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, 60 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 welcoming living area features a large circular table in the center, surrounded by comfortable seating. Natural light streams through multiple windows, highlighting the wooden accents and beams in the ceiling. A bookshelf displays various items, adding warmth to the space.

Cottage in Neshkoro

4.95 out of 5 average rating, 208 reviews

Nostalgic Lakehouse with Ferry Pontoon & Hot Tub

This thoughtfully restored 1960s cottage sits on peaceful Spring Lake: perfect for swimming, fishing, and creating nostalgic memories lake with your family. Outside you'll enjoy a beautiful private backyard with a hot tub, paddle/solar-powered pontoon boat, yard games, fire pit, fishing poles, and dock. Inside you'll make lifelong nostalgic memories with the huge selection of 1980/90s video games, Goosebumps books, board games & VHS films. Centrally located in an activity-filled area of WI!

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.

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, 223 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

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.

Guest favorite

A three-level rustic retreat showcases a red exterior with multiple decks and pathways. Surrounded by greenery, the structure is positioned beside flowing water. Stairs lead up to the entrance, and an inviting outdoor space offers steps down toward the creek side.

Cottage in Wautoma

4.88 out of 5 average rating, 40 reviews

Mt. Morris Mill Historic Creek-Front Condo

This rustic retreat is in the Historic Mt. Morris Mill, with the river flowing through the building from Lake Morris. Experience the serene atmosphere of the flowing water just outside your doorstep. Enjoy the coffee shop located on the other side of this condo. Kayak in the creek in the private backyard or walk across the street for provided lake access on a watersports chain of lakes. Only 5 minutes from Nordic Mountain. Perfect for a couple's retreat or family getaway.

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

A blue cabin is nestled among greenery in a spacious yard, with manicured shrubs lining the gravel driveway. Tall trees surround the property, providing a tranquil atmosphere. A neighboring building is visible, contributing to the serene setting of the retreat.

Home in Winneconne

5 out of 5 average rating, 11 reviews

The little blue jay

Welcome to The Little Blue Jay, a cozy blue cabin nestled in a semi-secluded spot by the lake. This peaceful retreat offers two comfy bedrooms, an open living area and kitchen, and large windows with beautiful lake views. Enjoy a spacious bathroom and a generous yard perfect for relaxing, playing, or evening bonfires. Whether you’re seeking a quiet escape or outdoor adventure, The Little Blue Jay is the perfect place to unwind and recharge.

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

Top guest favorite

A modern kitchen space features a central island with barstools, accompanied by pendant lighting overhead. Nearby, a cozy living area is visible with a sectional sofa and artwork adorning the walls. Natural light fills the room through multiple windows, enhancing the inviting atmosphere.

Apartment in Waupaca

4.97 out of 5 average rating, 183 reviews

Contemporary Retreat | Steps from Chain O' Lakes

Mid-century modern meets old-fashioned hospitality. A newly (and lovingly) remodeled duplex in the lakeside hamlet of King. Just steps from the pristine Chain O' Lakes, restaurants, boat-rentals, bars, shopping and more. Perfect for cottage overflow, an extended executive assignment, or road-trippers passing through Central Wisconsin to all points beyond.