Holiday rentals in Greenwich

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Top-rated holiday rentals in Greenwich

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Guest favourite
Flat in Greenwich
4.94 out of 5 average rating, 18 reviews

Cozy Apartment with River Views in Greenwich, NY

Experience the charm of this recently renovated 1800s home, blending historic character with modern amenities. Located on the 1st floor of a multi-family house in the heart of downtown Greenwich, this cozy 2-bedroom apartment offers the perfect escape. Relax on the back patio, overlooking the serene Battenkill River. Nestled in a quiet, friendly neighborhood, the space is within walking distance of local shops, restaurants, and more. Keep it simple at this peaceful and centrally-located place.

Top guest favourite
A red barn with a silo is set against a sunset sky, surrounded by colorful foliage. A gravel path leads to the barn, while a serene pond reflects the soft hues of the evening light, framed by gently swaying grasses.
Home in Cambridge
5.0 out of 5 average rating, 54 reviews

Where the Wild Things Are Author's Private Retreat

Previously owned by Maurice Sendak (author/artist "Where the Wild Things Are"). Dramatic views of the Green Mountains of Vermont. Natural, wild, full of character and charm. 2 mile private walking path, covered pickleball court, herb garden with gas grill & wood fired pizza oven, fire pit overlooking mountains and pond. 200 mi to NYC, Boston, Montreal. 25 mi to Saratoga Springs & Manchester VT. Farm-grown produce offered during growing season. Central Air & Heat, fireplace, sunroom with stove.

Top guest favourite
A charming guest house is set within a peaceful landscape, featuring light gray siding and a sloped roof. Lush greenery surrounds the building, while a wooden stepping stone path leads to the front door, which is framed by black shutters and a small porch.
Guest house in Greenwich
5.0 out of 5 average rating, 48 reviews

Plow & Stars Farm Guesthouse

Forget your worries in this lovely and serene space. Located on a farm with acres of land, trails and starry skies, you will enjoy kicking back in an open design guest house. Living and dining in front of a wood burning fireplace with a fresh and bright kitchen. The guesthouse has king & queen beds with a nicely finished bathroom. A quiet escape close to amenities in Vermont, Greenwich and Saratoga Springs. Please note that internet can be intermittent. We support diversity, equity & inclusion.

Guest favourite
A spacious family room features wooden walls and beams, with a comfortable couch and a coffee table in the foreground. A large TV is mounted on the wall, and a dining area is visible in the background, illuminated by natural light from windows framed by greenery.
Flat in Greenwich
4.94 out of 5 average rating, 143 reviews

Apartment in Historic Village Home

Our home was built in the 1830's, and the apartment added in the 1950's. The apartment has a throwback feel. We are an easy walk to restaurants, Flynn's funeral home, the school, and churches. We are minutes from the Washington County Fairgrounds. We are 1/2 an hour from the Saratoga race track, 45 minutes to Lake George, 10 minutes from Willard Mt, and an hour from great Vermont skiing! We have a full kitchen, guests say our beds are super comfy, and we have hi-speed cable and Internet!

Top guest favourite
A spacious wooden deck is adorned with a rustic table set for a meal, surrounded by lush green trees. Below, the Battenkill River flows gently, reflecting the nearby foliage. A glimpse of the apartment's inviting interior is visible, featuring cozy bedding and a decorative table. Steps lead upward to the deck.
Guest house in Greenwich
4.96 out of 5 average rating, 178 reviews

Apartment on the Battenkill 30 minutes to Saratoga

Enjoy the natural beauty of the Battenkill River in our private, charming, guest apartment located on the outskirts of Greenwich, New York just 20 miles from Saratoga Race Course and a lovely scenic drive to Lake George and Vermont. Our cozy space includes 1 private bedroom with a queen size bed (linens included), a couch that can sleep an additional 2, TV, dining space and a complete kitchen. Lounge on the spacious deck, fish, take a dip in the river and enjoy comfort of our cozy space!

Top guest favourite
A warm wood-paneled space features a bar area with tall chairs and a dining table surrounded by several wooden chairs. Natural light enters through large windows, illuminating a floral tablecloth and rustic decor. A cozy atmosphere is provided by warm lighting throughout the room.
Flat in Greenwich
5.0 out of 5 average rating, 267 reviews

Charming River View Studio

A great stopping place for enjoying all that the Saratoga, Lake George and beautiful Washington County areas offer. You’ll love our place because of the coziness, the views, the high ceilings, gas fireplace and the location. Enjoy grilling on the deck overlooking the Hudson River. Our place is good for couples, solo adventurers, and business travelers. Bring your bikes and kayaks! This is a quiet country setting yet only a scenic 20 minute drive to either Saratoga Springs or Glens Falls.

