Evansville Holiday Rentals

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Holiday Rentals in Evansville

The Dylin

4.0 star property
9.2 out of 10, Wonderful, (79)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect

2.0 out of 10, (2)
"Host never showed up to let us in the property and still has not reimbursed me "
Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect

Charming 2-bed apartment with WiFi, AC in brilliant Madison

The price is AU$276
includes taxes & fees
3 Aug - 4 Aug
Charming 2-bed apartment with WiFi, AC in brilliant Madison

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (3)
"We really enjoyed this house! Short walk to the beautiful lake. Friendly neighbors and lots of wildlife in the area. The house had plenty of room for everyone and everything we needed for the week. Will definitely stay here again when in the area!"
Remodeled home with pontoon rental 2 decks Private beach playground volleyball

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (29)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is AU$709
includes taxes & fees
30 July - 31 July
Two bedroom suite with city views in the heart of downtown Madison

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (159)
"We have been coming here for several years and love it. Super quiet neighborhood, home is clean and well maintained, Tammy is a great host and quick to answer messages. We will be back again next year!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.4 out of 10, Exceptional, (22)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is AU$604
includes taxes & fees
29 July - 30 July
One Bedroom King with Den with views of Lake Monona in the heart of downtown.

Right on the Water! Private Pier, Excellent Sunsets & Swimming

9.4 out of 10, Exceptional, (100)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Right on the Water! Private Pier, Excellent Sunsets & Swimming

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
9.6 out of 10, Exceptional, (20)
"Great stay, easy location."
The price is AU$585
includes taxes & fees
29 July - 30 July
One Bedroom King with Den with views of the heart of downtown.

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is AU$311
includes taxes & fees
30 July - 31 July
Log Cabin at Lake Koshkonong - “The Overlook”

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (146)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (61)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (70)
"Clean, comfortable and well appointed for a multi day stay."
Cozy cottage retreat that’s perfect for recharging.

Kosh Cottage - Beach Vibes & Gorgeous Sunrises!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Adorable home perfect for our weekend away"
Kosh Cottage - Beach Vibes & Gorgeous Sunrises!

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (31)
"We thoroughly enjoyed the spacious house and paddle boarding and kayaking on the lake. Wish we could have stayed longer. It was so peaceful! Definitely want to go back."
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (8)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is AU$466
includes taxes & fees
3 Aug - 4 Aug
Studio queen with views of Lake Monona in the heart of downtown Madison

New Luxury & Spacious House in the Heart of Janesville

2.0 star property
9.0 out of 10, Wonderful, (4)
"Audrey was very helpful, even let us check in early. We were there for my dad’s funeral and it was nice to have social spaces for us to gather. "
The price is AU$735
includes taxes & fees
29 July - 30 July
New Luxury & Spacious House in the Heart of Janesville

Waterfront - Hot Tub - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
Waterfront - Hot Tub - Sauna - Game Room - Pets

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (91)
"Wonderful stay!!! House was beautiful and clean Would highly recommend this house Owner super nice and accommodating 👍🤗"
Executive Lakefront Home 30 Minutes From Madison!
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

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?

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect: This holiday home rental outside of Evansville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.