Vacation rentals in Greenwich

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Top-rated vacation rentals in Greenwich

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Top guest favorite
Apartment in Greenwich
4.93 out of 5 average rating, 14 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.

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
4.95 out of 5 average rating, 140 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 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!

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 out of 5 average rating, 263 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.

Top guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 327 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Superhost
The image features a natural scene with a wooden table in the foreground, adorned with a planter filled with vibrant flowers. Beyond, rolling green fields and distant mountains are visible through a border of trees, showcasing a serene outdoor environment.
Tiny home in Cambridge
4.89 out of 5 average rating, 108 reviews

A Bedroom in the woods with lovely views!

Picturesque location on farmland with views of the mountains. We are a micro farm. Wake up and watch the sunrise and go for a short hike on the property, and get to know the animals. We are located 35 minutes from Saratoga Springs and Lake George, NY and 45 minutes from Dorset and Manchester, VT. Hike the Adirondack or Green Mountains, paddle the streams or go to a nearby small city for a play, a festival, or a concert. There is a long list of things to do and see within an hour of us!

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, 47 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.

Top guest favorite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 777 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Top guest favorite
The cabin's A-frame structure is surrounded by trees, with warm light glowing from the large windows. A spacious deck is visible, featuring outdoor seating. The tranquil landscape offers a serene atmosphere, blending the home harmoniously with nature.
Cabin in Shushan
4.86 out of 5 average rating, 295 reviews

Cozy rustic cabin in the hamlet of Shushan. N.Y.

This cabin overlooks a nature preserve.lots of wildlife,with a peaceful and Serene atmosphere. animals are welcome. the battenkill river is closeby 30 min from Manchester v.t and Saratoga springs ny.cozy up to a fire with a good book,or head out for some designer shopping.hiking trails in Vermont and newyork and plenty of ski resorts ,and snowmobilng.within 30 min. we welcome all animals in the home. enjoy the quiet, and views of shushan NY.here..

Top guest favorite
Guest suite in Salem
5 out of 5 average rating, 130 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.

Guest favorite
The cottage exterior is showcased with neatly landscaped greenery, including shrubs and flower pots. The light-colored siding complements the natural surroundings, while the gravel path leads to the entrance. Windows allow natural light to enter, creating a welcoming appearance in the peaceful setting.
Guesthouse in Cambridge
4.93 out of 5 average rating, 195 reviews

Quiet and Cozy Country Cottage

Very clean, well kept, 1 bedroom country cottage. Hardwood floors in bedroom and kitchen. Propane heater for winter months and AC in the summer. This a very quiet place, great for a relaxing getaway. There is a fire pit on the property, right near the cottage, for evening fires. We recommend AWD or 4WD or vehicles with snow tires during winter months. The cottage is located on a hill, can be slippery in the winter.

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