Holiday houses in Henderson County

4.86 out of 5 average rating, 205 reviews

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!

4.91 out of 5 average rating, 487 reviews

Bungalow in Evansville

Haven near Haynies on Historic First Street

Warm and cozy with 11ft ceilings and warm wood floors, this 750 sq foot renovated uptown 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 Hanies 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.

4.88 out of 5 average rating, 108 reviews

Apartment in the Heart of Evansville

Whether on business or a weekend getaway, our place will more than satisfy your needs! Includes: - King Bed - Sofa(not a pull out) - Kitchenette • Microwave, Mini Fridge, Sink, Keurig (with k-cups) - TV - Outdoor Seating/Swing - 2 min to University of Evansville - 2 min to State Hospital Park - 4 min to Ascension St. Vincent Hospital - 4 min to Woodmere Disc Golf - 7 min to Eastland Mall - 8 min to Downtown Evansville/ Ford Center/ Bally's Casino - Several restaurants nearby

4.9 out of 5 average rating, 629 reviews

Guesthouse in Evansville

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.

4.94 out of 5 average rating, 118 reviews

Cabin in Robards

REINE CABIN at Farmer and Frenchman

EAT. TASTE. STAY. Year round view, seasonal flavor. The property features a winery/cafe, a vineyard, walking trails, and a 360 view of countryside. Created in the spirit of rustic elegance, the Cabin's lavish accents are sure to impress. Enjoy dinner in the cafe, walk the trails, snuggle in for the night, order breakfast in bed and a morning yoga session on the patio. Enjoy the ambiance of Kentucky's agrarian heritage with modern and stylish amenities.

4.95 out of 5 average rating, 199 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.

4.96 out of 5 average rating, 202 reviews

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.

4.98 out of 5 average rating, 47 reviews

Loft in Henderson

The Lifeboat Loft - in the Heart of Henderson

Welcome to The Lifeboat Loft, our luxury apartment in Downtown Henderson KY! This unique 1100 sq ft loft on Main Street features soaring ceilings, a comfy king bed, upscale furnishings, a fully equipped kitchen, washer/dryer, high speed WiFi and a cool rolltop desk work area. 7 restaurants and the Vault venue are within 1 block. The new couch features a hideaway bed for extra company. It’s even friendly to your furry friends!

4.95 out of 5 average rating, 194 reviews

Home in Corydon

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.

Superhost

4.9 out of 5 average rating, 137 reviews

River City Retreat |KING Stylish 1BR/1BA Apartment

Enjoy this centrally-located one bedroom, one bath duplex apartment with modern updates and amenities. - Sparkling Clean - 65” Smart TV - Fast 200MB WiFi - Newly Renovated Bathroom - Stocked Kitchen - Dedicated Workspace - Premium Bedding - Twin-Sized Roll Out Bed for an extra guest, available upon request. - Centrally Located - Washer and Dryer locked away in unit (available upon request)

4.98 out of 5 average rating, 281 reviews

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. 2 complimentary drip coffees are included with your stay.

Holiday home in Evansville

4.95 out of 5 average rating, 168 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

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4.97 out of 5 average rating, 35 reviews

Loft in Newburgh

The tree house ,1 bd. lovely loft in historic area

KristyRating, 5 stars1 day ago

Gina was proactive in her communication and responded quickly to any questions we had. The tree house was clean and comfortable. Would absolutely recommend and hope to stay there again!

4.91 out of 5 average rating, 46 reviews

Apartment in Henderson

Suburban Chateau- NO Cleaning Fee!

JohnettaRating, 5 stars2 days ago

We came into town for a church event was looking for somewhere to stay for the night we enjoyed our stay cozy apartment. The house was very nice and very good communication. I would definitely come back and stay in town and recommended this location and apartment to anyone the decoration was nice everything you needed was there very cozy made you feel at home.

5 out of 5 average rating, 4 reviews

Downtown Penthouse Loft

NeilRating, 5 stars1 week ago

Super stylish corner penthouse with vaulted ceiling and a tall wall of windows to match. This penthouse delivers a “wow” factor.

4.83 out of 5 average rating, 35 reviews

The Harrison F | 1BR/1BA Downtown Apt

AdamRating, 5 stars1 week ago

We couldn’t have asked for more considerate hosts! When the air-conditioner in our original unit at The Harrison developed an issue, EVV Housing responded almost immediately and moved us to an equally lovely apartment in the same building. The entire switch was seamless—within minutes we were settled into a cool, comfortable space of the same quality, and our trip never skipped a beat. Both units were spotless, stylish, and equipped with reliable Wi-Fi, a simple smart-lock entry, and a quiet central HVAC system. The clear check-in instructions (building name, unit label, lock code, Wi-Fi password) made arrival stress-free, and the thoughtful trash/recycling guide in the alley showed real attention to detail. Most of all, we appreciated the hosts’ responsiveness and genuine commitment to making things right. Their quick action turned a potential hiccup into a reminder of why great hospitality matters. With an unbeatable downtown location—steps from cafés, restaurants, and riverfront s

4.89 out of 5 average rating, 9 reviews

Home in Newburgh

Walking The River

KindraRating, 5 stars2 days ago

Newburgh is a great little town with interesting food options, river walks and interesting history. This location was perfect for exploring the area.

4.82 out of 5 average rating, 33 reviews

3 Bedroom 2.5 Bath Eastside Evansville Home

MollieRating, 5 stars3 weeks ago

Tyler and Katelyn were great hosts! Extremely responsive and accommodating. The house was a good size and comfortable for us to stay in. The neighborhood was also nice and convenient to where we needed to go. I would definitely stay here again!

4.8 out of 5 average rating, 5 reviews

Spa feel sleep 6 wk/mo discounts

MerilynnRating, 5 stars2 weeks ago

Deanna is a fantastic host so nice and very willing to help. The place was beautiful and we had everything we needed. Even with a small issue of batteries she came right over and was just so pleasant and goes beyond expectations. Deanna we loved coming to your place and will do so again and again. Thank you for everything ❣️❣️❣️