Holiday rentals in Henderson County

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!

Fabulous on Historic First St. Near Haynies Corner

Light and airy with 11ft ceilings and warm wood floors, this 900 sq foot updated downtown 1 bedroom is just right for your next visit to Evansville. Whether you are in town for work or for play, this is a great spot for you. Located in the same block as Haynies Corner, two blocks from the river trail, and very close to Main Street, Ford Center and Old National events Plaza this home provides a great spot for the active life as well as the night life. Fully equipped, stainless appliances.

The Cottage on W Main

Family friendly 2 bed 2 bath! Charming and convenient space in downtown historic Newburgh. Easy walk to the scenic riverfront and downtown area which includes ice cream shops, restaurants, shopping and hair salon. Short walk to beautiful Rivertown Trail! Come explore downtown Newburgh and with easy access to multiple sites in Evansville the location is fantastic! So many family amenities with no stairs inside house, stroller, pack-n-play, outlet covers, kids books, and highchair provided!

RiverTown Retreat – Cozy 2BR Near River & Downtown

This is our personal home we use when lucky enough to be in the area. Our daughter married a sweet young man from here & we fell in love with this beautiful, friendly community and its adorable waterfront and downtown areas. We designed everything about this cottage to be exactly what we want & need, & we hope you appreciate all our thoughtful touches. Relax at this peaceful place to stay & enjoy Newburgh! Our location is also a great base for exploring Evansville, Owensboro, & Henderson.

Little Monticello

Little Monticello is a spacious 3 bedroom home one block away from the beautiful river front. Great walking paths. Walking distance to downtown Newburgh dining and shops. The master bedroom has a king size bed , bedroom # 2 has a queen size bed and dressing table. Bedroom #4 has a full size bed.. Bedrooms 1&2 have TV’s in them. The side porch is great for relaxing or hanging out with the little ones. There is a full size washer and dryer located in the kitchen area behind the barn door.

Historic Downtown Newburgh

Restored 1938 home with original oak floors. You will have this sunny and homey house all to yourself. We have WiFi. It is in a very quiet neighborhood and only 3 blocks from the Ohio River and the River Walk. There are a couple of restaurants that overlook the river and within walking distance. We have plenty of grocery stores, pharmacies, gas, a theatre and only 10 minutes from the east side of Evansville. Newburgh is a great walking town with historical houses and civil war history.

Historic Home Apt B: 3 Blks to Haynie's Corner

Location, location, location! This 1BR/1BA apartment has all the perks and pampering of a hotel, but in a fully furnished private luxury residence. Our 1850 home is located in downtown Evansville on coveted First Street. This architecturally diverse street is filled with historic mansions, giving it character that is unmatched in any other neighborhood in Evansville. Guests will have the privilege of experiencing a unique atmosphere whether they are in town for business or leisure.

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.

Rooftop Views in the Heart of Downtown!

Welcome to the Dr. J.R. Mitchell House! Built in 1909 as what is believed to be the first animal clinic in Evansville, this century-old home has been renovated and modernized. Dr. Mitchell's owners' quarters above the original animal clinic now features two bedrooms, an open bunk room for kids, and three full bathrooms. You'll find the original exposed brick throughout the home which adds the perfect vibe to this modern industrial home.

The Farm

Step away from the fast pace of daily life and enjoy family, friends and the peace of country living. Secluded modern farm house, that began as a log cabin, situated on approximately 100 acres of crop fields and includes a scenic lake. This property has been in our family for over 100 years. It has been lovingly furnished and decorated for a one of a kind stay. We want our guests to unplug, refresh, and renew.

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. 2 complimentary drip coffees are included with your stay.

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