Villa vacation rentals in Madison

Updated & Upscale! Near Golf, Spa, Pool and Paths!

This split-level, pet-free Townhome has been completely updated throughout. Upstairs you will enjoy a bedroom with king bed, en-suite and TV. The main gathering area offers a completely renovated kitchen, featuring Peet's coffee and Bigelow teas, dining and lounge area, fireplace, a second full bath, and access to the outdoor deck and gas grill. Serve dinner at the kitchen counter bar, the dining area table, or indulge in nibbles and beverages under the stars on the patio deck. Simply Luxurious!

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. $40 per person minimum $200 and Maximum $300.

2 Bedroom 2 Bathroom Villa in Christmas Mountain

-Central AC -Fully equipped kitchen with microwave and dishwasher - Dining room area -Living room - queen size sleeper sofa, sleeps 2, television, wood or gas Fireplace, loveseat, chair, and ottoman -Downstairs bathroom is a full bathroom with shower stall -Washer/dryer in unit -Master BR has king size bed, fireplace, television & full dresser -Guest BR has a queen size bed -Upstair bath is a full bath with shower stall -Screen porch with patio furniture and Jen-air grill -Free WiFi

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*

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!

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.

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!

Galena Territory 2BR Condo | Semi-Private Pool

Enjoy nature’s splendor (and a semi-private pool!) at Walnut Hill Hide-a-way, a cozy 2BR/2BA condo in the Galena Territory. Relax in the living room with fireplace, cook in the well-stocked kitchen, or unwind on the deck with wooded views. Perfect for families or small groups, with pool access just a 1–2 minute walk and other Territory amenities to enjoy during your stay!

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.

Forest Fortress 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. .