Holiday rentals in Leonardsville

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Top-rated holiday rentals in Leonardsville

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A tiny cabin with a unique Japanese-inspired design is nestled among tall trees, accompanied by a gravel pathway and a small fire pit. The cabin's natural wood exterior blends with the forest surroundings, creating a serene atmosphere beside a flowing brook.
Cabin in Downsville
4.87 out of 5 average rating, 338 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Top guest favourite
Home in Hamilton
4.97 out of 5 average rating, 148 reviews

*All Decked Out* Lakefront, Kayak, Fish & Colgate!

Lakefront cottage on Lebanon Reservoir in Hamilton, NY! Enjoy time together around either campfire, paddleboard, kayak (6 provided), and chill out on the 4 person tube! Bring your fishing gear, play games, swim, cookout on the Weber or Blackstone grill. Simply relax at the lake and get some sun on the private dock! Take in the lakeview on the covered porch, sitting in an Adirondack chair. The perfect spot for your getaway. 10 minutes from Hamilton/Colgate. Enjoy Central NY's finest!

Top guest favourite
Home in Brookfield
5 out of 5 average rating, 117 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
Home in Hamilton
4.94 out of 5 average rating, 102 reviews

Modern Lake Retreat, Sleeps 8, 5 min to Colgate

- 🌅 Waterfront lake views - 🚣 Self-serve kayaks & paddleboard - 🛏️ 2 bedrooms + trundle bed + pull-out couch (sleeps 8) - 🎓 5 minutes to Colgate University - 🕹️ Giant Connect Four - 🎯 Lawn games - 🔥 Electric fireplace - 🍳 Fully stocked kitchen - ☕ Drip & Keurig coffee maker - 🛁 Linens & towels provided *⚠️ Lake Moraine is currently drawn down 10 ft through 2028 for a NYS dam project. Kayaking, paddleboarding, and fishing continue unaffected at the Colgate Boathouse next door 🚣*

Top guest favourite
Cottage in Clayville
4.98 out of 5 average rating, 347 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 charming chalet is set against a backdrop of tall trees and a wide sky. A vehicle is parked in the gravel driveway, which leads to the entrance. The building features a distinct star accent and a sloped green roof, enhancing the rustic aesthetic.
Cabin in Hubbardsville
5 out of 5 average rating, 47 reviews

The Chalet at Surface Acres

• Unmatched peace and quiet • Fully outfitted vegetarian kitchen (see details) • Two bedrooms (full and queen) • Cozy loft with forest and valley views • New laundry machines • 8.5 miles to Colgate campus • Beautiful live edge dining table • Organic coffee, tea, and popcorn • Bluetooth stereo • Fast WiFi and sit-stand desk for work. • Many outdoors attractions nearby (see "other details" section for winter considerations if you are staying during winter)

Guest favourite
A rustic cabin is nestled among lush trees, featuring a metal roof and warm, inviting windows. Soft lighting from the windows enhances the natural surroundings, while a stone walkway leads to the entrance, blending harmoniously with the forest landscape.
Place to stay in Downsville
4.88 out of 5 average rating, 225 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 favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow
4.96 out of 5 average rating, 858 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Guest favourite
Cabin in Edmeston
4.95 out of 5 average rating, 38 reviews

Pondside Chalet · Loft Soaking Tub · Sauna+Hot Tub

Welcome to the Oasis Skylight nestled on 10 acres of land in natural surroundings. A stylish retreat that blends luxury and nature with vaulted ceilings, sleek black-and- natural wood design, and panoramic windows. Enjoy a fully stocked chef’s kitchen, cozy custom nooks, and a lofted soaking tub. Outside, unwind in the hot tub sauna and spa or by the beautiful pond, all surrounded by serene mountain views.

Top guest favourite
Flat 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.

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
4.98 out of 5 average rating, 317 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.
Flat in West Edmeston
4.97 out of 5 average rating, 295 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

  1. Airbnb
  2. United States
  3. New York
  4. Madison County
  5. Leonardsville