Family-friendly holiday rentals in Evansville

Historic Haynie's Corner Hideout

Warm, cozy and spacious historic home located right near the vibrant Haynie's Corner. Features original art from local artists as well as others. Inviting living spaces, fully stocked kitchen and coffee bar, large dining room and cushy bedrooms all make for a great place to relax, unwind and enjoy your stay away from home. Work area, gaming nook, comfortable sun porch, side yard fire pit and lounge area take your stay to the next level! We look forward to creating a wonderful experience for you.

Kitchen · Family · Decor

Chestnut Haven

Welcome to this beautifully updated 3-bedroom, 2-bathroom home, perfectly designed for comfort and convenience. Located in an idyllic neighborhood, this home boasts a thoughtful layout and contemporary finishes that make it truly stand out. This home is only 8 minutes from the Ford center and 5 minutes from restaurants and shopping. There is a dedicated office if you're traveling for work, and dogs are most welcome to stay! There is a back deck with patio furniture and a garage for you to enjoy!

Family · Indoor spaces · Heating

House Near U of Evansville and Ford Center

Stay at this peaceful and centrally located home with fenced yard. The house has been completely remodeled and is located 5 blocks from the University of Evansville and 7 minutes from downtown Evansville for concerts, shows and conventions. The house is located in a quiet safe neighborhood and is 15 minutes from anywhere in town. The house has 2 bedrooms, each with a queen bed, sleeping 4 total. One queen bed has an adjustable base to adjust head and legs in various positions for maximum comfort

Family · Kitchen · Hospitality

The Heart of Main| NEWLY RENOVATED HOUSE| 4BR, 3Ba

Enjoy your stay at The Heart of Main! Our newly renovated house with modern upgrades, 4 bedrooms and 3 full bathrooms. -3 Queen & 2 King comfortable beds sleeping 10 adults -Wifi throughout the house -Outdoor porch seating -Electric Fireplace -Stocked kitchen -55" Smart TV in living room & 43" Smart TVs in rooms - Street parking and private parking -Within walking distance of excellent local eateries -Along N Main St walking trail -5 Min from Downtown/Ford Center -10 Min from Haynies Corner

Indoor spaces · Kitchen · Getting around

Hobbit House 2 bedroom.

Welcome to the Hobbit House! Relax or work from home in this cozy house located in a charming, quiet neighborhood in central Evansville. Each room is curated to set a different vibe from relaxation, sophistication, and fun. This house also has an old speakeasy downstairs filled with arcade games and a movie projector and screen. At night relax in the backyard under a beautifully lit gazebo. This house is also equipped with an office set up to make it easy to work from your home away from home.

Family · Kitchen · Parking

Private Guest House close to everything!

The Private Guest House is set on our property which is located on a corner (1.5 acre lot) close to the east side of Evansville. The convenient large circle drive makes it easy to enter and exit. The east side of Evansville offers Malls, Shopping, Restaurants, Bars, Entertainment, Gyms, Starbucks, and Theaters. The property is located only 10 minutes from Downtown and the Ford Center due to close proximity to Lloyd Expressway. Check out the Casino and Riverfront if you’re in the Downtown Area!

Indoor spaces · Family · Access

Haynie's Hangout

Haynie’s Hangout was featured in Evansville Living. Located in the Art's District and within walking distance of restaurants. Ideal for business travel. Spacious desk for work needs. Very close to downtown attractions. Charming two bedroom shotgun home with stylish and hip decor. All bedding is high quality. Cozy living room with large smart TV/LG and internet access for Netflix, etc. Leaf antenna provides local TV channel access. Equipped kitchen! Washer/Dryer. Patio! Photo ID required.

Family · Kitchen · Access

The Cooper I on Franklin (The Ashby Collection)

Right in the heart of Franklin Street! All the “city feels” in this contemporary walk up loft! We provide all the pleasures, perks and pampering of a hotel, but in a fully-furnished private luxury residence. Just steps away from incredible restaurants, bars, pubs, live music, and specialty boutiques. Once you’ve arrived at The Cooper, grab a seat at our window bar overlooking Historic Franklin Street! We have equipped you with everything from a well appointed kitchen to a fabulous hot tub!

Family · Kitchen · Hospitality

Riverfront Loft Above Honey Moon Coffee Shop

Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. Please note that the loft is above a coffee shop that opens at 7am each day and you will hear some noise. 2 complimentary drip coffees are included with your stay!

Indoor spaces · Family · Breakfast

Victorian 1 Bedroom Guesthouse Apt on 1st Street

This one-bedroom / one-bathroom apartment features high ceilings and exposed brick and is attached to your host’s home - a Victorian townhouse on one of Evansville’s historic cobblestone streets. Enjoy easy self-check-in and a location that is centrally located near the Ohio River, Downtown Evansville, and Haynie’s Corner neighborhoods. The Ford Center, Bally’s Casino, and many of Evansville’s best restaurants and bars are all a short walk away.

Kitchen · Indoor spaces · Parking

Rooftop Deck + 100" Theater | Downtown Evansville

Step into history at the Dr. J.R. Mitchell House (1909) — Evansville's first animal clinic, now a modern industrial retreat in the heart of downtown. Exposed brick, a private rooftop deck with city views, a 100-inch projector theater with surround sound, and a jetted tub for two. Walk to the riverfront, Ford Center, and Main Street dining. Fast WiFi and a dedicated workspace make it an easy home base for business and medical travelers.

Family · Indoor spaces · Accuracy

The Zen Den - Dog friendly! NO cleaning fee!

Find your zen at this peaceful and centrally-located space. Upstairs apartment with private entrance & off-street parking. Relax from a long day in the tub, cozy king bed, or on the spacious balcony. Yoga equipment provided to help clear your mind from the daily stresses of life. Lots of local touches to connect you to artists & artisans of the area. Your home away from home.

Kitchen · Family · Comfort