Vacation rentals in Greenwich Historic District

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Top-rated vacation rentals in Greenwich Historic District

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Guest favorite
Farm stay in Moreau
4.95 out of 5 average rating, 410 reviews

Cabin On The Farm

Our cabin is ideal for solo adventurers, couples, or small families seeking a getaway with minimal maintenance. We provide a charming farm atmosphere and are conveniently located between Saratoga Springs and Lake George. If you're traveling with friends or family and prefer separate accommodations, please check out our other listing, ‘CottageOn The Farm.’ For information about the required waivers you'll receive after booking, please refer to our Policies & Rules. *Please Read Entire Listing

Top guest favorite
The colonial home features a classic white exterior with black shutters and a welcoming front porch. An American flag is displayed prominently, and soft outdoor lighting highlights the entrance. The well-maintained lawn includes neatly trimmed bushes, creating a warm first impression.
Home in Sandgate
4.99 out of 5 average rating, 126 reviews

Country Colonial Home with rolling fields & stream

This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Top 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, 121 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, 101 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 living area features high vaulted ceilings with exposed wooden beams and large skylights. Natural light illuminates the modern decor, including a comfortable couch, sleek bar stools, and a central coffee table. A fireplace is positioned beside expansive windows that offer views of the surrounding forest.
Cabin in Shaftsbury
4.99 out of 5 average rating, 311 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

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
A charming tiny home is framed by lush greenery and a winding stone path. The dark exterior contrasts beautifully with the surrounding nature. A shaded seating area is visible to the side, inviting relaxation in the tranquil outdoor space.
Tiny home in Hadley
4.98 out of 5 average rating, 138 reviews

The Owl's Nest Tiny Home (Pet Friendly)

Welcome to The Owl’s Nest! We are a newly renovated 380 sq foot tiny home located near all the Adirondack’s has to offer. 🦉 Enjoy all modern amenities while embracing days full of nearby nature and exploring. Plenty of hiking, activities, and restaurants within a 10-30 minute drive. Come back after a long day to watch movies, grill dinner, and enjoy time in our large private backyard or screened in porch. *NOTE. We are located on a walkable residential street, location is not remote*

Top guest favorite
A cozy cottage is surrounded by a white picket fence and lush greenery. Windows with black shutters provide a charming contrast against the white siding. The entrance features decorative elements, adding character. A street lamp stands nearby, enhancing the neighborhood's inviting atmosphere.
Cottage in Glens Falls
4.93 out of 5 average rating, 191 reviews

White & Black Cottage

The White & Black Cottage is a cozy home within walking distance of downtown Glens Falls. There is a Cumberland Farms and a Stewart’s a block or two away for quick food items. Glens Falls has numerous wonderful restaurants and there is a notebook with many of the menus in the house. There are art galleries, LARAC, The Hyde and the Shirt Factory. Live music and theatre is available at the Wood Theatre, the Park Theatre and Strand Theatre. We are 20 minutes from Lake George and Saratoga.

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 out of 5 average rating, 109 reviews

Vermont Farmhouse •Walk to Village & Hiking Trails

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Guest favorite
A well-lit living area is presented, featuring a cozy grey sofa and wooden coffee table. A small wooden desk sits adjacent to a decorative plant. A stone fireplace is visible, complemented by a wall-mounted television and natural light streaming in through the large windows.
Apartment in Saratoga Springs
4.95 out of 5 average rating, 125 reviews

Cozy Adirondack apartment

Kick back and relax in this calm, renovated Adirondack themed stylish space. Just minutes from down town Saratoga and less than 4 miles from saratoga horse racing track and casino. Access Daniel’s rd state forest and Saratoga mountain bike trail system right from the property. This property keeps you close to the action of the city but gives you your own privacy and space and a taste of the country. Enjoy outdoor furniture,Bbq & propane Fire pit. No cats allowed

Top 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, 194 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 light-filled living area features a comfortable beige sofa adorned with blue accent pillows. A stylish mirror hangs above a bar-style kitchen counter with two metal stools. Large windows provide views of greenery, enhancing the inviting ambiance of the space.
Apartment in Saratoga Springs
4.95 out of 5 average rating, 104 reviews

Bright & Spacious Apartment in Saratoga Springs

**Due to severe allergies, we are unable to accommodate animals (this includes service and assisted animals)** Charming one bedroom apartment located in historic Saratoga Springs. Centrally located, just 0.5 miles to Saratoga Race Track and 0.7 miles to downtown center. Enjoy newly built tennis and pickleball courts located one block directly behind the apartment. Clean and comfortable with a fully equipped kitchen and washer/dryer.

Top guest favorite
Cottage in Shaftsbury
4.98 out of 5 average rating, 747 reviews

Vermont Farm Schoolhouse w/ Hot Tub, Sauna & Views

Escape to our historic schoolhouse on a 250-acre 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.

Popular amenities for Greenwich Historic District vacation rentals