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

Evansville Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Evansville vacation rentals

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

1. The Dylin

Downtown Madison

ANCA

$111 nightly

Dec 7 - Dec 8

Total with taxes and fees

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

Brodhead

Lisa and Peter R.

$672 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden deck overlooking a calm river with trees and a building in the background.

3. Spacious 3-bedroom apartment in Downtown Stoughton

Stoughton

Laura M.

$325 nightly

Nov 30 - Dec 1

Total with taxes and fees

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

Janesville

R D.

$1,045 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

New Glarus

Heather & Nick V.

$232 nightly

Nov 8 - Nov 9

Total with taxes and fees

A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

6. Edgewater Escape

Milton

Renee S.

$258 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern living room with a flat-screen TV, two floral armchairs, a grey sofa, and a coffee table with a chess set.

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

Janesville

Tim M.

$369 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Janesville

Julia C.

$486 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

Edgerton

$295 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

Monroe

Andie

$231 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

11. Blue Lakeview Home

Edgerton

$242 nightly

Nov 8 - Nov 9

Total with taxes and fees

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.

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

Janesville

Michelle Gabert

$619 nightly

Dec 6 - Dec 7

Total with taxes and fees

A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

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

Fitchburg

$204 nightly

Nov 12 - Nov 13

Total with taxes and fees

A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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

Village of Cottage Grove

Anonymous traveler

$376 nightly

Nov 8 - Nov 9

Total with taxes and fees

A bathroom with a sink, toilet, and glass shower enclosure.

15. Pool with Slide. Great for Business Travelers!

Fitchburg

$179 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

Monroe

Ann S.

$206 nightly

Nov 9 - Nov 10

Total with taxes and fees

A kitchen with granite countertops, stainless steel appliances, and white cabinetry.

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

Rockton

Chris C.

$346 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

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

South Beloit

Darrin W.

$226 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spacious kitchen with wooden beams, a central island, and a dining area with a blue sofa and chairs.

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

Downtown Madison

Garrett M.

$267 nightly

Nov 16 - Nov 17

Total with taxes and fees

A dining area with a table set for four, a sofa, and a television mounted on the wall.

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

Milton

Vicky Z.

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Find vacation rentals that suit your style

Top Evansville Hotel Reviews

A Sleep Inn & Suites building with a brick facade, large windows, and a covered entrance.

Sleep Inn & Suites Oregon - Madison

Oregon

10/10 Excellent

Kelly

An indoor swimming pool with a wooden ceiling, a ceiling fan, and a seating area with chairs.

Quality Inn & Suites Stoughton - Madison South

Stoughton

10/10 Excellent

Stephen

A Holiday Inn Express & Suites hotel with a brick facade, multiple windows, and a well-lit entrance.

Holiday Inn Express & Suites Madison Central by IHG

Madison

10/10 Excellent

Lisa

A reception area with a modern design, featuring a reception desk, a blue accent wall, and a wooden floor.

Fairfield Inn & Suites by Marriott Madison Verona

Verona

10/10 Excellent

diane

An indoor swimming pool with clear blue water, surrounded by beige walls and large windows.

Hampton Inn Janesville

Janesville

10/10 Excellent

Suzanne

A spacious lobby with seating areas, a reception desk, and a glass door entrance.

DoubleTree by Hilton Madison Downtown

Downtown Madison

10/10 Excellent

Anonymous traveler

A hotel lobby with a stone wall, a sofa, a coffee table, a reception desk, and a green door.

Cobblestone Hotel and Suites Janesville

Janesville

10/10 Excellent

DeAnthony

A modern hotel with a glass facade, multiple floors, and a prominent entrance.

Embassy Suites By Hilton Madison Downtown

Downtown Madison

10/10 Excellent

ann

An outdoor patio with a stone fire table, seating, and a pergola.

Springhill Suites By Marriott Madison Fitchburg

Madison

10/10 Excellent

Lauren

A modern hotel with a covered entrance, multiple floors, and a parking lot.

Hyatt Place Madison / Verona

Verona

10/10 Excellent

Michelle

Holiday Inn Express Hotel & Suites Madison-Verona by IHG

Verona

10/10 Excellent

The hotel is new, located comfortably close to (driving distances) many local attractions. I am no stranger to hotels and this one is on top of my list! I am not a big fan of hotels. I'll always find a hair on the floor, mold around the tub or tear on the bed sheets or dust in the corner of a room. NOT in this one! Very nice bed sheets! Clean, no dust, no hair! The fridge was clean, the room was big. We arrived way early prior to check in and the staff managed to put us in 2 very clean...

Anonymous traveler

An outdoor patio with a fire pit, multiple seating areas, and a pergola with string lights.

Home2 Suites by Hilton Madison Central Alliant Energy Center

Madison

10/10 Excellent

thomas

A hotel room with a bed, a bedside table with a bottle of champagne, glasses, and a tray.

The Madison Concourse Hotel and Governor's Club

Downtown Madison

10/10 Excellent

Diane marie

A hotel with a stone facade, outdoor seating area, and a covered entrance.

TownePlace Suites by Marriott Janesville

Janesville

10/10 Excellent

Aimee

A cozy living area with a fireplace, comfortable seating, and decorative shelves.

Homewood Suites by Hilton Madison West

Madison

10/10 Excellent

Timothy

Find out more about Evansville

Everything you need to know about Evansville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Evansville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Evansville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Evansville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Evansville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Evansville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Evansville rentals

At Expedia, we put the best Evansville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Evansville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Evansville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Evansville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 Lake Kegonsa 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.