, 127 reviews

Cozy Adirondack apartment

Kick back and relax in this calm, renovated Adirondack themed stylish space. Just minutes from down town Saratoga and less than 4 miles from saratoga horse racing track and casino. Access Daniel’s rd state forest and Saratoga mountain bike trail system right from the property. This property keeps you close to the action of the city but gives you your own privacy and space and a taste of the country. Enjoy outdoor furniture,Bbq & propane Fire pit. No cats allowed

Top guest favourite
The backyard features a large heated pool with clear blue water surrounded by a concrete patio. Colorful lounge chairs are positioned around the pool, with a shaded area provided by umbrellas. Lush greenery and potted flowers add color to the tranquil setting.
Home in Corinth
4.99 out of 5 average rating, 266 reviews

HotTub/Pool, king bed, between Lk George/Saratoga

Welcome to your private upstate getaway, perfectly located between Lake George and Saratoga Springs. Spend summer days enjoying the heated private inground pool, relax year-round in the hot tub, and unwind in a peaceful setting that feels private yet is close to everything. Whether you're here for lake days, mountains, skiing, racetrack, racino, local events. or simply to relax, this home is designed for an easy memorable stay

Popular amenities for Greenfield holiday rentals

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