Holiday rentals in Cooksville

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Doe Meadow, a tiny house farm stay

Doe Meadow is my newest custom designed tiny house nestled along the drive to my family farm. Sharing my little slice of heaven with guests is something I have found great joy in. Rural tourism is my passion, & all the farm animals are anxiously awaiting your visit- treats in tow- of course! I wanted to create something unique, a place to make memories, & somewhere you'll want to come back to. Settle in the hammock, listen to the peaceful wind chimes, watch the goats & mini cows graze, unwind.

Spacious Executive 2BR Home Near Shopping & Dining

Professionally Managed by Kevin Bush, this rental is nestled in a safe and quiet neighborhood in a desired location that is convenient to Woodman’s Center, Janesville shopping and dining destinations. Enjoy the city’s hundreds of acres of tranquil parkland, miles of peaceful trails, and beautiful downtown riverwalk. Bonus: This location is an easy drive for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on Margate Drive for more dates. Kevin, Host

Waterfront modern cabin w/ kayaks

VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

The Allen Creek Apt. Historic Downtown Evansville

Experience stylish comfort in this centrally located apartment in Historic Downtown Evansville! Situated above a trendy coffeehouse with a welcoming atmosphere! This upper-unit apartment sits next to Allen Creek, making it easy to explore the outdoors—bring your bike and ride the Ice Age Trail, which runs through town! You’ll be within walking distance of charming shops and restaurants, and just a 25-minute drive to downtown Madison, or Alliant Energy Center, hope you enjoy your stay!

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!

Buoys UP! Lake Life & Sunsets

Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

The Orchard House

In a complex world that makes so many demands your time and attention, the Orchard House is a simple, Nordic-inspired refuge where you can be restored, reconnected, and refreshed. Midweek special: $1000 for 5 nights, Sunday evening through Friday morning. The Orchard House is a private retreat set on 30 acres in the Wisconsin countryside, just 20 minutes from Madison. A wood -fired hot tub set in a secluded forest clearing is available year round for outdoor soaking.

Main St 2 Bdrm - Walk to coffee & sushi!

* Be sure to check out our winter extended stay discounts for 3+ nights! * Welcome to historic downtown Oregon! Nestled in a picturesque setting, this elegant retreat combines modern comfort with historic charm. You'll be steps away from locally owned coffee and gift shops, a wine reserve & restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

Bees on Main: sweeter than ever

Located in the heart of Stoughton's Downtown Historic District, "Bees on Main" is a lovingly renovated upstairs apartment. You'll find the Opera House, Chorus, and Stoughton's wonderful shops, restaurants, pubs, and galleries only steps away. The Yahara River and Fairgrounds are within a few blocks, and there's space on the private deck to safely store your bikes or kayaks if you want to enjoy the great outdoor activities and nature surrounding Stoughton.

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

Guest House

Take a step away from the everyday hustle and bustle and surround yourself with the sights, sounds, and smells of the country. Our guest house sits amid our family dairy goat farm and will offer you the opportunity to visit animals from goats and horses to chickens, dogs, and cats. We milk around 100 goats with baby goats born February through June. In the summer months you'll find homegrown, fresh produce on our roadside stand.