Holiday rentals in Greenwich Historic District

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.

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.

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!

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.

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.

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.

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.

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.

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.

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.

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

Waterfront Saratoga Lake home!- Pool, dock, kayak

My home is close to Saratoga Racetrack, Casino, SPAC, Museums, Dining and Shopping. You’ll love my place because, "We Have It All," Direct Lakefront, 10 x 20 In-ground Pool, Private 100ft Dock, Kayak 's . Pool open Memorial Day to Labor Day.