Villa vacation 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

4.89 out of 5 average rating, 57 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

Top guest favorite

A cozy living area is featured with a warm fireplace and a mounted television above it. Two side tables are positioned beside the fireplace, enhancing comfort. Natural light enters through the windows adorned with wooden blinds, creating an inviting space for relaxation.

Villa in Galena

4.98 out of 5 average rating, 128 reviews

Wooded Golf Villa w/ Semi-private pool & King bed

✓Serene wooded retreat ✓Semi-private outdoor pool, steps away ✓Indoor pool ✓Well equipped kitchen w/modern appliances ✓Smart TV on each level w/Roku & YouTube TV ✓Computer desk ✓King bed ✓Fireplace w/supply of firewood ✓Queen sofa bed ✓2 Full baths ✓Gas grill ✓Paved walking trails nearby ✓Near hiking trails ✓North Course & Driving Range, 2 min drive ✓Owner's Club access ✓Seasonal Lake Galena access ✓Stonedrift Spa, 3 min drive ✓Downtown Galena, 15 min drive ✓Chestnut Mountain Ski, 25 min drive

Guest favorite

A playground area is featured with colorful equipment, including swings and climbing structures, set on a gravel surface. Two benches are positioned on the grassy edge, offering comfortable seating. The lodge with red siding is visible in the background, surrounded by trees.

Villa in Baraboo

4.96 out of 5 average rating, 147 reviews

HUGE! 5king,Playset>Waterparks, Dells,Devil's Lake

Welcome to Devil's Lodge! Amazing home, perfect location and unforgettable experience are all waiting for you and your group. Lodge offers 3 separate living spaces, each with large TV. Huge dining table, pool and foosball table and beautiful outdoor space with games, firepit area and playset. 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!

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

4.92 out of 5 average rating, 24 reviews

Ground level Poolside Villa on Lake Delton

Have it all within your reach at this beautiful pool side Villa! 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 favorite

A spacious villa is set against a backdrop of rolling hills and cloudy skies. The exterior features a blend of wood and grey siding, with a welcoming porch that extends around the lower level. Chickens can be seen freely roaming on the lush green lawn.

Villa in Benton

5 out of 5 average rating, 12 reviews

The stay with the story

We transformed a stone farmhouse into a spacious villa. Our little slice of heaven is just off the beaten path. The villa offers enough beds for twelve people and three additional pullout beds. There are also two sofas, two loveseats and air mattresses can be made available for larger groups. Falling in love with this amazing place? We totally understand. Ask about our special wedding packages which include exclusive rental pricing for the villa, cabin, barn and our sprawling acreage.

Guest favorite

The inviting exterior of a townhome is featured under a starry sky, with warm lighting illuminating the pathways and landscaping. The home showcases a quaint porch and large windows, contributing to its welcoming appearance. A lush lawn surrounds the structure, enhancing the property's charm.

Villa in Galena

4.97 out of 5 average rating, 39 reviews

Cozy On In w/ Us! At this stunning townhome!

Spacious 2 bedroom/2 bath bright end unit townhome in the sought after Walnut Hill Golf Villa community. Close to the North Golf Course and the driving range, this home is within walking distance to Eagle Ridge Resort and Stonedrift Spa. Wood burning fireplace, private back deck for grilling and bird watching. The home comes with not only Owners' Club passes but also entrance to a semi-private pool, where you can always find a chair, exclusively for guests of this villa group. Come Join Us!

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

4.9 out of 5 average rating, 58 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!

Top guest favorite

An illustrated vintage-style poster features a close-up of a wolf’s face, evoking a sense of wilderness. The background shows a serene natural landscape, with text indicating it represents five-star lodging in Lake Delton, Wisconsin.

Villa in Wisconsin Dells

4.94 out of 5 average rating, 33 reviews

Dells, Wolves Lodge B&B, kayaks, Mini SPA

The Original treetop master bedroom and mini spa bath. Desirable location on trendy Lake Delton. Note: Mirror lake , and Devil’s lake beaches very near by. Mini SPA FOR HER spa kit (see theme room photos) SPA setup, massage recliner, spa designed shower area, music, Egyptian cotton sheets, robe, spa products. Private property, wildlife decor, full kitchen, WiFi, fishing, mini spa, kayaking, KAYAKS (sit in/sit on) Kayak Lake Delton to Mirror Lake Continental breakfast.

Superhost

The exterior of the resort showcases a modern building set against a colorful sunset. Tall grass and shrubs line the foreground, while the lush green golf course stretches out in front. Warm lights glow from the windows, enhancing the serene atmosphere of the surroundings.

Villa in Lake Geneva

4.77 out of 5 average rating, 22 reviews

Villa Near Lake Geneva | Close to the Airport

Looking for a cozy getaway to Lake Geneva? Our comfortable two bedroom villas have got you covered! 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, indoor and outdoor pools, and horseback riding - all catered 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 favorite

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, 133 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 favorite

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, 29 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