Holiday rentals in Rock County

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

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

Gather at the White House: a stylish lake house with private pier, 4Br/2.5bath/beds for 15 people, fire pit, gas grill, huge yard, 2 wooded acres. Lake Koshkonong is one of WI’s largest, famous for its boat-up restaurants/bars, fishing, and water sports all accessible from our private pier. Located along 39/90hwy - 90 mins to Chicago/30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living, dining & patio, playroom & much more!

Maple Beach Cottage

Escape to this getaway nestled on Lake Koshkonong This 2 bed, 1 bath plus game room house has great amenities and a host of activities The living and dining areas have hardwood floors, natural light and a full kitchen The game room has arcade games and a flat screen TV for Badger games. Primary bedroom has a queen-sized bed and the guest features bunk beds. Both couches are pull outs. Less than 2 hours from Chicago and 25 minutes to Madison *$25 for every landmine left by your pet

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.

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Cozy 3BR Ranch | near downtown Beloit

Welcome to this thoughtfully designed, fully furnished 3 bedroom ranch in a cozy, walkable Beloit neighborhood minutes from downtown and Beloit College. Ideal for families and extended stays, the home offers multiple living spaces, a fully stocked kitchen, private home gym, and whimsical fairy-themed bunk room. Located in one of Beloit’s oldest character-filled neighborhoods near playgrounds, this peaceful retreat blends old-world charm with modern comfort for a true home away from home.

Great location, close to sports center, parks

Located on the east side of Janesville, location offers quick access to I39/90, Hwy 14 and Hwy 26. The aluminum ramp creates a step free entrance. The ranch style home offers: *4 bedrooms - sleeps 8 *spacious dining room *fully equipped kitchen *2.5 bathrooms *an office/workroom *free WIFI throughout the house *sunroom *downstairs family room with mega flat screen, gas fireplace plus, kitchenette/bar, bedroom, full bathroom, and laundry

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!

Cozy Apartment Close to Downtown Janesville

This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

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.

Lakeside Lookout with Private Beach

No Airbnb add on fees! Welcome to beautiful Lakeside Lookout on the shores of 10,000 acre Lake Koshkonong! Kick back and relax in this calm, completely remodeled, stylish space. Offering outstanding views of the lake, a private beach and pier, kayaks/life jackets, firepit, outdoor seating and dining, ample parking, loft space, gas fireplace, separate "WeShed" space that overlooks the lake with its own deck, and so much more! Your waterfront vacation memories start here!

Vast Lake Koshkonong Views from Pier, Deck, & Home

Our 3 Bedroom, 12 Bathroom House is located directly on the shores of Lake Koshkonong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.