Villa holiday rentals in Madison

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!

Luxury Lake Geneva retreat (hot tub, Sauna) 2-Acre

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. SAUNA (Paid Add-On) Outdoor Arctic wood burning cedar sauna. Seats 8-10 at a time. Available as Add-On. $150 per reservation for unlimited sauna use.

Prime Fontana, WI, Location with Lake Views

Built in 2025 and nestled in the heart of Fontana-on-Geneva Lake, this 4bd, 3.5 bath villa offers beautiful lake views and an unbeatable location. Just 0.2 miles from the lake and public beach, makes it easy to enjoy swimming, boating, dining and shopping. Whether you’re planning a relaxing getaway, a family vacation, or a weekend with friends, this villa offers comfort, convenience, and one of the best locations in Fontana. We look forward to hosting you!

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*

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!

Sunset Fairways - ADA Accessible | Waterpark

LAND OF NATURA VOUCHERS INCLUDED $25 OFF/Per Person. Memorial Day - Labor Day 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.

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.

Lakeview Condo at Island Pointe

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. .

B&B near Madison WI

Wake up to the aroma of country air and freshly brewed coffee at this enchanting bed and breakfast near Madison, Wisconsin!

Charming Inn Stay, Sauk County WI

Indulge in a romantic getaway at this luxurious in in the sweeping countryside of Baraboo, Sauk County, Wisconsin!