Villa holiday rentals in Madison

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Top-rated villa rentals in Madison

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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, 62 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!

An outdoor patio area is presented, featuring a stone pathway leading to various seating arrangements, including white chairs. Decorative garden elements, such as a stone fountain and a small statue, enhance the inviting ambiance surrounding the mansion's exterior.
Private room in Columbus

Romantic 1854 Governor Mansion Main Bedrm dogs ok

Travel back in time to a Romantic 1850's mansion for meetings, weddings, photo shoots, private events. Romantic 1850's 4BR Mansion near Madison majestically sits on the highest point in Columbia County on nearly two acres of manicured landscape. Governor James T. Lewis, the ninth Governor of Wisconsin (1864-66), led the state through the tumultuous conclusion of the Civil War. The movie Public Enemies with Johnny Depp was filmed in this town. Feather top on some of the beds. Allergic? LMK

A cozy bedroom showcases a spacious bed adorned with a textured brown bedspread and decorative pillows. Antique furniture, including a dresser and a vintage clock, complements the warm-toned floral wallpaper. Soft, natural light filters through the sheer window curtains, adding a serene ambiance.
Private room in Columbus

Romantic 1854 Mansion French Silk Bedroom Dogs ok

This listing is for 1 bedroom. The French Silk Bedroom. Travel back in time to a Romantic 1850's mansion for meetings, weddings, photo shoots, private events. The Mansion near Madison majestically sits on the highest point in Columbia County on nearly 2 acres of manicured landscape. Governor James T. Lewis, the 9th Governor of Wisconsin (1864-66), led the state through the tumultuous conclusion of the Civil War. The movie Public Enemies with Johnny Depp was filmed in town. Allergies LMK

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

Top guest favourite
The exterior of the Lodge is highlighted by a two-story structure featuring a white railing across the upper balcony, adorned with patriotic bunting and American flags. Comfortable seating is available on the porch, with stair access to the second floor.
Private room in Briggsville
4.95 out of 5 average rating, 145 reviews

The Lake Mason Lodge

Lake Mason Lodge - once an 8 unit motel has been re-imagined as large family or group lodge exclusively thru AirBnB. This “Lodge” theme allows families or large groups to gather in a common area inside or outside, to socialize on the full length upper/lower porch or around the fire-pit, gas grill gazebo or green space area, for relaxing and games. Bring your family and friends for a relaxing stay at The Lake Mason Lodge. *No pets allowed*

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!

Superhost
The exterior of a modern multi-story building is captured under a clear blue sky. The structure features a mix of wood and stone accents, along with large windows. A parking area in front is visible, highlighting a white vehicle and neatly arranged landscaping.
Villa in Wisconsin Dells
4.56 out of 5 average rating, 9 reviews

Sunset Fairways - Accessible | Chula Vista Condo

Modern, ADA-accessible studio in Chula Vista Golf Villas! Enjoy 2 queen beds + pull-out, full kitchen, smart TV, and step-free access. Privately owned unit—purchase access to Chula Vista’s waterpark & golf separately. Peaceful location near downtown Wisconsin Dells, Mt. Olympus, and outdoor adventures. Ideal for family getaways or couples' retreats. New photos coming soon—book your stay today!

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
The kitchen features wooden cabinetry and granite countertops, equipped with modern appliances including a refrigerator, oven, and microwave. A skylight above provides natural light, while bar seating is located at the counter, making the space functional for meal preparation and casual dining.
Villa in Wisconsin Dells
5 out of 5 average rating, 16 reviews

Fortress Forest Lakeside Villa

Nestled among the towering pine trees, this charming 1 bedroom, 1 bathroom villa offers a perfect blend of tranquility and natural beauty. Situated on the picturesque shores of a pristine lake, this retreat is ideal for those seeking a peaceful all season escape. .

Guest favourite
Wooden villas are seen under twilight, with warm light glowing from some windows. A snow-covered landscape surrounds the structures, along with a wooden fence framing the scene. The peaceful setting highlights the natural beauty of the area.
Villa in Wisconsin Dells
4.76 out of 5 average rating, 21 reviews

Christmas Mountain Villa

Bluegreen country TimeshareVilla 4 miles from waterpark capital of America (Wisconsin Dells), lots of things to do, water parks indoor and outdoor, gambling, hiking, winery and more

Popular amenities for villa rentals in Madison

Quick stats about villa rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at € 448 per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madison rentals

  • 5 Average rating

    Madison stays are highly rated by guests – averaging 5 out of 5!

  • Nearby attractions

    Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens

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