Vacation rentals in Town of Leon

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Top-rated vacation rentals in Town of Leon

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Top guest favorite

An A-frame cabin is nestled among tall pine trees, featuring large windows that reflect warm light at dusk. The natural surroundings create a peaceful atmosphere, with the structure blending harmoniously into the wooded landscape.

Cabin in Wild Rose

4.98 out of 5 average rating, 88 reviews

Cozy Cabin on a Lake

Come enjoy our cozy cabin nestled in the pines with frontage on a quiet lake. An all-season retreat: Canoe, fish, and swim from the dock during late spring, summer, and early fall. Boat and waterski during summer -it's a full recreational lake. Drive five minutes to Nordic Mountain - perfect for late spring, summer, and fall mountain biking or winter and early spring skiing and tubing. Enjoy the beautiful nature and lake views from inside the charmingly decorated home any time of year!

Guest favorite

The living area features wooden beams and a cozy layout. A comfortable sofa and armchair surround a wooden coffee table. A pellet stove adds warmth, while a television is mounted on the wall. Windows provide natural light, and nearby furniture includes a dining table and chairs.

Cabin in Redgranite

4.88 out of 5 average rating, 58 reviews

Wooded Tranquil Getaway

This Veteran owned charming cabin is simply adorable! Situated directly across the street from the breathtaking Pearl Lake, it offers stunning views and a serene atmosphere. For the adventurous family bring your water toys so you can enjoy the surrounding lakes and boat, waterski, swim or hike. A quick 12 minute drive to Nordic Mountain, perfect for winter skiing or tubing! Located in central Wisconsin, you'll have easy access to supper clubs, golf courses, public hunting and fishing grounds.

Guest favorite

A charming cottage exterior is presented, featuring light gray siding and a white garage door. A gravel driveway leads to the entrance, while colorful flowers are positioned near the front. Lake views are visible beyond the cottage, framed by greenery from surrounding trees.

Cottage in Winneconne

4.94 out of 5 average rating, 68 reviews

Lake Poygan Cottage where you can Fish Hunt Ride

Peaceful Lake Poygan Cottage- Our property is tucked away on a quiet dead-end road with minimal traffic. Whether you're here for world-class fishing, hunting, or an ATV/UTV adventure, our home offers the perfect balance of relaxation and outdoor fun. ✅ Spacious & Well-Kept – "Very well kept and spacious... peaceful and comfortable." ✅ Quiet & Relaxing – "The neighborhood is very quiet with primarily hunters, families on holiday, and people that fish." ✅ Boat launch less then a minute away.

Top guest favorite

A spacious studio apartment is highlighted by a large, unique chandelier above the bed. Natural light floods the area through multiple windows, illuminating the polished wooden floors and cozy seating arrangement. The open layout includes a kitchenette visible in the background, enhancing the inviting atmosphere.

Loft in Amherst

4.96 out of 5 average rating, 167 reviews

Tiny Town Bakery Flatlet

Ever wanted to see what goes on in a commercial bakery? Imagine waking to the aroma of baking bread and cinnamon rolls? Get a bird's eye view into the kitchen of the Village Hive Bakery Kitchen while staying in the newly renovated "flatlet". Salvaged & repurposed building supplies used to create a unique studio apartment above the bakery retail. Guests can enjoy the retail farmhouse table and comfortable seating space by the Main Street picture window. Cooking/baking classes available.

Guest favorite

The A-frame cabin is surrounded by mature pines, featuring a spacious lawn with a fire pit and several blue adirondack chairs. A charcoal grill is visible, and the deck includes umbrellas for shade, offering an inviting area for outdoor relaxation.

Cabin in Princeton

4.97 out of 5 average rating, 225 reviews

A-frame in the Pines

"Up North" cabin decor with modern amenities. Cute A-frame cabin nestled amongst mature red & white pines. Outside space to run & play or relax by the campfire or fireplace inside. Chargrill available. Bring your own charcoal. Living room with TV, dining area, kitchen & pantry, bathroom, & bedroom with a queen size bed on main level. The "loft" upstairs has 2 bedrooms, 1 with 2 twin beds , & the other space with a queen size bed and a reading area that opens up to your own private balcony.

Top guest favorite

The cabin features a welcoming front porch with a swing and a picnic table. A charcoal grill is positioned nearby, set against a backdrop of lush greenery. The exterior is adorned with wood siding and large windows, creating a pleasant connection with the surrounding nature.

