Vacation rentals in Diamond Island

The Nest - Huge Loft in Downtown Henderson

Welcome to The Nest, Henderson's finest loft! This Victorian 1800 sq. ft. loft is newly renovated, fully furnished and nicely appointed in the heart of Downtown Henderson. The huge living room is perfect to meet friends, watch TV, cook, or just gaze out the massive windows. The Master Room, Reading Room (featuring a queen Murphy bed), fully equipped Kitchen, and Private Patio are quiet spaces to relax, work, prepare a meal, or plan your day. Parking, fast wifi, and washer/dryer all included!

The Cypress Cottage

Pickleball anyone? Looking for a quiet place to disconnect and unwind? You’ll love this 1878 cottage getaway. With 4 bedrooms, there is plenty of room for you to kickback and relax. Cook a meal in the full kitchen and step outside and play pickleball on the private, woods surrounded court. Washer and dryer are included at this country getaway. A short drive to historic New Harmony and Evansville so you can attend events like Kunstfest and the Fall Festival. Also not far from USI & U of E.

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.

House of Color B | KING 1BD/1BA Apt near Downtown

Enjoy this stylish and fully renovated one-bedroom, one-bathroom apartment in close proximity to Evansville’s Art District (Haynie’s Corner) and Downtown EVV — perfect for a weekend escape or a longer stay. ✅ Sparkling Clean ✨ ✅ King Bed for ultimate comfort 🛏️ ✅ Fast WiFi 🚀 ✅ Smart TV in the living room 📺 ✅ Stocked Kitchen for easy meal prep 🍽️ ✅ Washer and Dryer in Unit 🧺 ✅ Free Street Parking 🚗 ✅ Fabulous Location near local art, dining, and attractions 🎨🌆

The Moonlight Hollow - Moonlight Haven

Come camp at the Moonlight Hollow! Our homestead offers something for everyone! For you animal lovers, come meet our Kune-Kune pigs & Nigerian Dwarf goats. Chickens & Guineas free-range everywhere, while our livestock guardian Anatolian/Great-Pyrenees keep everyone in line! For the garden lovers, seasonal veggies & herbs are available at our farm stand (and farm fresh eggs!). For those seeking a nature retreat, adding a reiki session is quite therapeutic!

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.

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.

Chandler D | KING 1BD/1BA Apt near Downtown

Enjoy modern amenities in this cozy second floor apartment, set within a beautifully restored 1880s Queen Ann-style home. ✨ Sparkling Clean ✅ King-Size Bed for a restful sleep 🛏️ ✅ Private Bathroom with a tub/shower combo 🚿 ✅ Full Eat-In Kitchen 🍽️ ✅ Fast WiFi 🚀 ✅ Washer and Dryer 👕 ✅ Centrally Located near Haynie’s Corner Arts District, the Ford Center, and more 🌆

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