Villa holiday rentals in Madison

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Top-rated villa rentals in Madison

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Villa in Delavan

4.9 out of 5 average rating, 59 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 favourite

Villa in Galena

4.98 out of 5 average rating, 134 reviews

Semi-private Pool, King Bd, Near Spa, Golf, Trails

✓Near hiking trails & paved walking trails ✓Stonedrift Spa, 3 min drive ✓North Course & Driving Range, 2 min drive ✓Downtown Galena, 15 min drive ✓Semi-private outdoor pool, steps away ✓Well equipped kitchen w/modern appliances ✓Gas grill ✓Smart TV on each level w/Roku & YouTube TV ✓Computer desk ✓Fireplace w/supply of firewood ✓Queen sofa bed ✓2 Full baths ✓Owner's Club access ✓Indoor pool ✓Lake access ✓Chestnut Mountain (Ski & Zipline), 25 min drive ✓Guest favorites: "cleanliness & comfort"

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Villa in Wisconsin Dells

4.92 out of 5 average rating, 25 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 favourite

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 favourite

Villa in Galena

4.98 out of 5 average rating, 42 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!

Villa in Lake Geneva

4.9 out of 5 average rating, 61 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 favourite

Villa in Wisconsin Dells

4.94 out of 5 average rating, 34 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.

Top Guest favourite

Private room in Briggsville

4.96 out of 5 average rating, 137 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*

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Villa in Lake Geneva

4.65 out of 5 average rating, 54 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!

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Villa in Wisconsin Dells

New place to stay

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!

Villa in Lake Geneva

4.87 out of 5 average rating, 30 reviews

Secluded 3 br Villa Patio BBQ, EV-Charger! Sleeps9

Newly renovated in 2021. Located in a secluded area and surrounded by trees/woods. 5 min drive to Walmart, Target, HomeDepot, and Downtown Lake area. Close to many bars and wineries. 5min drive to Grand Geneva Ski and resort 20min drive to Alpine Valley and Wilmot Mountain Ski Resort Perfect place for great family time and lots of fun in a stylish atmosphere.

Guest favourite

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