Vacation rentals in Leon

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Top-rated vacation rentals in Leon

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Guest favorite
A charming lakeside home is nestled among lush greenery. The structure features a wooden deck extending from the front, complemented by a stone chimney. Tall trees surround the property, creating a serene atmosphere, with the outdoor space designed to blend with the natural landscape.
Home in Wautoma
4.87 out of 5 average rating, 132 reviews

Lakefront Home on quiet sandy lake! All seasons

Alpine Cottage, LLC is a Beautiful lakeside home. A wall of windows facing the lake. Giant 2-acre lot feels like you're entering the wilderness, with huge lake frontage. 40-foot deck overlooking Lake Alpine, a sand-bottom lake full of fish. Swim next to the dock (shallow). Gentle sloping path to lake- no steps. Gas fireplace to stay cozy on cool nights. Your own dock, pedalboat, canoe, kayaks, toys and forest to explore. Summer fun and 5 min. to skiing, tubing, snowshoeing, snowmobiling.

Top guest favorite
The exterior of the home showcases a single-story structure with a stone facade and a welcoming front door. A well-maintained lawn is bordered by a concrete walkway, with mature trees adding greenery to the setting. A chimney is visible on the roof.
Home in Waupaca
4.95 out of 5 average rating, 209 reviews

Entire House, hot tub, dogs, way cool bathrooms.

Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, fenced in yard, clamshell & sunken tub showers, and tasteful décor, relaxing. Waupaca is centrally located to many places you may wish to go. We have a beautiful park system, 22 connected lakes, wonderful culture, arts, library, main street, and best of all friendly people. Outdoors is fishing, silent sports, kayaking, tubing, hiking trails, and so much more. ATV/UTV friendly.

Guest favorite
Cottage in Princeton
4.96 out of 5 average rating, 220 reviews

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cute little cottage located right on the Fox River overlooking the peacefulness nature has to offer. Enjoy your very own private dock as well as 200 feet of river frontage surrounded by tall mature trees. Be submerged by the community of fishermen (& women) located on Puckaway Lake, surround yourself with wildlife, or paddle down the Fox River. Soak up the sun on the dock or learn how to build the best fire in the fire pit! The adventure is all around you! Which one will you be choosing?

Superhost
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
4.92 out of 5 average rating, 235 reviews

Nostalgic Lakehouse with VHS, Nintendo & 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
The exterior of the barn features a sleek black facade with white trim, including multiple windows that allow natural light to enter. A wooden fence provides privacy, and the entrance is marked by a simple white door. Lush greenery surrounds the barn, enhancing its rustic charm.
Cabin in Princeton
4.99 out of 5 average rating, 126 reviews

Private Riverfront, Converted Barn *EV Charger*

Fox River Barn is located in a picturesque setting with stunning views of the Fox River in Princeton, WI. This 1940s barn has been lovingly converted into a comfortable living space with modern features and amenities, making it the perfect retreat for a romantic getaway or a peaceful escape from the city. Inside, the bones of the barn are present. From beams and rafters on the main level to the tall, gable barn ceiling. Just imagine all the different ways the barn had been used over time.

Top 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, 234 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
A private fishing dock extends into the calm water, framed by tall trees and vibrant flower arrangements. Sunlight filters through the leaves, casting gentle shadows on the grassy shoreline adjacent to the lake.
Apartment in Waupaca
4.98 out of 5 average rating, 194 reviews

Columbia Lake Sunset View

Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. Close to Hartman Creek State Park to access trails. Please be aware that a close venue has bands/music that can easily be heard when outside and the music may be heard when indoors. Three night minimum Memorial Day weekend - Labor Day weekend.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 234 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Guest favorite
A cozy bedroom features a metal framed bed with fresh linens and a decorative throw. Light-colored walls contrast with a wood accent wall. Two large windows provide natural light, with sheer white curtains framing the view. A bedside lamp and a small side table complete the space.
Guest suite in Waupaca
4.92 out of 5 average rating, 266 reviews

Adventure Outpost for 8 near Chain O Lakes

We’re located just outside of town with easy access to all that the beautiful Waupaca area has to offer. Only 10 minutes from the Chain! The property is surrounded by Maple and Oak mature forest yet has an open meadow perfect for picnics and star gazing. It is beautiful here; you can rest and recharge close to nature. Adventure Outpost is totally updated and designed for your comfort and convenience. The space is cozy, light and refreshing and big enough for the whole family!

Top guest favorite
A private cabin is set among lush greenery on a wooded retreat, surrounded by tall trees. A paved driveway leads up to the cabin, which features a charming exterior. The serene atmosphere is complemented by the clear view of the nearby lake through the trees.
Home in Redgranite
5 out of 5 average rating, 10 reviews

Shilo Woods * Escape - Restore - Reconnect

🌲 Shilo Woods – Where the Forest Heals Welcome to Shilo Woods, your serene escape tucked deep within a 95-acre private forest. This peaceful cabin sits at the end of a quiet dead end road, surrounded by towering trees, abundant wildlife, and unforgettable sunset views over a private kayaking lake. Whether you're here for a cozy retreat, outdoor adventure, or the simple joy of being away from it all, this space invites you to slow down, breathe, and reconnect.

Top guest favorite
The modern exterior of the home is framed by tall pine trees, with a carport extending to one side. Clean lines and dark siding give the structure a contemporary look. A gravel driveway leads up to the entrance, inviting guests into a serene wooded setting.
Home in Waupaca
4.99 out of 5 average rating, 135 reviews

The Raven

Nestled in a quiet, wooded neighborhood, The Raven boasts all the comforts and conveniences of home while offering the peace that only comes when you get away from it all. We're just ten minutes from charming restaurants, local shops, the chain of lakes, and only five minutes from Hartman Creek State Park and the Ice Age National Scenic Trail. Whether to relax, to recharge, or to explore, welcome to your modern escape to the woods. Welcome to The Raven.

Top guest favorite
An outdoor hot tub is filled with bubbling water, surrounded by a blue-paneled wall. A small table holds two glasses and folded towels, while a seating area is visible in the background, complemented by flowers in the foreground.
Home in Wautoma
4.97 out of 5 average rating, 147 reviews

Private Lakefront w/ Hot Tub & Pontoon

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.

Popular amenities for Leon vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Waushara County
  5. Leon