Cabin in Hancock

4.96 out of 5 average rating, 222 reviews

Peaceful Cabin in the Woods

🌲 Welcome to Your Secluded Cabin Getaway 🌲 Escape the city and enjoy a peaceful retreat on 5 private acres in Hancock, Wisconsin, just minutes from downtown Wautoma. Surrounded by woods, our cabin offers the perfect setting to: Sip your morning coffee or an evening glass of wine on the front porch swing ☕🍷 Relax around the crackling fire pit 🔥, roasting marshmallows, and enjoying the stars ✨ This cabin is designed for comfort, relaxation, and creating unforgettable memories.

Guest favorite

A charming yellow cottage is surrounded by towering pine trees within a spacious yard. Sunlight filters through the branches, illuminating the greenery. The area offers a peaceful setting, providing an inviting space for relaxation and outdoor activities.

Cottage in Wautoma

4.87 out of 5 average rating, 45 reviews

TOWERING PINES! Charming 2 bedroom cottage WAUTOMA

This charming cottage is nestled between beautiful Irogami and Silver Lake. Centrally located within walking distance of the locally famous Silvercryst supper club. You can feel the tranquility as soon as you step outside into the 1/2 acre yard. A short walk from two boat launches on Irogami. This is the perfect get away location with golf courses, parks, supper clubs, fishing, & shopping nearby. Our cottage is a comfortable stay in a central location. A great getaway spot for all!

Guest favorite

An open second-floor area is depicted, showcasing a sleek wooden bookshelf filled with books and decorative items. A spacious bed is positioned near a window, while a cozy seating area with black leather sofas invites relaxation. Natural light streams through the windows, highlighting the wood flooring.

Cottage in Neshkoro

4.95 out of 5 average rating, 145 reviews

Pet Friendly Antique Schoolhouse with Fenced Yard

Pond Lily is truly a unique stay; a historic schoolhouse among tranquil surroundings. Beautiful traditional craftsmanship meets all the comforts of a modern home. Pet friendly with a fenced yard. A well-stocked kitchen makes for easy home-cooked meals. The layout is ideal for small groups looking to enjoy a peaceful getaway. Snuggle up by the wood-burning fireplace in the cold months or enjoy the firepit in the warm weather. For the outdoorsman, public lands are 5 minutes away.

Top guest favorite

A charming A-frame cabin is surrounded by winter scenery, displaying a spacious deck with railing. The yard features cut wooden logs arranged in a circular fire pit area, and patches of snow cover the ground among fallen leaves. Tall trees border the property, enhancing the natural setting.

Cabin in Wild Rose

5 out of 5 average rating, 33 reviews

Peaceful getaway fenced yard lots of space a-frame

Relax with the whole family at this light and bright peaceful place to stay! For the adventuring family and friends bring your water toys so you can enjoy the surrounding lakes and boat, waterski, swim or hike. Pinecone Place is a quick 10 minute drive to Nordic Mountain, perfect for winter skiing or tubing! When your done playing for the day relax by the campfire and enjoy the stars or enjoy an evening in gathered around the fireplace.

Guest favorite

The exterior of a two-story house is shown, featuring a porch and a well-maintained lawn. Large windows are visible, offering natural light to the interior. Surrounding trees provide shade, and a pathway leads to the entrance, enhancing accessibility.

Apartment in Oshkosh

4.85 out of 5 average rating, 226 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Don’t worry though, the units are completely separated so you’ll have all the privacy you desire during your stay.

Superhost

A serene lake view is captured from the cabin's deck, featuring calm waters reflecting the surrounding trees. A private dock with a blue canopy boat is visible, creating a peaceful lakeside atmosphere.

Cabin in Wild Rose

4.88 out of 5 average rating, 8 reviews

Hinterland Hideaway | Charming Lakefront Log Cabin

Welcome to The Hinterland Hideaway Cottage! — Lakefront property right on lake with dock — Steps away from public boat landing — 10 minutes away from Nordic Mountain — 2 kayaks and paddle boat available — Fire pit with outdoor seating — Gas grill and pizza oven — Dining room nook — Coffee bar — Wifi — Luxurious amenities — Backyard deck over looking lake — Central Heat and AC — NO PETS — NO SMOKING

Guest favorite

An outdoor fire pit area is surrounded by gravel and wooden posts, with four blue Adirondack chairs arranged for seating. Hanging swings are positioned under the trees nearby, providing a relaxed atmosphere for gatherings.

Home in Wautoma

4.96 out of 5 average rating, 133 reviews

Crisp Air, Cozy Fires & Lakefront Flair

Nestled by the lake, our cozy summer retreat sleeps 7 and offers sunny views, a hot tub, and an outdoor firepit with firewood. The pier is in for the season, and a pontoon boat is included May–September (weather permitting). Enjoy 2 kayaks, 2 paddleboards, & a pedal boat for fun on the water. With modern interiors and relaxing outdoor spaces, it’s the perfect place to unwind and enjoy lake life.