Villa holiday rentals in Wisconsin

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Top-rated villa rentals in Wisconsin

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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, 70 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!

Top 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.

Superhost
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
4.74 out of 5 average rating, 105 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!

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, 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.

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
The exterior view of the condo showcases a welcoming entrance with a private porch, adorned with white columns and railings. Lush landscaping enhances the property, and a subtle name sign identifies the villa, creating a charming and inviting atmosphere for guests.
Villa in Sheboygan
4.96 out of 5 average rating, 46 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.

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
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, 38 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!

Guest favourite
An aerial view of the Shoreline Sanctuary highlights its spacious, two-story structure with a red-tiled roof and large balconies. Surrounding green spaces and pathways are visible, enhancing the inviting beachfront setting. The property is designed to accommodate guests seeking a lakeside retreat.
Villa in Sheboygan
4.94 out of 5 average rating, 17 reviews

Shoreline Sanctuary | Family Beach Villa with Deck

Shoreline Sanctuary by Great Lakes Getaways! This stunning 4-bedroom, 3-bathroom beachfront villa on Lake Michigan offers breathtaking views and direct access to the sand. With 4 queen beds, 1 king, and a twin bunk, it’s perfect for families or groups. Enjoy a fully stocked kitchen, spacious living areas, and an expansive deck for relaxing to the sound of waves. Unwind with unforgettable sunsets and peaceful lakeside mornings.

Top Guest favourite
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, 46 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!

Guest favourite
Two-story condos are seen, featuring spacious balconies and large windows. The manicured lawn is well maintained, with a gentle slope leading up to the buildings. A few trees and clouds are visible in the background, creating a peaceful outdoor environment.
Villa in Deerfield
5 out of 5 average rating, 30 reviews

Beautiful 8Br/6Ba 20min - Alliant Energy Center

Exclusive Condos constructed with high end finishes and amenities next to woods, hiking/biking trails and near several lakes. Pricing is for both sides and 2 night minimum. You can book each side separately. Search YouTube Video: 217 Oak Savannah Walkthrough Deerfield Wisconsin & 221 Morningside Dr Deerfield Wisconsin 7/25/24

Guest favourite
A stone entrance gate with a tower stands at the beginning of a well-maintained road. Lush green trees line both sides of the driveway, providing a natural frame for the welcoming entryway to the resort.
Villa in Lake Geneva
4.9 out of 5 average rating, 80 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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