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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Evansville vacation rentals

A modern two-story house with a large circular window on the left side, a smaller window on the right, and a door in the center.

1. The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade

The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
Janesville
10.0 out of 10, Exceptional, (2 reviews)
"Another great stay at this beautiful home. The hosts are very responsive and supportive."
United States
R D.
The price is AED 2,569
AED 4,089 total
includes taxes & fees
29 Sep - 30 Sep
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
A large, two-story log cabin with a stone chimney, a front porch with outdoor seating, and a snow-covered yard leading to a fire pit.

2. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (12 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 734
AED 2,508 total
includes taxes & fees
5 Oct - 6 Oct
Lake Cabin | Sauna · River · Game Room
A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

3. 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, (111 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
The price is AED 716
AED 965 total
includes taxes & fees
29 Sep - 30 Sep
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A modern kitchen with a marble island, two pendant lights, and a wine bottle on the counter.

4. 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 stayed here for 5 days while in town for graduation. The place was beautiful and in a great location. I was a little concerned that it may be noisy at night due to its location, but after the first night these concerns went away. I highly recommend this place!"
United States
Julia C.
The price is AED 1,322
AED 2,055 total
includes taxes & fees
1 Oct - 2 Oct
Luxury loft in the heart of downtown Janesville
A two-story building with a brown roof, a wooden front door, and a window with the number 318.

5. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is AED 712
AED 1,371 total
includes taxes & fees
6 Oct - 7 Oct
Spacious 3-bedroom apartment in Downtown Stoughton
A dining area with a table set for four, a sofa, and a television mounted on the wall.

6. HotTub/FirePit/Arcade Your Fall Escape Starts Here

HotTub/FirePit/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
HotTub/FirePit/Arcade Your Fall Escape Starts Here
A library with wooden bookshelves, a staircase, and a chandelier.

7. 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 440
AED 966 total
includes taxes & fees
6 Oct - 7 Oct
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
A modern living room with a flat-screen TV, two floral armchairs, a grey sofa, and a coffee table with a chess set.

8. 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, (11 reviews)
"Great location for downtown Janesville "
United States
Tim M.
The price is AED 595
AED 1,551 total
includes taxes & fees
29 Sep - 30 Sep
New Luxury & Spacious House in the Heart of Janesville
A spacious living room with a fireplace, comfortable seating, and a television mounted above it.

9. Premium 3BR | Quick to Downtown

Premium 3BR | Quick to Downtown
Fitchburg
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is AED 1,317
AED 2,925 total
includes taxes & fees
5 Oct - 6 Oct
Premium 3BR | Quick to Downtown
A small cabin with a wooden deck and a glass door.

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

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (52 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is AED 441
AED 794 total
includes taxes & fees
5 Oct - 6 Oct
Log Cabin at Lake Koshkonong - “The Overlook”
A spacious interior with a staircase leading to a second floor, a dining area with a table and chairs, and a kitchen area with a stainless steel refrigerator.

11. New Owner Special > Hot Tub - Sauna - Private Gym

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.2 out of 10, Wonderful, (5 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
New Owner Special > Hot Tub - Sauna - Private Gym
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

12. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (188 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is AED 451
AED 521 total
includes taxes & fees
6 Oct - 7 Oct
The Dylin
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

13. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (26 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is AED 544
AED 1,067 total
includes taxes & fees
21 Oct - 22 Oct
Charming Downtown Two Bedroom w/ Fireplace
Outdoor dining

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is AED 657
AED 1,240 total
includes taxes & fees
30 Sep - 1 Oct
Vast Lake Koshkonong Views from Pier, Deck, & Home
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

15. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"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 651
AED 1,113 total
includes taxes & fees
6 Oct - 7 Oct
Edgewater Escape
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

16. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is AED 602
AED 1,061 total
includes taxes & fees
5 Oct - 6 Oct
Blue Lakeview Home
A wooden dock leading to a house with a balcony, surrounded by trees and a body of water.

17. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is AED 877
AED 1,720 total
includes taxes & fees
12 Oct - 13 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

18. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is AED 550
AED 708 total
includes taxes & fees
4 Oct - 5 Oct
Pool with Slide. Great for Business Travelers!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

19. 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 AED 624
AED 791 total
includes taxes & fees
11 Oct - 12 Oct
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

20. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great property and host! Would stay there again."
United States
Ann S.
The price is AED 446
AED 871 total
includes taxes & fees
28 Oct - 29 Oct
Lookout Loft over the Monroe Square
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Top notch staff. I’ve stayed here many times, and it’s always better every time."
Kenneth 1-night trip
Posted 1 hour ago
The Madison Concourse Hotel and Governor's Club

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. Troll Beach and Stoughton Opera House 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.