A row of colorful Victorian-style buildings with distinct architectural details.

Evansville Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Evansville vacation rentals

Interior

1. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is AED 411
AED 988 total
includes taxes & fees
1 Sep - 2 Sep
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Outdoor dining

2. Country retreat on a family dairy goat farm.

Country retreat on a family dairy goat farm.
Orfordville
10.0 out of 10, Exceptional, (34 reviews)
"We loved our time at the farm. We would definitely come again. Myself and my 4 daughters spent a long weekend and it was perfect!!"
United States
Lisa K.
The price is AED 551
AED 841 total
includes taxes & fees
8 Sep - 9 Sep
Country retreat on a family dairy goat farm.
Living area

3. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is AED 716
AED 1,256 total
includes taxes & fees
13 Sep - 14 Sep
Blue Lakeview Home
Property grounds

4. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is AED 533
AED 930 total
includes taxes & fees
31 Aug - 1 Sep
Log Cabin at Lake Koshkonong - “The Overlook”
Terrace/patio

5. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (1 review)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is AED 882
AED 1,457 total
includes taxes & fees
13 Sep - 14 Sep
Edgewater Escape
2 bedrooms, WiFi, bed sheets

6. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is AED 496
AED 1,067 total
includes taxes & fees
2 Sep - 3 Sep
Charming Downtown Two Bedroom w/ Fireplace
Outdoor dining

7. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is AED 738
AED 1,414 total
includes taxes & fees
13 Sep - 14 Sep
Vast Lake Koshkonong Views from Pier, Deck, & Home
Exterior

8. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.6 out of 10, Exceptional, (9 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is AED 1,544
AED 3,653 total
includes taxes & fees
17 Aug - 18 Aug
Lake Cabin | Sauna · River · Game Room
Smart TV, books

9. New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
Janesville
8.8 out of 10, Excellent, (10 reviews)
"Great location for downtown Janesville "
United States
Tim M.
The price is AED 727
AED 1,838 total
includes taxes & fees
16 Aug - 17 Aug
New Luxury & Spacious House in the Heart of Janesville
Reception

10. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (171 reviews)
"nice location"
United States
Mary
The price is AED 489
AED 565 total
includes taxes & fees
1 Sep - 2 Sep
The Dylin
Interior

11. 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, (110 reviews)
"Best location and fabulous hospitality!"
United States
Anne B.
The price is AED 716
AED 1,014 total
includes taxes & fees
23 Aug - 24 Aug
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Lobby

12. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is AED 590
AED 765 total
includes taxes & fees
13 Sep - 14 Sep
Pool with Slide. Great for Business Travelers!
Lobby

13. 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
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Interior

14. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is AED 503
AED 977 total
includes taxes & fees
2 Sep - 3 Sep
Lookout Loft over the Monroe Square
Coffee/tea maker, fridge, microwave, oven

15. Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (27 reviews)
"We got married in Janesville and stayed here over that weekend. It was the perfect space. The accommodations were clean and nice. The location is right in the heart of downtown Janesville. I highly recommend this loft for your stay in Janesville. "
United States
Joe and Carrie W.
The price is AED 1,322
AED 2,176 total
includes taxes & fees
16 Aug - 17 Aug
Luxury loft in the heart of downtown Janesville
Outdoor spa tub

16. Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (11 reviews)
"This house was perfect for a weekend getaway with friends. Very spacious, lots of big beds, and perfect for the dogs as well. The hot tub and sauna were very refreshing. We'd definitely stay here again!"
United States
Tony
Waterfront - Hot Tub - Sauna - Game Room - Pets
Interior

17. Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
South Beloit
7.0 out of 10, Good, (2 reviews)
"Very clean property and great communication from the host"
United States
Darrin W.
The price is AED 432
AED 1,005 total
includes taxes & fees
1 Sep - 2 Sep
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
Coffee/tea maker, fridge, microwave, oven

18. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AED 754
AED 1,977 total
includes taxes & fees
2 Sep - 3 Sep
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Exterior

19. 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, (55 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AED 974
AED 1,977 total
includes taxes & fees
7 Sep - 8 Sep
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Pool

20. Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
Oregon
8.0 out of 10, Very Good, (3 reviews)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
United States
Nikil P.
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
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

Best Western Plus InnTowner Madison

Best Western Plus InnTowner Madison

8/10 Good
"There was a very typical breakfast hotel fair. Powdered scrambled eggs, bacon, potatoes, pancakes, oatmeal, toast, and yogurt. Nothing to write home about but OK"
Thomas 2-night trip
Posted 2 hours ago
Best Western Plus InnTowner Madison

Frequently asked questions

Can I find vacation rentals in Evansville?

Yes, there are vacation rentals in Evansville close to Allen Creek Gallery, or you can go with a more remote option if you'd like a relaxing place to 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 vacation rentals that Evansville has to offer?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: Visitors like this Evansville vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area.

What are vacation rentals like in Evansville?

Vacation rentals are private properties you can reserve for a couple days or more in Evansville. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.