Villa vacation rentals in Wisconsin

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Top-rated villa rentals in Wisconsin

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Guest favourite
The three-story lake house is illuminated at night, showcasing multiple decks with railings. A stone pathway leads to the home, while outdoor seating is visible beneath the decks. Large sliding glass doors provide access to the interior, framed by well-lit landscaping.
Villa in Crandon
5 out of 5 average rating, 28 reviews

Spacious Three Story w/ Huge Decks on Clear Lake

Relax or recreate with the best that Northern Wisconsin has to offer! Take in every sunset from 3 different decks with this brand new Gulf Coast inspired lake home on private, full recreation Clear Lake in the Nicolet National Forest! Whether you come to swim, snowmobile, race or relax, this home has you covered. The home is 3 levels and houses over 3500 square feet with 4 large bedrooms (3 w/ access to the decks and lake views) and 4 full bathrooms. 12 beds that sleep a total of 19 occupants.

Guest favourite
A well-maintained lawn extends to the edge of Lake Michigan, showcasing vibrant green grass and colorful flowers. Sun loungers are positioned under a striped umbrella, providing a relaxing space with unobstructed views of the lake and sky. The tranquil turquoise water meets the horizon.
Villa in Racine
4.76 out of 5 average rating, 113 reviews

Wisconsin Lake Escape - Villa with Pvt Beach

Designed by American Architect John Randal Mcdonald in 1959, this lakefront Mid century home, perched on a bluff on Lake Michigan boasts spectacular sunrises, breathtaking 180 deg views and steps to a private beach! This designer home is a gem to recharge, escape, a honeymoon destination, a retreat, a family reunion, or a small getaway with other couples!! And if you're a digital nomad, to work in a stunning location. The sound of waves, 3 fireplaces and outdoor firepits, will rejuvenate you!

Top guest favourite
Villa in Sheboygan
4.95 out of 5 average rating, 22 reviews

Indigo Waters - Steps to the sand! 2BR | Sleeps 7!

Indigo Waters by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Step into this vibrant, updated condo where bold colors and unique touches make for an unforgettable stay. Featuring a custom mural of Sheboygan's South Pier, cozy luxury beds, a modern dining area, and a fully-equipped kitchen—ideal for cooking or hosting. Just steps from Lake Michigan’s beach, it’s the perfect place to relax, explore, and enjoy the best of the Midwest.

Superhost
A glass gazebo features a comfortable green sofa and two round, brightly patterned chairs, arranged around a small table. Natural light fills the space, highlighting views of the surrounding greenery and outdoor hot tub through the large glass panels.
Villa in Delavan
4.89 out of 5 average rating, 66 reviews

Luxury Lake Geneva retreat (hot tub, Sauna) 2-Acre

Experience Lake Geneva at its best at this centrally located, secluded Elizabethan Tudor style retreat. This property gives a new meaning to Forest Bathing! You will be surrounded by some of the largest and oldest trees in Wisconsin at this 2-acre nature conservancy. Soak in the outdoor hot tub with the best, unobstructed views of the sky. SAUNA (Paid Add-On) Outdoor Arctic wood burning cedar sauna. Seats 8-10 at a time. Available as Add-On. $40 per person minimum $200 and Maximum $300.

Guest favourite
The exterior of a spacious wooden lodge is surrounded by lush greenery. A large deck wraps around the building, providing ample outdoor space. A single red chair is positioned on the gravel path in the foreground, inviting relaxation in this tranquil setting.
Villa in Gillett
4.85 out of 5 average rating, 102 reviews

Cedar Springs Reserve, a 4 Season Lakefront Escape

Welcome to Cedar Springs Reserve. This property totals 137 acres, and borders 398 acres of shallow lake and wetlands. Winter is a time of quiet solitude. Spring a time of renewal. Summer a riot of growth with eagle, beaver, otter and loons to observe. If you enjoy fishing there are perch bass and bluegill to be teased out of the lilies, but you will have to work hard to find them. Kayaks are provided for your exploration. Boat rentals and sand beaches at Shawano lake not far away.

The exterior of the villa features a stone façade, complemented by a gray roof. A wide driveway leads to the two-car garage, surrounded by manicured landscaping. Large windows offer a glimpse into the interior spaces, while a covered porch provides shaded entry.
Villa in Chilton
4.86 out of 5 average rating, 7 reviews

Spacious Family Villa w/ Decks in Chilton!

