Family-friendly holiday rentals in Evansville

A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.

4.94 out of 5 average rating, 139 reviews

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

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 101 reviews

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.

FamilyIndoor spacesBathroom

A spacious living room features a large sectional sofa arranged around a textured area rug. A coffee table is positioned at the center, complemented by a decorative plant. Natural light brightens the room from the windows, with a ceiling fan providing comfort.

4.86 out of 5 average rating, 105 reviews

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!

Indoor spacesFamilyCondition

The exterior of the Hobbit House features unique architectural elements, including curved rooflines and a distinctive round window. A manicured pathway leads to the front door, with greenery surrounding the entrance and decorative outdoor lighting providing subtle illumination.

4.98 out of 5 average rating, 122 reviews

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.

Indoor spacesFamilySolo travel

4.88 out of 5 average rating, 267 reviews

An aerial view captures a serene swimming pool surrounded by a spacious patio. A separate guest house is visible near the pool, featuring a sloped roof and multiple windows. Lush landscaping offers privacy, while a clear pathway leads from the pool area to the nearby road.

Guesthouse in Evansville

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 spacesKitchenSolo travel

4.92 out of 5 average rating, 144 reviews

A welcoming front porch features a comfortable seating area with two blue chairs, adorned with decorative pillows. A small side table is positioned next to a larger wicker chair, and the view includes lush greenery and tranquil neighborhood streets.

Bungalow in Evansville

Cozy Craftsman in Akin Park Neighborhood

This cozy craftsman style home is nestled in the Akin Park neighborhood and includes all the amenities needed for a great visit to Evansville. The location boasts quick access to Haynie’s Corner/Art District, which features unique shops, bars and restaurants that showcase the best of Evansville culture. You are welcome to cozy sleeping arrangements for up to six (two queen bedrooms and a pull out couch), one bathroom, a fully stocked kitchen and a beautiful front porch perfect for relaxing.

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 126 reviews

A contemporary living area features two patterned armchairs beside a small round table with a decorative lamp. Abstract artwork adorns the brick wall, while a textured rug adds comfort underfoot. Soft, ambient light enhances the inviting space.

Loft in Evansville

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!

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 428 reviews

The exterior of a two-story building is showcased, featuring a red metal roof and a balcony with black chairs. A sign hangs above the entrance, while the river and sunset are visible in the background. A pathway runs alongside the building, with parked cars lining the street.

Loft in Newburgh

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!

KitchenFamilyWi-Fi

A historic brick building stands on a cobblestone street, framed by mature trees and shrubs. The entrance features a set of stairs leading to double doors adorned with decorative glass. A lamppost adds charm to the inviting outdoor space.

4.95 out of 5 average rating, 277 reviews

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.

KitchenFamilyNearby

4.96 out of 5 average rating, 277 reviews

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.

FamilyKitchenNearby

Guest suite in Evansville

4.83 out of 5 average rating, 281 reviews

Private Suite/Sleeps 3/Center Town/Pets OK!

Guests will have their own entrance and is closed off from the rest of the house. It is a 2 room space (250sf) Has a queen memory foam bed . A bathroom and a kitchenette in the next room (with microwave, coffee maker, mini fridge, panini press) fold down couch for 3rd guest You will get much more from us than a hotel room and much cheaper! Pet fees $20 per stay $5 guest fee per day after 2.

KitchenIndoor spacesCheck-in

Holiday home in Evansville

An indoor pool area features a long, narrow pool, surrounded by large windows that allow natural light to fill the space. The tiled floor is complemented by potted plants, and wicker chairs with cushions are arranged nearby for seating.

4.93 out of 5 average rating, 215 reviews

Nugent House

It's rare to find a place that's both historic and one-of-a-kind. Whole house to enjoy in downtown Evansville Indiana. Walking distance to arts district , bars , restaurants, casino , ford center , Evansville museum, Evansville riverfront and much more.,, Home was built in 1915 as a mansion by the Nugent family. No lifeguard on duty, swim at your own risk

FamilyKitchenBathroom

Popular amenities for Evansville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living room features a large sectional sofa and an armchair, complemented by a decorative area rug. Natural light enters through light-filtering curtains, while a round coffee table sits at the center. A barrel accent adds a rustic touch.

4.86 out of 5 average rating, 146 reviews

Farm House on Oakhill

Indoor spacesKitchenQuiet

A single-story home with a light green exterior features dark blue shutters and a welcoming front door. A small porch leads to the entrance, surrounded by well-maintained flower beds, and a grassy yard extends to the front, under a clear blue sky.

5.0 out of 5 average rating, 40 reviews

Green Oasis

Indoor spacesKitchenCondition

4.86 out of 5 average rating, 44 reviews

A relaxing hot tub is situated on a wooden deck, surrounded by a gazebo draped with soft curtains. The outdoor area features a grassy lawn and a brick home nearby, with trees in the background reflecting seasonal changes.

