Vacation rentals in Greenwich

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Top-rated vacation rentals in Greenwich

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Guest favorite
Apartment in Greenwich
4.94 out of 5 average rating, 17 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 favorite
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, 53 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 favorite
A spacious pavilion features a gently sloped roof and ample seating provided by several chairs. A lush green lawn surrounds the structure, while trees in varying shades provide a natural backdrop. The serene setting invites relaxation, with a clear blue sky above.
Cabin in Cambridge
4.93 out of 5 average rating, 89 reviews

The Long Lodge - a secluded year round getaway

This space offers a wonderful place to convene with family and friends. Adjacent to Battenkill Valley Outdoors, an outfitter for canoe, kayak, raft, or tube rentals, local hiking, or just being....come relax here. 3 bedroom, 2 full bathrooms, a stocked kitchen, common area, outdoor fire pit and grill, expansive lawn for grass games, & starry night skies. Cook great meals, tell tall tales, share experiences. Pet friendly...a space to toss balls & a full dog run. This is an all season rental.

Top guest favorite
The exterior of a newly renovated cottage is displayed, featuring a light beige facade and brown roof. Windows are adorned with white shutters, and vibrant greenery surrounds the entrance. The cottage is positioned next to a calm river, enhancing its serene setting.
Cottage in Schuylerville
5.0 out of 5 average rating, 74 reviews

Perfect Waterfront Cottage Getaway

Riverfront cottage located just 15 minutes from downtown Saratoga, SPAC and Saratoga Race Course. Prime area for leaf peeping while enjoying all that historical Saratoga Springs has to offer. There is a large yard, gas grill, fire pit, kayaks, and dock for your enjoyment! Enclosed porch has full view of the river and is the perfect place to have a family meal or sit and relax. Explore all of the wonderful things upstate NY has to offer and then return to this vacation retreat just minutes away!

Guest favorite
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.
Apartment 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 favorite
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.
Guesthouse in Greenwich
4.96 out of 5 average rating, 177 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 favorite
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.
Apartment 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 favorite
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, 49 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.

Superhost
A classic farmhouse is set against a backdrop of lush greenery, featuring a well-maintained exterior and welcoming front porch. Surrounding the home is an expansive lawn, with trees providing natural shade and enhancing the serene outdoor environment.
Home in Saratoga Springs
4.82 out of 5 average rating, 207 reviews

Town & Country Getaway: Pool Gardens Views 6 Acres

As seen in Country Living Magazine July 2015. Idyllic setting for families and kids where they can run free under the maple trees on our expansive green lawns. Gorgeous well-appointed private farmhouse on 6 acres, only minutes from downtown Saratoga Springs. Vast views of historic horse estates and Adirondack Mountains. In ground pool surrounded by perennial gardens. Saratoga Spa Hot tub. Drive to Saratoga take Uber/taxi home. Close to Saratoga Flat Track. Privacy.

Guest favorite
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
4.96 out of 5 average rating, 46 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.

Top guest favorite
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
5.0 out of 5 average rating, 136 reviews

The Vermont Farmhouse|Hiking|Dog Trails|Village

The Luxury of Slowing Down — Vermont Style. Leave the rush behind and feel rested, reconnected and renewed at our dog-friendly, beautifully restored 1860s farmhouse. Wide-plank floors, sun-filled rooms and modern comforts create a warm, impeccably clean retreat. Walk across the road into 280 acres of peaceful Mile Around Woods trails, or stroll into historic North Bennington for cafés and shops. It's all right at your doorstep.

Top guest favorite
Guest suite in Salem
5.0 out of 5 average rating, 138 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.

Popular amenities for Greenwich vacation rentals