Family-friendly holiday rentals in Janesville

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

Gather at the White House: 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 & more! Pets ok!

Kitchen · Indoor spaces · Backyard

Peaceful Pines on 59~Welcome! 5 bdrm river front!

Relax, unwind and play on 4+ acres of beautiful nature: green space, woods, the Rock River, gardens and fresh clean air! Enjoy life from the back deck or rocking on the front porch. Stroll down the tree covered lane to fish from our shoreline, watch river traffic, picnic in the cabin, untie your watercraft from our pier and go travel the river and Lake Koshkonong, play a variety of outdoor games, grill dinner outside and end the day around the firepit. Hosts live in the lower level apartment.

Kitchen · Family · Backyard

FirePit/Grill/Arcade Your Fall Escape Starts Here

🔥NO AIRBNB FEES🔥 Plan an unforgettable stay for a group of up to 8—and a dog or 2—at Harbor House, a spacious waterfront home with a hot tub & private dock where the Rock River emerges from 10,000-acre Lake Koshkonong offers a world of water sports—boating, kayaking, paddleboarding & more. Battle on 3 classic arcade games or ping pong table in the heated game room, gather at the firepit 12 steps from the water, and grill & dine on the deck overlooking the water. Close to Madison & Janesville.

Kitchen · Indoor spaces · View

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

Family · Kitchen · Walkability

Lake House Summer Getaway

Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

Kitchen · Indoor spaces · Check-in

Renovated Restful 1 BR Brick Cottage with Deck

Newly renovated very clean one bedroom house. All new bathroom and redone kitchen. Bright and cheery interior with high end comfortable furnishings perfect for reading and relaxing. Pillow-top queen bed with quality linens. Large backyard with furniture and deck. Quiet residential area walking distance to Palmer Park, Ice Age Trail and Rotary Gardens as well as historic Court House Hill and Downtown Janesville. Casual neighborhood eateries within walking distance, fine dining nearby.

Indoor spaces · Kitchen · Parks

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

Kitchen · Indoor spaces · Hospitality

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.

Family · Kitchen · Comfort

Rock River Rest, river cottage close to Madison!

Escape the city to our 1920s vintage riverside cottage. Nestled among centuries old Oaks, enjoy your own private sanctuary with over 100 feet of waterfront. Relax with a bonfire under the stars, sip coffee watching wildlife up close or unwind after a day kayaking from our waterfront. Perfect for couples, travelers, or business persons -- come and enjoy the scenic countryside, all with the convenience of location: we are a quick 25 minutes to Madison or a short drive from MKE + Chicago.

Family · Indoor spaces · Getting around

Cozy Lakefront Cottage With The Best View

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Indoor spaces · Family · Parks

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Family · Kitchen · Quiet

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.

Indoor spaces · Family · Biking