Vacation rentals in Leonardsville

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Top-rated vacation rentals in Leonardsville

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Top guest favorite

The exterior of the historic schoolhouse is showcased with its red brick facade and white accents. A flag is proudly displayed at the entrance, which features two steps leading up to double doors. Flanking the doors are two chairs, providing a welcoming outdoor seating area.

Cottage in Waterville

4.96 out of 5 average rating, 112 reviews

School House Suite Village of Waterville 13480

A unique one room school house of old converted into a cleverly designed, highly functional modern space! Located on the majestic grounds of the Tower Homestead built in 1800 and listed on the U.S. National Register of Historic Places. Walking distance to the Waterville Triangle Historic District settled in 1792. With its glorious folklore it was once called the Hops Capital of the World and home to the infamous Loomis Gang! Conveniently located to Bean Acres Barn, MKJ Farm, and Tyler Manor!

Guest favorite

A close-up view of a modern keypad entry system is shown, featuring illuminated numbers and letters against a brushed metal background. A sleek handle is positioned beneath the keypad, creating a practical and contemporary entrance experience.

Cottage in Oxford

4.94 out of 5 average rating, 115 reviews

✨Lakeside Reflections

🚣‍♂️ Lakeside Reflections is a year-round lakeside cottage in the quiet upstate NY countryside with pristine views of Lake Gerry. 🌻 Come enjoy a peaceful nook of historic Oxford complete with gardens, decks, docks, boats, and modern amenities. ♨️ Grill out on the lakefront deck, or fish directly off the deck! 🛶 Jump in the lake, or take a kayak, paddle boat, or walk around the lake. 🔥 Have a campfire (BYO wood) 🎟️ Enjoy one of the many local attractions (see our Airbnb guidebook for ideas)

Top guest favorite

Place to stay in Remsen

5 out of 5 average rating, 201 reviews

ADIRONDACK LUXURY VILLA WITH HOTUB (NEW BUILD)

This brand-new luxurious property features floor to ceiling Marvin windows with with built-in hot tub and outdoor propane fireplace overlooking the glorious lake and mountain scenery! The all-white modern interior boasts high-end appliances and fixtures making your stay a true luxury escape. High end ‘TheCompanyStore’ bedding! Gourmet kitchen with 6 burner Zline gas stove, convection oven, built in fridge/freezer drawers and an Insta Hot water faucet for tea lovers. Smart auto flush toilet!

Guest favorite

Home in Clayville

4.94 out of 5 average rating, 102 reviews

All Seasons at Cedar Lake- come, stay awhile!

Welcome to All Seasons at Cedar Lake. Nestled in a quaint country setting along the beautiful rolling hills of Cedar Lake. Come unwind, relax, walk the winding roads encircling the private course, come enjoy colors of fall, the snow falls of upstate NY, indulge in everything the peaceful country ambiance & Cedar Lake have to offer. Traveling for business, home for holidays, planning a wedding, visiting family, searching for a quaint getaway, our classic red door is open to you all year long.

Guest favorite

A clean and airy bathroom is displayed, featuring a modern white vanity with a mirror above. Natural light enters through a small window, and a potted plant adds a touch of greenery. Towels are neatly arranged, contributing to a neat ambiance.

Apartment in Ilion

4.94 out of 5 average rating, 195 reviews

Renovated 1BR unit near Herkimer Diamond Mines

This bright and sunny 1 BR apartment has plenty of space to spread out. Full eat-in kitchen including all cooking essentials. In addition to the queen bed in bedroom there is a twin daybed, queen size air mattress and pack’n play available for use. A small town off Exit 30 on I-90. Centrally located between Syracuse and Albany. 40 min to Cooperstown (1 hour to All Star Village). 15 min to Herkimer Diamond Mines. Also, nearby the home of the Utica Comets Hockey and Utica City Football Club!

Guest favorite

A restroom features a white toilet beside a window overlooking greenery. A small vase with a floral arrangement sits atop the toilet tank, while a patterned shower curtain adds a touch of color to the space.

Cabin in Walton

4.94 out of 5 average rating, 157 reviews

The Mill House: Creekside Catskills Spring Escape

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to a winter retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a meticulous restoration in 2021, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top guest favorite

A cozy red cottage is framed by lush green trees, showcasing a well-kept lawn. An outdoor seating area with white chairs surrounds a fire pit, offering a welcoming space for relaxation. Large windows invite natural light into the home, enhancing the peaceful setting.

Cottage in Clayville

4.98 out of 5 average rating, 314 reviews

Cedar Lake Cottage

This cozy cottage is nestled in a tranquil setting, with glorious golf course and lake views offering an escape from the fast pace of everyday life. The screened-in front porch provides the opportunity to relax on the couch or dine at the spacious banquette, all while taking in the beauty of the Upstate New York surroundings. With its proximity to several universities and local attractions, this cottage keeps you connected while offering a wonderfully peaceful getaway.

Superhost

The exterior of a rustic cabin is presented, featuring a steep black metal roof and wooden porch. A warm glow emanates from the windows, inviting nature in. Surrounding trees create a tranquil setting, enhancing the cabin's connection to the forest.

Place to stay in Downsville

4.87 out of 5 average rating, 180 reviews

Half Moon: Fairytale Catskills Retreat

Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Top guest favorite

A fire pit area features a circular arrangement of stone pavers with a metal fire ring at the center. Two light blue chairs are positioned nearby, surrounded by lush greenery and garden beds. The scene provides a welcoming outdoor space for relaxation.

Apartment in West Edmeston

4.97 out of 5 average rating, 131 reviews

Lakehouse on Gorton Lake.

Lake view apartment on 2nd floor with stairs to private entrance. Deck with seating and dining areas overlooking the lake. 2 bedrooms. One with king bed with a view of the lake. 2nd bedroom with queen bed with views of the woods. 1 bathroom, living room with TV, Kitchen and dining area. Access to lake is right across the road for swimming, kayaking, fishing and non-motorboats, Fire pit and picknick table.

Top guest favorite

The A-frame glamping structure is illuminated warmly against a dark night sky, with twinkling stars visible above. The surrounding trees add a natural backdrop, creating a serene and stylish retreat in the Catskills.

Place to stay in Oneonta

5 out of 5 average rating, 209 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favorite

A sturdy dock extends into the calm waters, accommodating a pontoon boat and a small seating area. Surrounding foliage adds natural greenery to the peaceful lakeside setting, while the clear sky provides a serene backdrop.

Apartment in West Edmeston

4.97 out of 5 average rating, 262 reviews

Blue Heron Lake House on Gorton Lake

Come and enjoy the peaceful tranquility and relaxation at the Blue Heron Lake House, 2876 West Lake Road on Gorton Lake, West Edmeston, NY. We offer an open concept efficiency apartment on the first floor with full kitchen, full bathroom, 2 beds (1 King, 1 full), TV and wifi, sitting and dining area, all with direct access to the lake. We have a whole house generator in case of a power outage.

Top guest favorite

Cabin in Hamilton

4.99 out of 5 average rating, 121 reviews

Snowshoe Cabin - close to Colgate & Lake Moraine!

Book now to enjoy summer on Upper Lake Moraine! Relax in this peaceful custom cabin nestled in the woods. Explore our expansive property, complete with trails through the woods and lake access! A spacious and modern take on a traditional post and beam construction. Plenty of natural light with oversized windows and all the amenities needed for a weekend getaway or extended stay!