Evansville Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Evansville holiday rentals

Private kitchen
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
Milton
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is HK$735
HK$1,498 total
includes taxes & fees
25 Dec - 26 Dec
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Interior entrance
The Dylin by Mint House

The Dylin by Mint House

The Dylin by Mint House
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (122)
"Great stay at the Dylin"
United States
Lauri
The price is HK$894
HK$1,033 total
includes taxes & fees
29 Dec - 30 Dec
The Dylin by Mint House
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is HK$661
HK$1,395 total
includes taxes & fees
6 Jan - 7 Jan 2026
Log Cabin at Lake Koshkonong - “The Overlook”
Interior
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is HK$778
HK$1,977 total
includes taxes & fees
6 Jan - 7 Jan 2026
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is HK$1,120
HK$3,523 total
includes taxes & fees
11 Jan - 12 Jan 2026
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Lobby
Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$965
HK$1,266 total
includes taxes & fees
25 Dec - 26 Dec
Pool with Slide. Great for Business Travelers!
Exterior
One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
United States
Alexandrines H.
The price is HK$1,314
HK$1,734 total
includes taxes & fees
25 Dec - 26 Dec
One Bedroom Queen in the heart of downtown.
Smart TV, books
New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
2.0 star property
Janesville
9.0 out of 10, Wonderful, (4)
"Great to have your own place in a nice area of town. "
United States
Amanda E.
The price is HK$1,379
HK$3,551 total
includes taxes & fees
5 Jan - 6 Jan 2026
New Luxury & Spacious House in the Heart of Janesville
Interior
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here

HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
Milton
10.0 out of 10, Exceptional, (17)
"We had the best VRBO experience at Harbor House. The hosts are absolutely fabulous. The house was perfect, just as presented online. 6 of us adults and a little French bulldog spent a long weekend there so we could cheer on our son (one of the visitors) as he ran the half Ironman in Madison. He LOVED the hot tub afterward. Great visit. Would definitely stay again if in the area."
United States
Karrie S.
HotTub/Kayaks/Arcade Your Dream Vacay Starts Here
2 bedrooms, WiFi, bed sheets
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!
New Glarus
10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
The price is HK$1,190
HK$1,788 total
includes taxes & fees
29 Dec - 30 Dec
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Outdoor spa tub
Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
8.8 out of 10, Excellent, (5)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
Waterfront - Hot Tub - Sauna - Game Room - Pets
Lobby
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is HK$1,103
HK$1,430 total
includes taxes & fees
29 Dec - 30 Dec
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Smart TV
Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (37)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
The price is HK$1,456
HK$2,409 total
includes taxes & fees
7 Jan - 8 Jan 2026
Doty ★ Walk to Everything -Hotel Quality- Downtown
Interior
Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
2.0 star property
Monroe
The price is HK$762
HK$1,643 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lookout Loft over the Monroe Square
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
United States
Molly S.
The price is HK$1,857
HK$3,812 total
includes taxes & fees
1 Jan - 2 Jan 2026
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Terrace/patio
Beautiful two story, downtown home, one block from the Square,

Beautiful two story, downtown home, one block from the Square,

Beautiful two story, downtown home, one block from the Square,
Monroe
10.0 out of 10, Exceptional, (35)
"The property was wonderful and the hosts were great/accommodating. Wonderfully decorated, charming and location was perfect (as we were looking to be near the square for bars, restaurants and shopping).Highly recommend!"
United States
Frank B.
The price is HK$1,239
HK$2,251 total
includes taxes & fees
6 Jan - 7 Jan 2026
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop
Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (25)
"Beautiful apartment; well-located"
United States
Erik M.
The price is HK$2,800
HK$4,643 total
includes taxes & fees
30 Dec - 31 Dec
Luxury loft in the heart of downtown Janesville
Outdoor dining
Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.

Studio Queen in the heart of downtown.
2.0 star property
Downtown Madison
10.0 out of 10, Exceptional, (1)
"Convenient location for events on the Capital Square, State Street and UW-Madison Campus."
United States
Jeffrey W.
The price is HK$1,314
HK$1,734 total
includes taxes & fees
25 Dec - 26 Dec
Studio Queen in the heart of downtown.
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is HK$1,517
HK$2,061 total
includes taxes & fees
5 Jan - 6 Jan 2026
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Smart TV, stereo
“Steps into Little Switzerland” Indoor Parking at The Belvedere.

“Steps into Little Switzerland” Indoor Parking at The Belvedere.

“Steps into Little Switzerland” Indoor Parking at The Belvedere.
New Glarus
10.0 out of 10, Exceptional, (7)
"LOVELY PLACE! 3 comfy beds, nice bathrooms, living toom & large dining table easily accommodated our group. The kitchen was well stocked for us to prepare our meals. Great location, easy walking around the fun town!!"
United States
Brooke
The price is HK$3,104
HK$5,339 total
includes taxes & fees
17 Jan - 18 Jan 2026
“Steps into Little Switzerland” Indoor Parking at The Belvedere.
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.
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Top Evansville Hotel Reviews

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

10/10 Excellent
"Room was clean and the breakfast was pretty decent. I would bring my kids back. They had fun."
Clarice 1-night trip
Posted 3 days ago
Hampton Inn & Suites Madison-West

Find out more about Evansville

Search for holiday rentals in Evansville on Expedia! You can easily find your home rentals, villas, holiday apartments in Evansville using one of the methods below:

  • View our selection of featured holiday rentals in Evansville
  • Use the map to find apartments and other holiday homes in the Evansville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Evansville while they last

Look no further and take a look at our great range of rental properties in Evansville!

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 are some of the best holiday rentals that Evansville has to offer?

ONE OF A KIND vacation rental with a view: This holiday home rental outside of Evansville offers a fireplace, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Edgerton Towne Country Club 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.