Villa vacation rentals in Wisconsin

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Top-rated villa rentals in Wisconsin

Guests agree: these villas are highly rated for location, cleanliness, and more.

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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, 72 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 at this 2-acre nature conservancy. Soak in the outdoor hot tub with the best, unobstructed views of the sky. SAUNA (Add-On) Outdoor Finnish wood burning cedar sauna. Seats 10+ persons. $100 per reservation for unlimited sauna use. This includes firewood, extra towels and additional cleaning personnel. Water buckets available seasonally.

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Guest favorite

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, 107 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.

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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

4.8 out of 5 average rating, 15 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.

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Top guest favorite

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

4.94 out of 5 average rating, 33 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.

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Guest favorite

Villa in Sheboygan

4.92 out of 5 average rating, 50 reviews

The Cottage - Beachfront Condo on Lake Michigan

The Cottage by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Escape to this newly renovated beachfront condo nestled along the serene shores of Lake Michigan. Indulge in modern comforts, soak in breathtaking views, and savor the ease of direct beach entry. Your lakeside sanctuary awaits. Experience the warmth and charm of Sheboygan's South Pier with unparalleled lake access—a premier destination!

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Superhost

Villa in Racine

4.75 out of 5 average rating, 125 reviews

Mid-Century Lake Michigan Escape | Private Beach

Wake up to the sun rising over Lake Michigan. Wisconsin Lake Escape is a one-of-a-kind 1959 mid-century lakefront home perched above Lake Michigan, with breathtaking 180° water views and your own private beach below. Designed by noted American architect John Randal McDonald, the home features dramatic floor-to-ceiling glass, three fireplaces, expansive gathering spaces and unforgettable views. Come for the lake. Stay for the people you came with.

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Top guest favorite

Natural light streams through large windows, filling a spacious living area with a warm glow. High wooden ceilings enhance the inviting atmosphere. Comfortable seating arrangements are positioned to appreciate the stunning views, while a dining table is visible, nestled in the corner.

Villa in Cleveland

5.0 out of 5 average rating, 27 reviews

Whistling Straights, EAA, NFL Draft, Road America

Incredible Lake Views from our wrap around deck and large lower patio! Private 1.5 acre Villa. 3 Fire Pits. 2 Indoor Fireplaces. Perfect location for Golf Weekends, Packer Games, NFL Draft, EAA, Racing Weekends and Friend Gatherings! Gourmet kitchen. Wood Fire Pizza oven. Just 5 Minutes off the Interstate! Witness incredible sun/moon rises over the lake, bird watching, wildlife, yard games and sea glass hunting at Hika Bay beach!

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Top guest favorite

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

4.96 out of 5 average rating, 94 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.

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Guest favorite

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

4.89 out of 5 average rating, 53 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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Top guest favorite

The exterior of a mid-century modern tri-level home is showcased amidst a spacious green yard. Surrounding trees provide shade, contributing to the peaceful ambiance of the property. A large driveway is visible, accommodating multiple vehicles.

Villa in Hales Corners

4.93 out of 5 average rating, 59 reviews

Beautiful 6 bedroom with Heated Pool & Jacuzzi

Relax with the whole family at this peaceful place to stay right in the middle of beautiful Whitnall Park. You won't find a more peaceful view of the woods and park. Our beautiful home has a large heated pool with brand new 6 person jacuzzi. Brand new Kitchen and updated bathrooms. Master suite is very romantic with steam shower, jacuzzi tub, and luxury bed and fireplace. Family Friendly OR Romantic Getaway!

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Guest favorite

Villa in Sheboygan

5.0 out of 5 average rating, 12 reviews

Breezy Beach | Villa 75 Steps from Lake Michigan

𝐁𝐫𝐞𝐞𝐳𝐲 𝐁𝐞𝐚𝐜𝐡 by 𝐆𝐫𝐞𝐚𝐭 𝐋𝐚𝐤𝐞𝐬 𝐆𝐞𝐭𝐚𝐰𝐚𝐲𝐬! Just 75 steps from Lake Michigan, this charming villa is ideal for your next getaway. Enjoy fishing, boating, hiking, golf, and nearby restaurants, bars, and mini golf. Family fun awaits at the resort’s arcade, while Kohler Resort and Road America are only a short drive away.

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Guest favorite

Villa in Lake Geneva

4.9 out of 5 average rating, 86 reviews

2 BR Lock-off Villa at Lake Geneva's GRAND Resort

Enjoy a spacious, two-bedroom lock-off villa that sleeps up to 8 adults at the AAA 4-Diamond GRAND GENEVA RESORT, voted one of the top resorts in the Midwest by Condé Nast Traveler. Comfortable accommodations and countless resort amenities make for a fun and relaxing getaway.

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