Holiday rentals in Waunakee

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Top-rated holiday rentals in Waunakee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 639 reviews

YurtCation

YurtCation is an off-grid getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. The yurts are about 80 feet from the lake’s ordinary high water mark to comply with zoning. We are fully permitted and have many repeats.

Guest favourite
A serene landscape at sunset features a vibrant sky with orange and purple hues. Two horses graze peacefully in a green field, framed by tall trees silhouetted against the colorful backdrop.
Farm stay in Dane
4.92 out of 5 average rating, 25 reviews

Rusty Spur Retreat

Escape to Rusty Spur Retreat, a tranquil country retreat on 5 acres. This spacious lower-level unit offers full privacy with its own entrance. Windows fill the space with natural light and offer scenic views of the surrounding land. Whether you prefer hiking, boating, or simply unwinding, Rusty Spur is the perfect place to recharge and enjoy the beauty of southern WI. Step outside, settle into a rocking chair, and sip your coffee with a front-row seat to nature—and sometimes, a horse or two.

Superhost
A view from the breakfast nook captures a sunset over Lake Mendota. The serene water reflects hues of orange and gold, while a grassy area and few remnants of snow are visible. A coffee maker and glass kettle rest on the windowsill, enhancing the cozy setting.
Guest suite in Waunakee
4.82 out of 5 average rating, 324 reviews

Private guest suite on beautiful Lake Mendota

Cozy guest suite/basement apartment with separate entrance for nature lovers. Lake and capitol views from breakfast nook with microwave and mini fridge and coffeemaker. Full kitchen coming fall 2025. Quiet, woodsy, neighborhood adjacent to Governor Nelson State Park. Completely painted and updated 7/25/24. Tiki level, pier, and kayaks for guest use. People love the views, the hot tub and woods. It is a 1929 cabin so many stairs, some indoor insects and limited space. Well behaved pets welcome!

Top guest favourite
Guest suite in Madison
4.95 out of 5 average rating, 427 reviews

Cottage Suite + Jacuzzi Bathtub & Sauna

This Suite is perfect for 1-5 people seeking convenient proximity to most things Madison 10-15 minutes to downtown. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & welcoming pergola in back. *Please note: 2nd floor is a seperate apartment. Fast WIFI●Infrared Sauna●2 Smart TV 's●Full Kitchen●Washer/Dryer●Dishwasher ●Off-Street parking●Quiet neighborhood ●Reverse osmosis H²O●Smart lock's●Jacuzzi tub/shower●Shampoo/Cond/Bodywash

Top guest favourite
A spacious studio featuring two green upholstered benches arranged on a decorative area rug. Natural light floods the room through skylights, illuminating the cozy sleeping area with a large bed and a dining nook equipped with a small table and chairs.
Guest suite in Middleton
4.98 out of 5 average rating, 258 reviews

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

Top guest favourite
A cozy living area features a white-bricked fireplace with an arch-shaped mirror above it. A round table with two chairs stands adjacent to the fireplace, while a light blue chair is positioned nearby. Soft natural light enters through the window, enhancing the serene atmosphere.
Guest house in Sun Prairie
4.98 out of 5 average rating, 397 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 262 reviews

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

Top guest favourite
The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.
Home in Sun Prairie
4.97 out of 5 average rating, 148 reviews

Nothing Else Like It!

There is absolutely nothing else like it available, and you’ll agree as soon as you step foot inside! This beautifully designed home makes your stay comfortable with it's high end furnishings, bedding, towels, mattresses and dishes. Kick back and relax in this calm, stylish space. Fully fenced backyard great for dogs, entertaining and room for kids to play. Private work space available too! All bedrooms have room darkening shades!

Guest favourite
Home in Middleton
4.96 out of 5 average rating, 27 reviews

The Wright Balance

Find your “Wright Balance” in this cozy lower-level retreat in Middleton Hills, known for its Frank Lloyd Wright–inspired architecture. With a private entrance, two bedrooms, and a full bath, it’s perfect for business, family, or exploring. Just minutes from Madison and UW, yet steps from prairies, wetlands, and trails. Restaurants, a café, and grocery store are all within walking distance—balance convenience with natural beauty.

Top guest favourite
A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.
Flat in Middleton
4.97 out of 5 average rating, 39 reviews

Private yet close to everything!

Our 900 sqft basement apartment features a master bedroom, connecting kitchenette/sitting room, and bathroom. We are a 20-minute drive to the UW campus, Capitol Square, and Dane County Airport—minutes from Middleton Pheasant Branch Conservancy for hiking and biking. Madison and Middleton consistently win "Best Places to Live" awards for quality of life. As past Superhosts, we are excited to start hosting again after COVID!

Top guest favourite
Flat in Windsor
5 out of 5 average rating, 92 reviews

Golf Course View Apartment

This unique place has a style all its own. Modern In-law Suite Apartment attached to our house located on beautiful Lake Windsor Country Club Golf Course, in Windsor WI. One bedroom with queen size bed, a full kitchen, bathroom, and washer/dryer. Two smart TVs, Wi-fi, and Cable TV. Private entrance and off-street parking with a gorgeous view of the golf course. Located 15 minutes from Madison, Sun Prairie, and Waunakee.

Guest favourite
A spacious seating area is highlighted by a large sectional sofa adorned with decorative pillows. A glass coffee table sits in the center, with a television positioned nearby. Natural light enters through large windows, complemented by greenery visible outside.
Flat in DeForest
4.91 out of 5 average rating, 114 reviews

Private DeForest Flat| *Walk to Parks*

Welcome to our home! The upstairs flat of our home (built in 1904) has been recently updated. With a private entrance and lots of space for work or play, you and your family are sure to enjoy your stay with us. We are located in central DeForest, with easy walking access to groceries, restaurants and parks. Dane County Airport-16 min UW Madison- 29 min Devil's Lake-42 min Wisconsin Dells- 43 min

Popular amenities for Waunakee holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Waunakee