Holiday rentals with a patio in Vanderburgh County

Rolling Meadows Place

This well maintained, newly decorated home is in a quiet subdivision yet close to restaurants/attractions. Its generous sized well-equipped kitchen will help make mealtimes special. Three cozy bedrooms all with smart TV’s, a washer/dryer and large living room with a 65” smart TV will make you feel at home. Self check-in and a two-car garage with the driveway make getting settled a snap. The business person has a dedicated, well stocked spacious desk, comfy chair, high-speed Wi-Fi and printer.

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.

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!

Northside newly updated, 2 beds!

Welcome to The Fredstead, a mid-century home on the northside of Evansville that has been completely and stylishly remodeled. The Fredstead is in a safe and convenient neighborhood, close to restaurants, groceries, drugstores, Starbucks, and Target. Both king and queen beds have luxury bedding to lull you into a relaxing sleep. The Fredstead has not one, but two FULL bathrooms! Front and back patios, game room, office, fully stocked kitchen, off street parking, high speed internet.

Little House on the River

This gem is nestled on the riverbank, offering you a tranquil getaway with stunning water views and quiet surroundings. Our cozy cottage is perfect for couples or solo adventurers. You'll enjoy a blend of rustic charm and contemporary amenities. The open-concept living area features large windows that flood the space with natural light, offering uninterrupted views of the river. Situated on a peaceful, dead end street and just a short drive to local attractions, shops, and restaurants.

Fire Pit + BBQ + Private Yard 1BR Retreat

Enjoy your own private retreat in this stylish 1BR, 1BA guesthouse—fully separated and fenced for comfort and privacy. Ideal for solo travelers or couples, it features a comfy queen bed, full kitchen, fast Wi-Fi, and modern touches throughout. Step outside to your private yard with a BBQ grill and fire pit—perfect for relaxing nights under the warm string lights. Located in a quiet area, yet minutes from great food, shops, and local attractions. A cozy, secure getaway you’ll love.

Green Oasis

Come relax with the whole family or enjoy a couples get away in this completely remodeled 3 bedroom with 3 queen beds! Enjoy the peaceful backyard with outdoor seating, gas grill and hot tub! There is a designated work space for the corporate guest! Walking distance to Wesselman’s nature preserve and close to shopping and restaurants! We are located 2 miles from the University of Evansville, 4 miles from the Ford Center, 10 miles from USI and 6 miles from Goebel soccer fields!

Brewhouse Bungalow

Welcome to your cozy getaway located on the west side of Evansville! This charming 2-bedroom home is perfect for 1 - 5 people. Enjoy the convenience of being across the street from Barker Brewhouse, one of Evansville's best breweries and tap house, where you can sip on local craft brews and soak in the vibrant atmosphere. Whether you're here for a weekend escape, business trip, or an extended stay, our home offers comfort and an unbeatable location. Book your stay today!

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.