
Holiday rentals in Greenwich Historic District
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Top-rated holiday rentals in Greenwich Historic District
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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.
4.94 out of 5 average rating, 18 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.
5.0 out of 5 average rating, 54 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.
4.93 out of 5 average rating, 236 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!
4.94 out of 5 average rating, 143 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!
4.99 out of 5 average rating, 138 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!
4.96 out of 5 average rating, 178 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!
4.99 out of 5 average rating, 336 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.
4.93 out of 5 average rating, 408 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.
4.82 out of 5 average rating, 209 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.
5.0 out of 5 average rating, 138 reviews
Saratoga Lakefront Oasis
Lakefront serenity in Saratoga! This modern retreat offers stunning lake views, a private dock, fire pit, BBQ, and a spacious deck for relaxing or dining outdoors. Enjoy a modern kitchen, comfy bedrooms, fast Wi-Fi, and smart TVs. Just minutes from downtown Saratoga Springs, with shops, dining, and horse racing. Perfect for couples, families, or a peaceful getaway—your escape to lakeside comfort awaits!
5.0 out of 5 average rating, 37 reviews
Saratoga Fall Escape | Hot Tub, Fire Pit & Game Rm
Sweet Home Saratoga truly has it all and is great for families or multiple couples. Nestled into the woods on 5 acres it's where Privacy, Great Amenities and Awesome location come together!
5.0 out of 5 average rating, 104 reviewsPopular amenities for Greenwich Historic District holiday rentals
Other great holiday rentals in Greenwich Historic District

Farewell Jackson Racing Stables
4.96 out of 5 average rating, 50 reviews
Camden Creek Farm
4.99 out of 5 average rating, 74 reviews
Cozy Mountain Retreat - Museums, Trails & Colleges
5.0 out of 5 average rating, 9 reviews
The Cabin on Pine Hill
4.94 out of 5 average rating, 48 reviews
Go With The Flow Riverside!
5.0 out of 5 average rating, 30 reviews
Million dollar VIEWS | Hot Tub | Near Hedges Lake
5.0 out of 5 average rating, 17 reviews
Plow & Stars Farm Guesthouse
5.0 out of 5 average rating, 49 reviews
Family fun on Sláinte Farm. Minutes to Saratoga
4.91 out of 5 average rating, 44 reviewsDestinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Atlantic City Holiday rentals
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Thacher State Park
- Gore Mountain
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Rensselaer Polytechnic Institute
- Emerald Lake State Park
- Saratoga Spa State Park
- MVP Arena
- New York State Museum
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Trout Lake
- National Museum of Racing and Hall of Fame





