Evansville Holiday Rentals

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Holiday Rentals in Evansville

On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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Property grounds
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (17)
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Fridge, microwave, oven, stovetop
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
10.0 out of 10, Exceptional, (21)
"We absolutely enjoyed our stay. Great location, clean, and had everything we needed. Would stay there again. Excellent communication and customer service! Thank you!"
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
View from property
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
9.4 out of 10, Exceptional, (43)
"We ad grandparents, siblings and parents at the house. It was perfect! View great in the morning, and great host who was super responsive."
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (135)
"We loved the deep lawn going down to the lake. We enjoyed cooking out and eating at the table on the lawn. Our dog loved playing stick and running. It was close to Ft. Atkinson, Edgerton and Stoughton. We would stay here again."
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Property grounds
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, (7)
"This wonderful lake home far exceeded our expectations !!!! Beautifully decorated, extremely inviting and extremely clean….. We will be back !!!"
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Property grounds
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (48)
"Property is a perfect place for a getaway. House is blocks from downtown and neighborhood is absolutely charming. Great amenities and all the comforts of home. Hosts were great with communication and recommendations. Beds are super comfortable. We will absolutely love to stay there again."
Newly renovated home close to downtown New Glarus
Property grounds
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is NZ$2,207
per night
6 Jun - 7 Jun
Waterfront w/ HOT TUB + King Suite + Game Room
Property grounds
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, (37)
"This is such a great property! It is secluded but there are neighbors around; groceries and fast food places are close by. The home had so many places to gather, and it was so clean. We had a wonderful time!"
Cozy cottage retreat that’s perfect for recharging.
Beach
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
9.4 out of 10, Exceptional, (37)
"This is a great house in a quiet neighborhood. The views of the lake were amazing! The pictures don't do it justice. We were very pleasantly surprised by how spacious the great room was and how much seating was available. Likewise the deck was a pleasant surprise with both comfy cushioned furniture as well as firmer chairs. Something for everyone and just a great place to hang out with lovely breezes from the lake. I contacted the host once for something I could not find and she responded...
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Property grounds
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (13)
"We stayed the weekend to watch our son play baseball against University of Wisconsin. Go Illini!! We also celebrated his 21st birthday with 3 other families. The house was clean and had plenty of space for everyone to sleep comfortably. We would definitely rent this house again."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Marina
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (13)
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is NZ$878
per night
24 Jun - 25 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Fridge, microwave, stovetop, coffee/tea maker
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit
9.8 out of 10, Exceptional, (71)
"Everything as listed. The house was clean. Great stay."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit
Indoor pool
*Family Retreat* *Indoor Pool* *Arcade*
10.0 out of 10, Exceptional, (4)
"Amazing home! Highly recommend for families with children or those that are children at heart. The property manager, Philip, is responsive, friendly and maintains a clean house. I cannot recommend this home enough. The home is much larger than the photos lead us to believe. I hope to visit again someday in the near future."
The price is NZ$2,157
per night
31 May - 1 Jun
*Family Retreat* *Indoor Pool* *Arcade*
Fridge, microwave, oven, stovetop
Log home Lake Koshkonong and Rock River !
10.0 out of 10, Exceptional, (15)
"We stayed here for a family wedding in Janesville, and it could not have been better. Everyone had fun out by the river or just relaxing in the house. The pictures are accurate, it’s a big beautiful Wisconsin cabin. Brian and Daniel were extremely responsive to any questions we had, and even shipped some shoes that I left there back to me! We could not have been happier with our stay, and would rent this house again without question."
Log home Lake Koshkonong and Rock River !
Smart TV, fireplace, ping pong, books
Your Dream Vacay Starts Here Firepit/Dock/Gameroom
10.0 out of 10, Exceptional, (1)
"Very clean. Thoughtful amenities from babies to elderly. Easy in and out. Very happy with our choice."
The price is NZ$884
per night
2 Jun - 3 Jun
Your Dream Vacay Starts Here Firepit/Dock/Gameroom
Interior
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (107)
"huge property lots of open outdoor area, lots of indoor space. Excellent host."
Conveniently Located just off University Avenue on Madison's West Side
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Evansville you may be interested in

Exterior
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1639)
"We loved the Governor's lounge, it was nice to sit with a view of the capital building! Staff and service was excellent as well."
The price is NZ$411
per night
31 May - 1 Jun
The Madison Concourse Hotel and Governor's Club
Exterior
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great breakfast and nice room. "
The price is NZ$287
per night
9 Jun - 10 Jun
Best Western Plus InnTowner Madison
Exterior
AmericInn by Wyndham Madison West
3.0 star property
8.6 out of 10, Excellent, (1046)
"I appreciated the breakfast. I don't have any complaints"
The price is NZ$120
per night
9 Jun - 10 Jun
AmericInn by Wyndham Madison West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Evansville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Evansville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Evansville. Seeing all the best attractions is bound to make you fall in love with Evansville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Evansville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Evansville?

Yes, there are holiday rentals in Evansville close to Allen Creek Gallery, or you can select a more secluded option if you're looking for a relaxing stay. Evansville is known for its restaurants and shopping. Make sure you have time to check out the parks while you're in the area.

What can I see and do in Evansville?

Family-friendly attractions include Allen Creek Gallery, whereas Leonard Leota Park is a spot to enjoy the outdoors. Stoughton Opera House and Legend at Bergamont are a couple of places you'll find in the wider area.

What are holiday rentals like in Evansville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Evansville. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.

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