Home in Newburgh

Modern Ranch 3 BDRM, sleeps 6 + HOT TUB

FamilyKitchenAccuracy

A serene bedroom features a dark, tufted headboard and light-colored bedding with subtle stripes. Two bedside tables with lamps sit on either side, accompanied by a decorative wall art piece depicting a bird and anchor.

5.0 out of 5 average rating, 3 reviews

Dewey's Boutique Apartment

Indoor spacesHospitalitySleep quality

New place to stay

Hot Tub | Walkable to UE | Fire Pit | Yard | Crib

4.85 out of 5 average rating, 20 reviews

Country Homeplace Pool/By Toyota/Sleep 14/Pets Ok

Indoor spacesKitchenPool

4.93 out of 5 average rating, 92 reviews

A landscaped outdoor area features a stone patio with several seating options, including lounge chairs and small tables. A water view of the Ohio River is visible in the background, along with a well-maintained lawn and decorative shrubs along the fence.

Townhouse in Newburgh

Million Dollar River View 1st Floor of Townhouse

KitchenFamilyTV

Family- and pet-friendly home rentals

Decorative signs indicate the presence of 'The Zen Den,' complemented by a peaceful meditation-themed plaque. A greenery arrangement adds a natural touch to the space, enhancing the serene atmosphere found in the entrance area.

4.87 out of 5 average rating, 134 reviews

The Zen Den - Dog friendly! NO cleaning fee!

KitchenIndoor spacesOutdoor spaces

4.85 out of 5 average rating, 256 reviews

A bright living area features a comfortable gray sofa and two blue accent chairs. A coffee table sits in the center, surrounded by natural light from windows with blinds. A dining table is visible in the background, with a doorway leading to another room.

Bungalow in Evansville

Cozy bungalow in a nice friendly neighborhood

Indoor spacesKitchenGetting around

4.97 out of 5 average rating, 180 reviews

A charming one-story house with a light yellow exterior is highlighted by white trim and a gabled roof. The front porch, supported by two columns, features a brick pathway leading to the door. Black shutters flank the windows, set against a backdrop of lush greenery.

Home in Newburgh

The Cottage on W Main

FamilyKitchenParking

4.9 out of 5 average rating, 694 reviews

A wooden door with multiple panes opens into a cozy sitting area. Outdoor seating is provided by a small table and two chairs on a gravel patio. Natural light filters through the door, highlighting the inviting interior and lush greenery outside.

Guesthouse in Evansville

Nest: 1905 Carriage House Apartment

FamilyIndoor spacesAccuracy

4.89 out of 5 average rating, 102 reviews

A modern kitchen features white cabinetry and granite countertops. Bar stools with grey upholstery are positioned at the island with a double sink. Pendant lighting illuminates the space, complemented by stainless steel appliances and a tiled backsplash.

Home in Newburgh

Country comfort

KitchenFamilyRiver

Aerial view of a spacious home surrounded by lush greenery and a serene lake. The property features a well-maintained lawn, a circular driveway, and a wooden fence. Nearby homes are visible along the waterfront, enhancing the sense of a peaceful community.

4.98 out of 5 average rating, 49 reviews

Lakeview Home by the Ball Fields

KitchenFamilyLayout

5.0 out of 5 average rating, 36 reviews

Family ready 4BR apt l King suite l DT adjacent

Indoor spacesFamilyDecor

4.93 out of 5 average rating, 30 reviews

The Room to Roam Retreat on Ruston

KitchenFamilyAccuracy

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 12 reviews

The exterior of a spacious brick residence is displayed, framed by well-maintained greenery and flower beds. Large windows offer ample natural light, while a covered porch extends along the front, providing shaded outdoor space. A paved driveway leads to the entrance of the home.

Farm stay in Evansville

Luxury Ranch in Darmstadt

FamilyIndoor spacesHospitality

4.85 out of 5 average rating, 26 reviews

Dwntwn 1bd Apt w/RooftopYoga, Cable, Wi-Fi, Office

FamilyIndoor spacesHospitality

4.6 out of 5 average rating, 5 reviews

5BR Home, Pool + Game Room | Sleeps 16+

FamilyComfortPool

4.76 out of 5 average rating, 25 reviews

Renovated Family Oasis • Pool • Bonus Loft • 5 BR

KitchenIndoor spacesCondition

A collage features various views of the apartment, including a cozy living area with a television and comfortable seating, a well-lit kitchen with stainless steel appliances, a spacious sleeping area with soft bedding, cheerful dining chairs, and an inviting outdoor pool surrounded by sun loungers.

Apartment in Newburgh

5.0 out of 5 average rating, 4 reviews

Luxury 2bd 2ba Apt w/Gym, Lake & Central Location

Indoor spacesFamilyTV

Home in Lynnville

New place to stay

At Home on Oak

A classic brick building is showcased with large front windows and dark shutters. The entrance features a rounded arch with a wooden door framed by decorative lights. Lush green shrubs line the pathway leading to the door, complemented by a well-maintained lawn.

Quiet 2 bedroom condo

Indoor spacesHospitalityLocation