Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

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Top guest favourite
A cozy living area is presented with rustic furnishings, including a brown sofa and wooden coffee tables. Natural light fills the space through large windows, with views of the surrounding greenery. A ceiling fan is mounted for airflow, while a television is mounted on the wall.
Home in Saratoga Springs
4.94 out of 5 average rating, 134 reviews

Adirondack Themed Carriage House

Completely renovated, Adirondack themed carriage house located 2 miles from downtown Saratoga Springs! Enjoy your privacy on Large deck w/patio furnature, barbecue & propane fire pit. Property located behind Skidmore college and is connected to the Daniel’s rd state forest & Saratoga mountain bike association trail system. Unit is a 2 bedroom, 1 queen and 1 full/twin bunkbed,Wi-Fi, washer & dryer are located in garage. Wood stove is non operational & garage is owner vehicle storage during winter

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 historic mansion, built in 1873, features ornate architectural details and a distinctive roofline. The exterior is complemented by well-maintained greenery and blooming flowers. A path leads to the entrance, framed by lush shrubs and trees, creating a welcoming first impression.
Flat in Saratoga Springs
4.96 out of 5 average rating, 191 reviews

Great Saratoga Location

This furnished apartment is on the second floor of a beautiful 1873 mansion on the North side of town. Easy walk to both Skidmore College and downtown Saratoga. About two and a half blocks from City Center (Convention Center). Clean, quiet, owner-occupied house. Full size washer and dryer in the apartment. Window unit air conditioners in living room and both bedrooms. New 43” TVs in the living room and main bedroom. WiFi. New sheets and towels. Basic supplies provided. Off-Street parking.

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, 300 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. :-)

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
4.91 out of 5 average rating, 47 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.

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, 164 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
The living area features a spacious green sectional sofa paired with light orange pillows, complemented by a rustic wooden coffee table. Natural light fills the space, highlighting the wooden floors and a small dining area in the background, adjacent to the kitchen.
Guest house in Saratoga Springs
4.95 out of 5 average rating, 178 reviews

Historic Downtown Carriage House with EV Charging

Absolutely the best location in Saratoga Springs! There’s a big difference between “walk to downtown” and being downtown! This beautifully restored and comfortably furnished second floor carriage house apartment is less than one block from the heart of downtown. A short walk to City Center restaurants, bars, shops and Skidmore college. Please read our reviews! All fees are included. We do not charge for cleaning or any extra fees! Free EV charging under a covered carport too!

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, 116 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, 90 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
Home in Greenfield Center
4.92 out of 5 average rating, 13 reviews

The Country Chapel House 4+ Bedrooms

Bring the whole crew—there’s plenty of room to relax and reconnect in this one-of-a-kind home. With soaring ceilings and generous living spaces, it’s ideal for large families or group getaways. Thoughtfully updated with everything you need for a longer stay, and perfectly located just 15 minutes from historic Saratoga Springs and right at the gateway to the Adirondacks.

Guest favourite
Tiny home in Porter Corners
4.85 out of 5 average rating, 73 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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  2. United States
  3. New York
  4. Saratoga County
  5. Greenfield