
Villa holiday rentals in Madison
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Top-rated villa rentals in Madison
Guests agree: these villas are highly rated for location, cleanliness and more.

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

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!

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!

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 $250 and Maximum $400.

Bordeaux Room at the Inn at Wawanissee Point
This gorgeous accommodation is a resplendent room that epitomizes a romantic getaway with a private massage tub and vistas overlooking the beautiful countryside of Baraboo, Sauk County, Wisconsin. Guests can bliss out in nature at this quiet bed and breakfast tucked away in the forested area atop the Baraboo Bluffs of Wisconsin. This romantic suite has polished hardwood floors and mimics an escape to the vineyards of the French countryside with cabernet walls and classical furniture

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? Book early to avoid disappointments like 2025 we experienced. For her, specialty soap and lotion, complementary spa robe. Private property, wildlife decor, full kitchen, WiFi, fishing, breakfast items. kayaking, KAYAKS (sit in or on)

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!

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!

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!

Sunset Fairways - Accessible | no stairs.
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.

Exceptional Comfort 8 bed 6 ba 20 min - Madison
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
Popular amenities for villa rentals in Madison
Private villa rentals

Exceptional Comfort 8 bed 6 ba 20 min - Madison

Ground level Poolside Villa on Lake Delton

Fabulous Cabin

Scenic South Course Villa, Fireplace & loaded w/St

Woodland Vista Retreat on Creekwood - Patio, Grill

2 BR Lock-off Villa at Lake Geneva's GRAND Resort

Galena Territory 2BR Condo | Semi-Private Pool

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

Exceptional Comfort 8 bed 6 ba 20 min - Madison

Prime Fontana, WI, Location with Lake Views

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

Living the High Life Pool House

The Lake Mason Lodge

Location,Location. On Lk Delton, near Devils Lake.

Villa Near Lake Geneva | Close to the Airport
Villa rentals with a pool

Scenic South Course Villa, Fireplace & loaded w/St

Amazing Golf Views, Fireplace & Pool Access!

Creekwood Haven - Quiet 2 BR, Fireplace w/Access 2

Galena Territory 2BR Condo | Semi-Private Pool
Quick stats about villa rentals in Madison

Nightly prices starting at
Madison holiday rentals start at £385 per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals

5 Average rating
Madison stays are highly rated by guests – averaging 5 out of 5!

Nearby attractions
Madison’s top spots include Henry Vilas Zoo, Wisconsin State Capitol and Olbrich Botanical Gardens
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- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Cascade Mountain
- House on the Rock
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Chazen Museum of Art
- Governor Dodge State Park
- Overture Center For The Arts
- Camp Randall Stadium
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- American Players Theatre
- Alliant Energy Center