Guest favourite
An inviting entrance features a black front door framed by a decorative wreath. A patio area is visible, furnished with a table and chairs, accompanied by a shade umbrella. Gravel pathways and natural stone borders enhance the outdoor space.
Home in Greenwich
4.96 out of 5 average rating, 50 reviews

Farewell Jackson Racing Stables

Relax and unwind with the whole family at the peaceful Farewell Jackson Stables. Located just 15 miles from the Saratoga Race Track, Farewell Jackson is a trying facility for standardbred race horses. The living quarters is a historic barn that has been stylishly remodeled with all the amenities needed to escape the hustle and bustle of life. The name Farewell Jackson is a tribute to our Grandfather, who would dramatically lay down twenty dollar bills while saying Farewell Jackson.

Guest favourite
A rustic country cabin is surrounded by lush greenery and tall trees. A gravel driveway leads up to the cabin, which features red shutters and a welcoming porch. Four Adirondack chairs are arranged around a firepit, inviting relaxation in the outdoor space.
Cabin in Cambridge
4.94 out of 5 average rating, 47 reviews

The Cabin on Pine Hill

Relax with the whole family at this peaceful cabin getaway. Sitting on 55 acres, theres plenty of space for everyone. The hiking trail goes past the swimming pond and weaves its way to the top of the hill where there's wide open spaces thru the oak and pines. Listen to birds, watch deer and turkeys roam thru the yard while you sit on the front porch and enjoy the peace and quiet. 2 miles to town, close to the Battenkill River and other nearby attractions.

Guest favourite
The spacious living area features leather couches and a dark leather chair, centered around a wooden coffee table. Original wood beams and warm tones contribute to the inviting atmosphere. Decorated walls showcase mounted wildlife, while soft lighting enhances the overall comfort.
Farm stay in Valley Falls
4.9 out of 5 average rating, 240 reviews

Country Getaway Lodge / Ranch

The space is very large and open. Great for large group, family or bachelor party. This property is an old barn converted into a remodeled space with original beams, wide board wood floors and high ceilings, gas fireplace and hot tub! The parlor games and lawn games provide infinite entertainment. We are surrounded by rolling hills and farmland and private animal preserve. Also nearby: Ski area/vineyards. Saratoga is 30 min/ 28 miles.

Top guest favourite
Guest suite in Salem
5.0 out of 5 average rating, 141 reviews

Suite on Salem

Keep it simple at this peaceful and centrally-located place. Walking distance to Salem Central, Fort Salem Theater, the Historic Salem Courthouse, Jacko's, Salem Art Work, On a Limb Bakery, and less than an hour to vermont sking. Come stay in our secure 2-room suite plus bathroom with a separate entrance uniquely filled with local art and antiques. Includes cube-sized refrigerator, coffee maker, and microwave for use.

Top guest favourite
A welcoming living area features a large gray couch adorned with decorative pillows, complemented by a vibrant yellow armchair. Wooden cabinetry in the kitchen area holds essential appliances, while a lush indoor plant adds a touch of greenery. Natural light enters through the windows, creating a cozy atmosphere.
Flat in Greenwich
4.97 out of 5 average rating, 115 reviews

Cozy Riverside Apartment with Private Backyard

One bedroom apartment - all the amenities attached to our home. Private entrance. Large backyard overlooking a river - campfire, grill, sit back and relax. Don't forget to enjoy our rustic boat house. In the winter we are a ten minute drive to Willard Mountain. A small local ski mountain with 12 trails and very affordable ticket prices.

Top guest favourite
An aerial view captures a riverside retreat with blue siding and a gray roof. A spacious yard is observed, featuring a striped red and white umbrella over a seating area. The river is visible in the background, bordered by trees.
Home in Schuylerville
5.0 out of 5 average rating, 30 reviews

Go With The Flow Riverside!

Relax with the whole family at this riverside retreat. Enjoy watching the river go by. Great views, right out your bedroom window. Water access with 4 kayaks. Outdoor kitchen if barbecue is your thing or restaurants in walking distance. Only 15 minutes from the Saratoga race track or SPAC

Popular amenities for Greenwich holiday rentals