
Vacation rentals in Evansville
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Top-rated vacation rentals in Evansville
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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
Luxury Lakeside Oasis- 4 Bed / 3 Bath Lake Home
Enjoy time with your loved ones at our luxury lake front oasis. Breathtaking views combined with the ideal Middleton location & extensive updating make our home the perfect vacation destination. Huge windows maximize gorgeous views of 60+ feet of lake frontage. A fully updated kitchen boasts custom everything. Our home features: 4 bedrooms, 3 bathrooms, lofted office, open kitchen with an island & dining table. A short drive (5-7 mi) to UW Campus, Camp Randall, Kohl Center & Wi State Capitol
5.0 out of 5 average rating, 20 reviews
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
Rock River Hideaway - Waterfront w/ Dock
Welcome to the Rock River Hideaway! Located just downriver from Lake Kosh, this house offers a peaceful retreat where you can put your toes in the sand at the private beach, with a natural spring waterfall. Use the kayaks, bring your own boat, fish for walleye and northern, and enjoy some s'mores on an open fire surrounded by scenic views. Watch for a nesting family of bald eagles and eaglets directly across the river from you. Book your stay today and experience the beauty of Rock County.
4.97 out of 5 average rating, 61 reviews
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.
4.98 out of 5 average rating, 242 reviews
Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R
Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host
4.99 out of 5 average rating, 154 reviews
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!
4.97 out of 5 average rating, 38 reviews
Firefly Wood Lodge
Welcome to our hidden gem – a charming log home nestled on 15 acres of wooded land. Located just 30 minutes south of Madison, perfect for larger groups looking for winter or summer retreat and secluded location. The hosue can accommodate up to 13 guests with 3 bedrooms on the first floor and 5 additional beds in the loft area, has a wood burning fire place and bon fire outside. This serene retreat is surrounded by lush trees and the scenic rural landscape of Green County.
4.93 out of 5 average rating, 27 reviews
Janesville Repose -Hot Tub, Sauna, Gym, and Games
Welcome to your home away from home, where relaxation and fun both get their own wing. Unwind: ○ Private Hot Tub ○ Sauna ○ Private Gym ○ Outdoor fire table ○ Outdoor fire pit Entertain: ○ Surround sound home theater (lower level) ○ Perfect setup for cheering on your team, drink in hand ○ Room to gather, celebrate, and make noise ○ Plenty of outdoor games and activities for the kiddos ○ Self-playing piano Perfect for a private retreat or for larger family gatherings!
5.0 out of 5 average rating, 23 reviews
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!
4.87 out of 5 average rating, 185 reviews
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.
4.97 out of 5 average rating, 136 reviews
The Dairy at the Wegmueller Farm
Welcome! You are about to experience life on an active 4th-generation farm nestled in the rolling hills of Green County. Meet the cows, feed the pigs, befriend a horse, or just enjoy the relaxing and peaceful serenity of rural Wisconsin farm life. Located less than five miles from Monroe, this home away from home is close enough to all that Monroe & the surrounding community has to offer, but still has room to stretch your legs.
4.99 out of 5 average rating, 175 reviewsPopular amenities for Evansville vacation rentals
Other great vacation rentals in Evansville

Waterfront - Hot Tub - Sauna - Game Room - Pets
4.85 out of 5 average rating, 71 reviews
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4.98 out of 5 average rating, 61 reviews
Secluded Log Cabin w/ Private Lake & Hiking Trails
5.0 out of 5 average rating, 43 reviews
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4.97 out of 5 average rating, 36 reviews
Bees on Main: sweeter than ever
5.0 out of 5 average rating, 41 reviews
LakeSide Living, Sunsets, & More
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Riverside Hot Tub + Sauna Retreat | 2 hrs Chicago
5.0 out of 5 average rating, 23 reviews
Le Gallus Palais - A Tiny House
4.98 out of 5 average rating, 51 reviewsDestinations to explore
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