Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

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Top 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, 159 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 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, 312 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/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. :-)

Guest favourite
The farmhouse, with white siding, is situated amidst lush greenery, framed by a white picket fence. A vibrant red barn is visible nearby, and sunlight streams through trees, creating a peaceful ambiance. The surrounding lawn is well-kept, enhancing the serene outdoor setting.
Home in Greenfield Center
4.85 out of 5 average rating, 26 reviews

Historic LaMothe Landing & Farmhouse|SPAC|Track|

LaMothe Farmhouse in Greenfield Center, NY, built in 1793 by Revolutionary War veteran Noah Weed, offers a unique stay along the ADK Railroad. Enjoy special outdoor dining events with music near Saratoga Springs, boasting historical attractions & modern amenities. This 5-bed, 2-bath property sleeping up to 9, features a kitchen, outdoor grill, fire pit, workspace & Roku. Ideal for those seeking a mix of history & comfort, it's close to Saratoga Race Course, SPAC & various other fun activities!

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, 52 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
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, 128 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!

Guest favourite
A charming tiny home is framed by lush greenery and a winding stone path. The dark exterior contrasts beautifully with the surrounding nature. A shaded seating area is visible to the side, inviting relaxation in the tranquil outdoor space.
Tiny home in Hadley
4.96 out of 5 average rating, 161 reviews

The Owl's Nest Tiny Home (Pet Friendly)

Welcome to The Owl’s Nest! We are a newly renovated 380 sq foot tiny home located near all the Adirondack’s has to offer. 🦉 Enjoy all modern amenities while embracing days full of nearby nature and exploring. Plenty of hiking, activities, and restaurants within a 10-30 minute drive. Come back after a long day to watch movies, grill dinner, and enjoy time in our large private backyard or screened in porch. *NOTE. We are located on a walkable residential street, location is not remote*

Guest favourite
A cozy living area features wooden walls and exposed beams, with a stone fireplace enhancing the rustic charm. Two leather chairs sit comfortably on a patterned rug, while a designated desk with a chair is positioned near a window, allowing natural light to fill the space.
Cabin in Saratoga Springs
4.97 out of 5 average rating, 64 reviews

Little Pines Upstate: Saratoga Springs Cabin

Located in the heart of Saratoga Springs in gorgeous upstate New York — our cozy cabin is a hidden gem to slow down, enjoy nature, and create lasting memories. Just minutes from historic Downtown, Saratoga Race Track, Saratoga Lake, Saratoga Spa State Park, SPAC, Saratoga National Golf Club, Skidmore College, Saratoga Ice Rink, West Mountain, Bog Meadow Brook Nature Trail — to name a few! Perfect for an upstate getaway, working remote, and family adventures. IG: @littlepinesupstate

Top guest favourite
The exterior view showcases a detached garage beside a welcoming home set against a backdrop of green trees. Vibrant flowering trees bloom in shades of pink, complemented by a clear blue sky, creating a serene and inviting atmosphere in the spacious yard.
Loft in Ballston Spa
4.98 out of 5 average rating, 128 reviews

Private loft apartment, peaceful and convenient

Entire private loft apartment above detached garage and spacious back yard with no neighbors in sight. Convenient, quiet, safe location that is just off I-87 Exit 13 -within 6 miles from SPAC, Track, Saratoga Lake, and downtown. The apartment is cozy, clean, and thoughtfully provisioned. As hosts, we prioritize your privacy and offer a hassle free experience with super easy check-in/check-out and no cleaning fee. Please be aware that the bathroom shower in this space is compact.

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, 96 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, 634 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
Cabin in Northville
5 out of 5 average rating, 129 reviews

Hot Tub! Riverfront NEW ADK Cozy Cabin B!

Located on the Great Sacandaga River, this brand-new cabin features a hot tub, queen bedroom, bunk room and beautiful river views from the covered porch and patio area with gazebo. Enjoy the riverfront property with picnic area, fire pits and corn hole boards. Nestled in the woods, this vacation destination features plenty of space to relax, play and make memories in the heart of the Adirondacks.

Guest favourite
Tiny home in Porter Corners
4.87 out of 5 average rating, 83 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