Pet-friendly holiday rentals in Henderson County

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

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.

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 Brokerage Main Street Loft

Welcome to the biggest, most luxurious loft apartment in the entire area! With 12 foot ceilings, soaring original windows, 150 feet of exposed original brick walls. a massive 9x5 island and counters made from 140 year old heart pine wood, this is the perfect spot for family and friends in downtown Henderson. We can set up a queen Murphy bed upon request in the big master suite for extra company. Restaurants, shops and the famous Ohio River Walk are within 1 block. Find small town luxury here!

Country Retreat House w/ Garage

Take a break and unwind at this peaceful oasis. Charming Country Retreat: One-Bedroom House with Garage. Full Kitchen well-equipped that invites you to whip up your favorite country-style meals. Bedroom: A comfortable queen-sized bed ensures a restful night’s sleep. Wake up to the sound of birdsong and sunlight filtering through the curtains. Living Area: Unwind in the cozy living room, curl up with a book or enjoy a movie night. Detached Garage: Store your equipment and vehicle securely.

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!

Nest: 1905 Carriage House Apartment

Our renovated 1912 carriage house was designed exclusively for Airbnb guests! Set in the midst of Semper Fulgens gardens, this luxury apartment is small but features a large bathroom with clawfoot tub, a loft bedroom with king sized bed, a sitting area, and coffee bar. There is not a full kitchen, but we do have a fridge. Not suitable for kids. A place for pet lovers! We do have two dogs, a cat and chickens who live on the property and have access to courtyard and event space.

The Mod Spot on Main • Vintage Style + walkable!

A Groovy Crash Pad in the Heart of Downtown Evansville Step into your own 1960s daydream at Main Street Mid-Mod—a retro-inspired crash pad with room for the whole crew. A cozy space for couples, creatives, or anyone craving a little nostalgia. Whether you’re lounging in the groovy living space or sipping coffee in the warm morning light, this stop is designed to transport you to a time when shag rugs ruled and just steps from everything historic downtown Evansville has to offer!

Poolside Serenity Cabin

Relax and enjoy time away at our Poolside Serenity Cabin. Our cabin at Camp Safe Haven is awaiting your escape just 11 miles outside Owensboro, Kentucky. A serene retreat away from the hustle and bustle of everyday life. Located in the center of our campground, right next to the pool and pool deck, and playground. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation fun and adventure.

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.

Bikes + Firepit | Walkable Retreat Near Downtown

Uptown Haven | Fully remodeled + beautifully furnished home near downtown Evansville! ✨ Enjoy designer interiors, smart TVs in every room, fast Wi-Fi, a private fenced yard, and complimentary bikes. Walk or ride to parks, restaurants, shops, and nightlife. Relax by the fire pit or grill under string lights. Whether you're in town for work or fun, this cozy, curated retreat blends comfort, style, and convenience. ★ Book your stay today!

Hoosier Hospitality.

This 2 bed/1 bath home has recently been completely remodeled. With 2 queen beds, free parking, and a designated office space, this home has it all. The kitchen is beautiful and has a table that can seat 4. There is internet and a smart tv that has streaming services available. Nestled in a quiet neighborhood w/ a large backyard, this home is centrally located and the perfect place to enjoy a little Hoosier Hospitality!