Vacation rentals in Greenwich Historic District

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Top-rated vacation rentals in Greenwich Historic District

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Guest favorite
Apartment 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.

Guest favorite
A sunlit sleeping area features large windows allowing natural light to fill the space. A spacious bed sits covered with a textured blanket, complemented by a small side table with flowers. Sheer curtains frame the windows, blending the indoor space with views of the surrounding nature.
Tiny home in Cambridge
4.93 out of 5 average rating, 236 reviews

Runamuk Farm

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 our camp.

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
Cabin in Shaftsbury
4.99 out of 5 average rating, 335 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!

Guest favorite
Cabin in Poultney
4.93 out of 5 average rating, 408 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

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, 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.

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, 209 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
An open-concept living room is presented with large windows offering views of the lake. A red leather chair is positioned next to a wooden table, while a dining table accompanies wooden chairs. Exposed beams and a light fixture enhance the rustic charm of the space.
Home in Argyle
4.94 out of 5 average rating, 209 reviews

High Oaks Lodge on Cossayuna Lake

Come enjoy a lakeside getaway at, newly constructed, High Oaks Lodge on Cossayuna Lake! Situated 25 miles from Saratoga Springs, NY and 33 miles from Manchester, VT. Amazing views of the lake from the spacious open-concept living room. Relax on the lower deck and make s'mores around the outdoor fire pit. Water access and private dock for your boat just steps away from the house. Use the canoe and kayaks provided to explore the lake.

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, 137 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
A cozy living room features exposed brick walls highlighted by a colorful framed artwork. A white fireplace is centered along the wall, flanked by two framed photographs. Soft lighting comes from sconces, and a wooden coffee table sits between a dark couch and a retro chair.
Apartment in Greenwich
4.93 out of 5 average rating, 59 reviews

Hettie's Place

Located on the second floor of a historic brick building in Greenwich, NY, this fully updated rental blends classic charm with modern comforts. It boasts a spacious large bedroom, bright living room, dedicated workspace, and a stylish retro kitchen. Step onto the small outdoor porch with a BBQ for alfresco dining, and stroll to local shops and eateries to experience the quaint charm of Greenwich.

Top guest favorite
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.
Apartment 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.

Guest favorite
A vibrant rainbow spans across a verdant landscape, highlighting rolling hills and farmland below. The gentle slopes are illuminated by soft sunlight, with patches of trees dotting the scenery. The tranquil atmosphere showcases the natural beauty of the surrounding region.
Home in Greenwich
4.87 out of 5 average rating, 167 reviews

Majestic Mountain Top Retreat

Off the grid, self sufficient, mountain top A Frame. Home is eco friendly running on solar power and propane to provide all the comforts of home. Has 4 bdrms, 3 baths, kitchen and large gathering area with million dollar views of NY,VT and MA.

Popular amenities for Greenwich Historic District vacation rentals