Villa holiday rentals in Madison

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Top-rated villa rentals in Madison

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Superhost

Villa in McHenry

4.9 out of 5 average rating, 30 reviews

Fabulous Cabin

WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar

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

Villa in Lake Geneva

4.88 out of 5 average rating, 65 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!

Villa in Rockford

4.43 out of 5 average rating, 7 reviews

Rockford’s Historic Villa + CLOSE to city!

Experience the timeless elegance of Jesse Barloga's renowned architecture from the 1920s at our spacious and centrally located historic residence in Rockford, Illinois. This exquisite Italian Villa, nestled in the charming Brown Hills area near the Rock River, offers unparalleled proximity to the Rock River bike path, YMCA, and Nicholson Conservatory and is close to Downtown life. Immerse yourself in the convenience of accessing the region's finest attractions, many just a short stroll away!

Top guest favourite

Villa in Galena

4.98 out of 5 average rating, 50 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 favourite

Villa in Galena

4.98 out of 5 average rating, 144 reviews

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

✓Peaceful, nature views ✓Serene, wooded backdrop ✓Semi-private outdoor pool, steps away ✓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 favourite

Villa in Wisconsin Dells

4.95 out of 5 average rating, 38 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

Superhost

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

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!

Superhost

Villa in Wisconsin Dells

4.43 out of 5 average rating, 7 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 favourite

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

Guest favourite

Villa in Lake Geneva

4.9 out of 5 average rating, 80 reviews

2 Bedroom 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.