Pets Welcome w/ Fee | 3 Kitchens | 'Through The Woods Vacation Rental' | 1 Mi to Lake Winnebago Gather loved ones and experience an unforgettable retreat at this villa in Chilton, WI! Boasting 4 bedrooms, a sleeping nook, 4.5 bathrooms, and 5,328 square feet, this impressive property offers plenty of space for your entire crew! After taking the kids to the petting farm, exploring apple orchards, or dining at a supper club, top off the evening with stargazing around the fire pit.

Guest favourite
Villa in Wisconsin Dells
4.95 out of 5 average rating, 39 reviews

Location,Location. On Lk Delton, near Devils Lake.

Private TREETOP ON LAKE DELTON, near DEVIL,S LAKE…..,5 Star! DEVIL’s LAKE, the busiest state park in Wisconsin is only 20 minutes away! The Dell View offers you the best… A day at Devils lake, nights on lake Delton. How about lunch in Baraboo? Book early to avoid disappointments like 2025 we experienced. For her, specialty soap and lotion, complementary spa robe. Private property, wildlife decor, full kitchen, WiFi, fishing, breakfast items. kayaking, KAYAKS (sit in or on)

Guest favourite
Aerial view of a lakeside home featuring a spacious deck and dock. The outdoor area includes seating and a covered boat lift. Lush green grass and trees surround the property, providing a natural backdrop to the inviting waters of the lake.
Villa in Danbury
4.91 out of 5 average rating, 23 reviews

The Water's Edge Villa

This 3-bedroom, 3-bath lake rental is the perfect spot for a memory-filled retreat. This home has all the ideal lakeside amenities: an outdoor kitchen with a gas grill, a boat dock with direct Minerva Lake chain access, kayaks, and plenty of outdoor seating areas and a firepit. When you’re not on the water, play the 9-hole disc golf on the 8-acres of private land across the road, head out to take on the ATV and snowmobile trails, or test your luck at nearby casinos.

Top guest favourite
Villa in Sheboygan
4.96 out of 5 average rating, 49 reviews

Lovely Lake Lookout - Cozy Condo Steps from Lake

Lovely Lake Lookout by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Unwind at this cozy 2BR/2BA condo just moments from Lake Michigan. Enjoy evenings by the gas fireplace, dine al fresco on the private patio, and explore nearby shops and restaurants. Fully stocked kitchen, comfy spaces, and local tips for watersport adventures. Managed with care by a local team—no waterpark access, but so much more to love.

Top guest favourite
Villa in Plymouth
4.98 out of 5 average rating, 50 reviews

Road America Oasis: 25 Acres, Hot Tub & Orchard

Race weekend retreat on 25 quiet acres — soak under the stars in the hot tub, cook for the crew in a chef's kitchen, and unwind by the fireplace. 15 min from Road America and Elkhart Lake. Hot tub, fire pit, walking trails, apple orchard, in-home gym, and 3-season sunroom in the woods. 4BR/2.5BA luxury villa sleeps 8. Quiet, private, and built for relaxation — perfect for race teams, race fans, and groups looking for a luxurious summer getaway.

Top guest favourite
The exterior of a modern home is shown, nestled among tall pine trees. The two-story structure features large windows and a welcoming front entrance. A spacious driveway leads to a two-car garage, enhancing the home's inviting appearance.
Villa in Arkdale
4.95 out of 5 average rating, 82 reviews

Pine Forest Villa w/hot tub 5 min from Lake

Enjoy this gorgeous home just 30 miles from Wisconsin Dells, located within walking distance to beautiful Castle Rock Lake and right next to Northern Bay Resort. It’s only 20 minutes from the renowned Sand Valley Golf Course, offering plenty of activities nearby! Explore Buckhorn State Park, go fishing, hiking, or visit the ATV park. In winter, enjoy snowmobile trails and skiing close by. Nestled on 1.75 acres surrounded by pine trees.

Guest favourite
A cozy living room features two sofas, a lounge chair, and a stone-surrounded gas fireplace. Natural light filters in through a nearby window, creating a warm ambiance. Open shelving displays decorative items, and the kitchen area is visible in the background with modern appliances.
Villa in Wisconsin Dells
4.86 out of 5 average rating, 43 reviews

Ground level Poolside Villa on Lake Delton

Step out from your private screened in porch to soak up some sun on the pool deck or enjoy some time on one of the 2 private beaches! The property sits on 15 acres of tall pines for beautiful seclusion while boasting a large heated swimming pool, 2 private beaches, a kid’s playground, volleyball court, horseshoe pits, & private dock. This peaceful space is private when needed, yet only minutes from all the Wis Dells attractions!

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