Villa holiday rentals in Wisconsin

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Top-rated villa rentals in Wisconsin

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Guest favourite

Villa in Baraboo

4.97 out of 5 average rating, 116 reviews

HUGE! 5 King, 86"TV, Playset > Dells, Devil's Lake

Welcome to Devil's Lodge! Amazing home, perfect location and unforgettable experience are all waiting for you and your group. Bring your family or friends and have a fantastic time at our beautiful home. Everyone has their seat reserved at The Table and ton of fun is waiting in the game room. For those looking for adventure, Devil's Lake, Wisconsin Dells attractions, Casino, shopping, nightlife, restaurants and ski hills are short drive away. Please contact us before booking for best pricing!

Guest favourite

Villa in Delavan

4.93 out of 5 average rating, 46 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

Superhost

Villa in Columbus

4.67 out of 5 average rating, 3 reviews

1854 Governor Lewis Mansion Stays Retreats

Travel back in time to Romantic 1850's for stays, retreats, meetings, weddings, photo shoots, private events. 1850's 4BR -5 BR Mansion near Madison majestically sits on the highest point in Columbia County on nearly two acres of manicured landscape. James T. Lewis, the ninth Gov of Wisconsin (1864-66), led the state through the tumultuous conclusion of the Civil War. In order to make the home open to more guests, each additional bed add $30. Guests will receive a money request after booking.

Guest favourite

Villa in Gillett

4.88 out of 5 average rating, 81 reviews

Cedar Springs Reserve, a 4 Season Lakefront Escape

Welcome to Cedar Springs Reserve. This lake front property is 137 acres, and surrounds 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

Villa in Racine

4.94 out of 5 average rating, 35 reviews

Wisconsin Lake Escape - Designer Waterfront Villa

Designed by renowned American Architect John Randal Mcdonald, this Mid century home perched on a bluff overlooking Lake Michigan boasts spectacular sunrises and breathtaking 180 degree views of Lake Michigan. This premium home has everything it takes for a peaceful, unique getaway to recharge and restore, a perfect honeymoon destination, a girls retreat, a family reunion, a date outing with other couples, or a micro wedding! Or simply to work peacefully if you're a digital nomad. Or as a gift!

Guest favourite

Villa in Crandon

5.0 out of 5 average rating, 16 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

Villa in Wisconsin Dells

4.88 out of 5 average rating, 139 reviews

Peaceful Escape-Winter Fun! Ski, Fish, Snowboard!

Long weekend getaway? Girls Spa Weekend? Family vacation? One of the nicest Villas at the Island Pointe Resort just got better with a newly remodeled kitchen! All the fun of the Dells with none of the noise. Spacious yet cozy 2BD 2BA condo. The unit overlooks the peaceful grounds on Lake Delton. The 2nd-floor unit is the perfect combination; a quiet escape, a short drive to the Dells attractions, Skiing, Spa, yet you feel a million miles away from the traffic & noise. Come relax & rejuvenate.

Guest favourite

Villa in Racine

4.95 out of 5 average rating, 87 reviews

Gorgeous historical mansion on Lake Michigan

Welcome to the historic Carpenter House! This is an opportunity to stay in a former Bed & Breakfast overlooking Lake Michigan. A historical neo-classical home built in 1896 with tons on history. The home was completely renovated a few years ago. Wake up and sit on the front porch and enjoy the beautiful view of Lake Michigan. The house is located in the historical district in Racine. The home boasts a ballroom on the 3rd floor that is suitable for small events and a private cute garden.

Guest favourite

Villa in Sheboygan

4.93 out of 5 average rating, 60 reviews

Just 75 steps from the shore of Lake Michigan

This listing is for the villa only. Blue Harbor water park passes are not included and currently unavailable to purchase separately. Just 75 steps away from the sandy shores of Lake Michigan. Great fishing, boating, hiking and golf ALL walking distance or nearby. The pier where the villa is located has great restaurants, bars, mini golf etc also just a short walk. The resort's game arcade is next door as well. Kohler Resort is a short drive away. Road America just 20 minutes away.

Guest favourite

Villa in Lake Geneva

4.92 out of 5 average rating, 51 reviews

Interlaken Villa w/ Patio, Steps to Ridge Resort!

The perfect retreat begins at this 1-bed, 1-bath vacation rental! Nestled steps to the Ridge Hotel - 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!

Superhost

Villa in Sheboygan

Luxury Villa on Lake Michigan!

Welcome to the ideal place on Lake Michigan for a family beach getaway, wind surfing, fishing, bachelorette weekend, golfing trips, and more! We take a comprehensive approach to cleanliness. All linens will be washed after each stay and the unit will be thoroughly cleaned. Enjoy: direct access to Lake Michigan beach, a walk/drive to restaurants, cafes, downtown, public beach, and parks. Try your hand at sailing, paddleboarding, or kayaking, golfing and fishing.

Superhost

Villa in Lake Geneva

4.64 out of 5 average rating, 45 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!