Villa vacation rentals in Madison

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Top-rated villa rentals in Madison

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An aerial view of a single-family home nestled among lush greenery. The property features a circular drive and a fire pit surrounded by gravel. The outdoor jacuzzi is positioned on a deck, offering an inviting outdoor space. Tall trees provide a natural canopy.

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!

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

Top 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 The Galena Territory

4.98 out of 5 average rating, 51 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 Owners' Club passes as well as entrance to a semi-private pool, where you can always find a chair, exclusively for guests of this villa group. A NO PET zone home!

Top guest favorite

Villa in The Galena Territory

4.98 out of 5 average rating, 146 reviews

King bed, Wood Fireplace, Near Spa, Golf, Trails

✓ Peaceful, nature views ✓ Serene, wooded backdrop ✓ Lovely Fall colors ✓ Well equipped kitchen w/modern appliances ✓ Gas grill on deck ✓ Smart TV on each level ✓ Computer desk ✓ Fireplace w/supply of firewood ✓ King sized bed ✓ 2 Full baths ✓ Near hiking trails & paved walking trails ✓ Stonedrift Spa, 3 min drive ✓ North Course & Driving Range, 2 min drive ✓ Downtown Galena, 15 min drive ✓ Owner's Club access ✓ Indoor pool ✓ Lake access ✓ Chestnut Mountain (Ski & Zipline), 25 min drive

Guest favorite

A serene view of a calm lake surrounded by lush green trees and well-maintained landscaping, with a boat dock visible on the water. A stone building is situated on the left, adding a rustic charm to the peaceful lakeside setting.

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 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, 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*

Superhost

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!

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

4.83 out of 5 average rating, 35 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 favorite

An aerial view of the living room is displayed, showcasing a dark leather sectional couch positioned around a textured area rug. A wooden coffee table is centered in the space, while a flat-screen television is positioned next to a large stone feature wall. Natural light fills the room through large windows.

Villa in The Galena Territory

4.89 out of 5 average rating, 132 reviews

Spring Creek Sanctuary-2BR-Owners’ Club Access

Welcome to Spring Creek Sanctuary! This 2BR/2BA condo in Galena Territory offers comfort and nature. Relax by the wood-burning fireplace, cook in the modern kitchen, or unwind on the private deck with wooded views. Enjoy Owners’ Club amenities—pools, fitness, game room, tennis—plus nearby golf, trails, and Lake Galena. Just 15 minutes to historic downtown Galena, shopping, dining, and wineries!

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

4.5 out of 5 average rating, 8 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 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, 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