Villa holiday rentals in Wisconsin

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Top-rated villa rentals in Wisconsin

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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
4.9 out of 5 average rating, 61 reviews

Luxury Lake Geneva retreat w/hot tub on 2-acres

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. Feel like skinny dipping? The only creatures that will be watching are the abundant variety of wildlife. Minutes away from all three lakes and all the action

The living area features a gas fireplace, a white sofa with decorative pillows, and a wooden entertainment unit. A flat-screen TV is mounted above the fireplace. The open kitchen area is visible in the background, equipped with white cabinets and essential appliances.
Villa in Lake Geneva
4.87 out of 5 average rating, 69 reviews

Interlaken Villa: Steps to Lodge Geneva National!

The perfect retreat begins at this 1-bed, 1-bath vacation rental! Nestled steps away from the Lodge Geneva National- a short walk to Lake Como - and minutes from Lake Geneva and the downtown shops and restaurants, this villa makes the perfect home base for your stay. Spend your day sipping wine at the Apple Barn Orchard & Winery or hit the links at the Majestic Oaks Golf Course. After, return to this tastefully furnished villa and enjoy a home-cooked meal and a movie night with your loved ones!

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
4.73 out of 5 average rating, 96 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!

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, 100 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.

An aerial view reveals a spacious home surrounded by snow-covered grounds. The property features a large pond, several trees, and a playground visible in the background. The brick exterior of the house contrasts with the winter landscape.
Villa in Appleton
5 out of 5 average rating, 4 reviews

Country Estate Home with Stocked Pond

Forget your worries in this spacious and serene space. This beautiful home features two large master suites, a large upper deck overlooking a private pond with it's own bridge, and a flowing dining room/kitchen/living space that provides an excellent space for gathering. The fully finished walk-out basement features a third bedroom with 3 built in twin beds, living room, bathroom, and game room. This home is also located directly across from a quiet bar for easy evening enjoyment.

Guest favourite
A five-star illustration of the Original Tree Top Villa is depicted, surrounded by tall pine trees and reflecting on the still waters of a lake. The structure features multiple levels, each with balconies, enhancing the connection to nature.
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? Mini SPA FOR HER spa products complementary.and mini SPA set up just for her, samples, robe, set up. Private property, wildlife decor, full kitchen, WiFi, fishing, mini spa, kayaking, KAYAKS (sit in or on) Continental ovati

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, 22 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! 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.

Guest favourite
The exterior of a spacious beachfront condo is captured, showcasing a charming two-story structure with a white façade, blue roof shingles, and large windows. A welcoming porch spans the front, complemented by pillars and decorative stone accents, enhancing the inviting entrance.
Villa in Sheboygan
4.94 out of 5 average rating, 31 reviews

Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi

Perfect Paradise by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfront condo—perfect for families or groups. Enjoy a luxurious master suite with a 2-person jacuzzi tub, cozy gas fireplace, and private balcony overlooking the courtyard and Lake Michigan. With 7 beds, a fully stocked kitchen, in-unit washer/dryer, and stylish living spaces, comfort and convenience come standard. Your relaxing lakeside getaway starts here.

A large outdoor pool is surrounded by lounge chairs and shaded areas. The clear blue water reflects the sky, and the pool area is complemented by well-maintained landscaping. Nearby buildings with a relaxed architectural style provide a welcoming backdrop.
Villa in Lake Geneva
4.64 out of 5 average rating, 56 reviews

Villa Near Lake Geneva, close to Lake

Our comfortalble one bedroom villa has got you covered on your next getaway! Nearby, you will find a local ski hill, plus canoeing and ziplining outfits. At the resort, you will have access to two championship golf courses, pools, seven on-site restaurants, a spa, and more - all serviced by a local shuttle service. With the additional in-suite washer/dryer and full kitchen, you will be sure to call this property your home away from home!

Top Guest favourite
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 out of 5 average rating, 23 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!

Top Guest favourite
The exterior of the beachfront condo showcases a welcoming entrance with two main doors framed by large windows. Thoughtfully landscaped gardens and a manicured pathway lead towards lush green space, offering views of rolling hills and nearby beach access.
Villa in Sheboygan
4.95 out of 5 average rating, 19 reviews

Wandering Waves | Beachfront Lake Michigan Stay!

Wandering Waves by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. Wake up to sweeping Lake Michigan views in this stylish 2BR/2BA beachfront condo! Just steps from the sand, you’ll enjoy sunrise mornings, wave-filled nights, and unbeatable beach access. Inside, a modern open layout offers a fully equipped kitchen, cozy living area, and private patio with serene water views.

Superhost
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
4.84 out of 5 average rating, 37 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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