Vacation rentals in Koshkonong

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Top-rated vacation rentals in Koshkonong

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Superhost
Home in Milton

Serene Lake Retreat | Fall Colors & Winter Views

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.

4.93 out of 5 average rating, 116 reviews
Top guest favourite
A two-story blue house with a covered front porch is framed by a snowy landscape, showcasing a peaceful winter scene. The property is surrounded by a mix of bare trees and evergreens, providing a serene backdrop.
Home in Milton

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.

4.97 out of 5 average rating, 104 reviews
Top guest favourite
A spacious hot tub features multiple massaging jets, creating bubbling water that invites relaxation. The tub is positioned on a wooden deck, offering a serene spot to unwind while enjoying the surrounding views.
Home in Milton

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.

4.99 out of 5 average rating, 120 reviews
Top guest favourite
The welcoming entrance of the cabin is illuminated under a dusky sky, showcasing a broad front porch supported by intricately designed wooden beams. Stone accents frame the entryway, while landscaped paths lead to the steps, inviting guests into a cozy retreat.
Cabin in Delavan

The Hideaway: 8 Acre Resort

Welcome to The Hideaway, an eight-acre luxury log retreat near Whitewater Lake and Kettle Moraine State Park, offering year-round access to scenic parks and hiking. Outdoor amenities include a hot tub, fire pit with oversized Adirondack seating, and lighted pickleball and beach volleyball courts. Inside, enjoy a 16-foot shuffleboard table, foosball, air hockey, ping pong, and a private home theater. Six bedrooms, including a primary suite with jetted soaking bath, provide exceptional comfort.

4.96 out of 5 average rating, 138 reviews
Guest favourite
The image displays a serene waterfront view showcasing a private pier extending over calm waters. A stylish three-story house is framed by lush greenery, offering a welcoming outdoor space. The interior features a spacious living room with comfortable seating and a modern kitchen visible in an open layout.
Home in Edgerton

4 Season Fun: Private Fish Pier, Cozy Decks, Grill

4Br/2.5bath, beds for 12 adults+, on water with Private Pier, fire pit, gas grill, covered decks, 2 acre yard + woods. 4 SEASONS OF FUN: Fall Fest Farms, Wineries, Ice Fishing, Snowmobiling & Skiing. Lake Koshkonong is one of WI’s largest, famous for boat-up restaurants/bars, Live Music & fishing. Located on 39/90hwy - 90 mins to Chicago, 30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living areas, playroom & more! Pets ok!

4.92 out of 5 average rating, 155 reviews
Guest favourite
An open-concept living area features a cozy sectional sofa, wooden coffee table, and three barstools positioned at a breakfast bar. A modern kitchen with stainless steel appliances and stylish cabinetry is visible in the background, complemented by warm wood flooring and soft overhead lighting.
Apartment in Whitewater

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

This newly renovated two bedroom unit is conveniently located near UWW, Starin Park, and the Kettle Moraine! We are pet friendly! We are within walking distance to sports fields and UWW. Explore all that Whitewater has to offer with our personalized guidebook! Hike the Kettle Moraine, enjoy many local dining options and events, or shop your heart out. We are local hosts and strive to provide a five star experience! If your group is larger than 4, we have two other units in the same building.

4.96 out of 5 average rating, 143 reviews
Top guest favourite
A vibrant sunset paints the sky in shades of pink and orange over the water. Two figures sit on chairs, silhouetted against the colorful horizon. String lights are illuminated overhead, creating a warm ambiance. A picnic table and fire pit are visible in the foreground.
Home in Milton

Waterfront Koshkonong Home w/ Amazing Sunsets

Looking for a get away? Fun and sun on the lake? Family, friends and great memories. This 4 bed, 1.5 bath lakefront home is a perfect retreat for families and friends looking to get away from the stresses of life. Located on Lake Koshkonong in Milton, WI. Just south of Madison and north of Janesville. The sunsets from the back deck are stunning. Enjoy a campfire. There is a dock and a public boat launch around the corner. With lots of things to do, places to eat, and entertainment close by.

4.97 out of 5 average rating, 107 reviews
Top guest favourite
A cozy living area features a stone fireplace with a wooden mantel, complemented by a flat-screen television above. Soft curtains frame the windows, and warm light emanates from the fireplace, creating a relaxed ambiance. A patterned rug and comfortable seating enhance the space.
Home in Whitewater

The Modern Cozy Spacious Corner

This home is perfect for family get togethers. The basement has a game area, a living room, a queen bed and private bathroom. Duly note the queen bed downstairs is not a private bedroom. The fenced in backyard has a patio ,furniture,gas grill and a hot tub. Quiet hours begin at 9PM. Please be advised that we do have security cameras for your protection and ours.,The cameras are located on the front and back porch of the home. Please refrain from tampering with the cameras. Thanks

4.96 out of 5 average rating, 180 reviews
Top guest favourite
Cabin in Fort Atkinson

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!

4.93 out of 5 average rating, 190 reviews
Superhost
The exterior of a two-story wooden home is visible, featuring a green metal roof and large windows. A wide concrete driveway leads to the house, which has a double garage. Lush greenery surrounds the property, and a tree is positioned to the left.
Home in Edgerton

Rustic Lake Home Retreat

Our home is located just across the street from the lake. We have lake access via a private beach everyone in the area uses. We do not have a dock for your use. Make left out of the house to Lake Shore Dr. Then left to walking path located 100 feet up on the right side. When using the beach please be mindful of others who may be using it as well. Use proper etiquette, respect others, leash your dogs, and ensure you clean up the area when you leave. PETS NEGOTIABLE, BY INQUIRY ONLY

4.83 out of 5 average rating, 224 reviews
Top guest favourite
A spacious bed is adorned with textured decorative pillows in various patterns. The contrasting colors of the pillowcases complement the minimalist bedding. A sleek black lamp with a blue base is positioned on a nightstand, adding a pop of color to the serene sleeping area.
Apartment in Fort Atkinson

The Poet's Palace, an upscale, downtown flat.

This modern, yet eclectic apartment, has all the comforts of home. The decor is clean and chic, with just enough quirk! Located in downtown Fort Atkinson, some of the best restaurants, shops, and pubs are just outside your door or within a short stroll. Outdoor recreation opportunities are abundant, with the Glacial River Bike Trail, Fort River Walk, and numerous parks also within walking distance.Try your hand at fishing or launch a kayak from one of Fort Atkinson's public docks.

4.99 out of 5 average rating, 127 reviews
Guest favourite
A spacious entertainment area displays a pool table and a large wall-mounted television featuring a scenic coastal image. Light wood flooring complements the contemporary furnishings, including a comfortable sofa with decorative pillows and a coffee table topped with a small plant and decorative items.
Home in Edgerton

The Lookout on Lake Koshkonong

Escape to this newly constructed lake house, boasting 5 bedrooms and 3.5 bathrooms across 3,750 sq ft. Nestled on over an acre, this retreat is designed for the ultimate vacation experience. Dock your boat at our private dock, unwind on the giant screened-in deck, or enjoy the spacious entertainment area and game room. Kids will love the outdoor playground, and evenings by the fire pit promise unforgettable memories. Perfect for families and groups seeking relaxation and adventure.

4.96 out of 5 average rating, 55 reviews

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