Holiday houses in Leonardsville

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Top-rated holiday rentals in Leonardsville

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Guest favourite
A spacious outdoor deck is showcased, featuring two white lounge chairs positioned opposite a small glass table. Lush green hills are visible in the background under a partly cloudy sky, highlighting the serene natural surroundings of the retreat.
Home in Halcottsville
4.93 out of 5 average rating, 376 reviews

Spacecraft Sanctuary x Stargate Self-Care Retreat

Nestled into a private forested locus in the charming hamlet of Halcottsville, NY is SPACECRAFTX1 SANCTUARY, a transformed single wide trailer with walls of glass sliders that showcase the ultimate designer, Mother Nature with her majestic mountain vistas, perennial x calming Japanese rock gardens. SPACECRAFTX1 STARGATE (separate structure) is a wellness studio for yoga, pilates, barre x meditation with an infrared sauna with chromotherapy for a “Design Your Own” self-care retreat experience.

Guest favourite
Cabin in Bovina Center
4.98 out of 5 average rating, 101 reviews

Renovated 1800s Schoolhouse: Private, Scenic Stay

Wake up as natural light finds its way into the home and enjoy relaxing to the sounds and sites of nature. By day, enjoy the views from a 1500 square foot wrap-around deck and explore the adorable nearby towns of Bovina, Andes, Delhi and more. By night, star gaze from the comfort of a cozy loft or sit by the wood stove on a chilly night. The Bovina Schoolhouse offers the perfect getaway for a couple, small family, or friends. An open layout is perfect for cooking, dining and lounging.

Top Guest favourite
The front view of a single-story house is featured, with a classic red door framed by bright yellow windows. A neatly maintained lawn surrounds the property, and a decorative lamp post illuminates the entrance. A sign indicates 'All Seasons at Cedar Lake Vacation Rental.'
Home in Clayville
4.94 out of 5 average rating, 109 reviews

All Seasons at Cedar Lake- Welcome 2026

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.

Top Guest favourite
The kitchen is equipped with modern appliances, including a stainless-steel refrigerator and a gas stove. Wooden cabinets provide ample storage space. A countertop with seating is visible, and decorative lighting enhances the space. Natural light enters through a nearby window.
Home in Brookfield
5 out of 5 average rating, 112 reviews

Peaceful Hills Country Home

You will enjoy the Peace and Quiet here! Enjoy watching the Horses out to pasture. Explore the many miles of State Forest. Horse & Hiking trails right down the road and Connect with Nature. Take some time to enjoy the Swing in the Flower Garden this Spring and Summer. Relax, watch and listen to the many birds here. There is a Complete Kitchen for you to cook meals. Organic eggs are in the fridge for you to enjoy from our free range chickens. Close to Colgate/Morrisville/Hamilton Colleges.

Guest favourite
A sunlit open field is displayed, featuring lush green grass under a clear blue sky. A gentle fence runs along the perimeter, blending with the natural landscape of distant trees and rolling hills in the background.
Home in West Winfield
4.97 out of 5 average rating, 184 reviews

"Just an Ol' Farm House"

Charming COUNTRY farm house dates back to pre-civil war times, this evident by the beautiful wood work, beautiful wide plank floors. Large yard that is perfect for the kids or dog to run & play. This house is in the perfect central location of the NY COUNRY side. THERE ARE ZERO STREET LIGHTS. We are short drive to many attractions around NY. You have the entire house to yourself & your party. We are close if you need us but we value your privacy! *Please read pet policy carefully*

Top Guest favourite
The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.
Cabin in Stamford
4.97 out of 5 average rating, 315 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

Top Guest favourite
A charming two-story cottage is framed by lush greenery, showcasing a mix of wood and textured stone elements. A spacious driveway leads to the front entrance, which features a decorative door and steps that invite entry. A screened porch wraps around the front, enhancing the outdoor experience.
Cottage in Clayville
4.98 out of 5 average rating, 346 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.

Top Guest favourite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill
4.96 out of 5 average rating, 113 reviews

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Top Guest favourite
A serene lakeside patio is surrounded by lush greenery, featuring four adirondack chairs arranged around a stone firepit. The calm water reflects the surrounding hills, creating a tranquil atmosphere. Potted plants add a touch of nature to the setting.
Guest suite in Hamilton
4.95 out of 5 average rating, 202 reviews

Lakefront studio apartment near Hamilton, NY 13346

Pets stay free! Lakefront walkout basement studio apartment, steps to water. Greatroom with king & queen beds. On Lebanon Reservoir a few miles from Hamilton, Colgate University and Seven Oaks Golf Course. Room to dock your motor boat, kayak, fish & swim. Rental kayaks available within walking distance. Best view of the lake. Big starry night skys from your private outdoor firepit & covered patio with propane grill & plenty of seating.

Top Guest favourite
Apartment in West Edmeston
4.97 out of 5 average rating, 144 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 favourite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 305 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 favourite
Lush, vibrant trees display autumn colors reflecting on the calm waters of the lake. A serene shoreline is visible, dotted with boats, while two graceful sculptures of herons stand in the foreground, enhancing the tranquil lakeside setting.
Apartment in West Edmeston
4.97 out of 5 average rating, 293 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.

Popular amenities for Leonardsville holiday rentals

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  4. Madison County
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