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

Evansville Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Evansville holiday rentals

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.

1. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (15 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 HK$1,783
HK$5,764 total
includes taxes & fees
4 Nov - 5 Nov
Lake Cabin | Sauna · River · Game Room
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

2. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (203 reviews)
"Good location"
United States
ANCA
The price is HK$868
HK$1,003 total
includes taxes & fees
1 Dec - 2 Dec
The Dylin
A modern living room with a sofa, coffee table, and a TV on the wall.

3. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is HK$1,334
HK$2,725 total
includes taxes & fees
3 Nov - 4 Nov
Spacious 3-bedroom apartment in Downtown Stoughton
A modern two-story building with a fire pit in the foreground.

4. 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 HK$5,529
HK$8,895 total
includes taxes & fees
3 Nov - 4 Nov
The Overhang · Luxury River Retreat with Sauna, Hot Tub, Movie Theater, & Arcade
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

5. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (28 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is HK$988
HK$2,063 total
includes taxes & fees
4 Nov - 5 Nov
Charming Downtown Two Bedroom w/ Fireplace
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

6. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is HK$1,107
HK$2,079 total
includes taxes & fees
4 Nov - 5 Nov
Blue Lakeview Home
A dining area with a table set for four, a sofa, and a television mounted on the wall.

7. Fireplace/Coffee/Arcade Your Cozy Escape Is Here

Fireplace/Coffee/Arcade Your Cozy Escape Is 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.
The price is HK$1,080
HK$5,310 total
includes taxes & fees
3 Nov - 4 Nov
Fireplace/Coffee/Arcade Your Cozy Escape Is Here
A modern kitchen with a marble island, two pendant lights, and a wine bottle on the counter.

8. 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 HK$2,824
HK$4,247 total
includes taxes & fees
4 Nov - 5 Nov
Luxury loft in the heart of downtown Janesville
A modern living room with a flat-screen TV, two floral armchairs, a grey sofa, and a coffee table with a chess set.

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, (12 reviews)
"Great location for downtown Janesville "
United States
Tim M.
The price is HK$1,271
HK$3,401 total
includes taxes & fees
3 Nov - 4 Nov
New Luxury & Spacious House in the Heart of Janesville
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.

10. 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, (115 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 HK$1,530
HK$2,036 total
includes taxes & fees
3 Nov - 4 Nov
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Outdoor dining

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,189
HK$2,422 total
includes taxes & fees
16 Nov - 17 Nov
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.

12. Edgewater Escape

Edgewater Escape
Milton
9.4 out of 10, Exceptional, (3 reviews)
"The house had a fantastic view. The open living room gave us plenty of space for relaxing as a group. Quiet area. Since we stay in many rentals our only complaint was there were no instructions for checking out, what to do with bedding, trash etc. The host never responded to my question concerning that. Hopefully we left the house as expected."
United States
Renee S.
The price is HK$1,257
HK$2,236 total
includes taxes & fees
16 Nov - 17 Nov
Edgewater Escape
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

13. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$1,370
HK$1,754 total
includes taxes & fees
8 Nov - 9 Nov
Pool with Slide. Great for Business Travelers!
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.

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

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.6 out of 10, Exceptional, (7 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
New Owner Special > Hot Tub - Sauna - Private Gym
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

15. 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$1,554
HK$1,989 total
includes taxes & fees
13 Nov - 14 Nov
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.

16. 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 HK$910
HK$1,701 total
includes taxes & fees
17 Nov - 18 Nov
Lookout Loft over the Monroe Square
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Everything was very nice"
United States
Anonymous traveller
The price is HK$1,161
HK$3,446 total
includes taxes & fees
16 Nov - 17 Nov
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

18. 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 HK$753
HK$1,836 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
A kitchen with granite countertops, stainless steel appliances, and white cabinetry.

19. Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area

Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area
Rockton
10.0 out of 10, Exceptional, (1 review)
"With this being our first experience using a VRBO, it was very positive! Todd was very easy to communicate with and we didn't encounter any issues."
United States
Chris C.
The price is HK$1,160
HK$3,657 total
includes taxes & fees
16 Nov - 17 Nov
Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area
A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

20. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (47 reviews)
"Great stay! Very close to everything downtown."
United States
Garrett M.
The price is HK$1,498
HK$2,374 total
includes taxes & fees
16 Nov - 17 Nov
Doty ★ Walk to Everything -Hotel Quality- Downtown
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

8/10 Good
"We had our dogs. They gave us a room conveniently located near an exit."
DeAnna 2-night trip
Posted 6 hours ago
AmericInn by Wyndham 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?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: This holiday home rental outside of Evansville is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Lake Kegonsa 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.