
Vacation rentals in Henderson
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Henderson
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Cozy Craftsman in Akin Park Neighborhood
This cozy craftsman style home is nestled in the Akin Park neighborhood and includes all the amenities needed for a great visit to Evansville. The location boasts quick access to Haynie’s Corner/Art District, which features unique shops, bars and restaurants that showcase the best of Evansville culture. You are welcome to cozy sleeping arrangements for up to six (two queen bedrooms and a pull out couch), one bathroom, a fully stocked kitchen and a beautiful front porch perfect for relaxing.

Haynie's Hangout
Haynie’s Hangout was featured in Evansville Living. Located in the Art's District and within walking distance of restaurants. Ideal for business travel. Spacious desk for work needs. Very close to downtown attractions. Charming two bedroom shotgun home with stylish and hip decor. All bedding is high quality. Cozy living room with large smart TV/LG and internet access for Netflix, etc. Leaf antenna provides local TV channel access. Equipped kitchen! Washer/Dryer. Patio! Photo ID required.

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.

Crouse’s North Ninety Lake House
If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

New Harmony Cottage
Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check hours for shops & restaurants that you plan on visiting.

Handcrafted Cabin in Woodsy Heaven
PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

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.

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.

Private Suite/Sleeps 3/Center Town/Pets OK!
Guests will have their own entrance and is closed off from the rest of the house. It is a 2 room space (250sf) Has a queen memory foam bed . A bathroom and a kitchenette in the next room (with microwave, coffee maker, mini fridge, panini press) fold down couch for 3rd guest You will get much more from us than a hotel room and much cheaper! Pet fees $20 per stay $5 guest fee per day after 2.

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.
Popular amenities for Henderson vacation rentals
Other great vacation rentals in Henderson

House Near U of Evansville and Ford Center

The Lifeboat Loft - in the Heart of Henderson

Eco Friendly CondoA with free EV charging.

Lakeside Cottage

Newly Listed! Secluded 3 BR house in the Woods!

The 1839

Little House on the River

Nest: 1905 Carriage House Apartment
When is the best time to visit Henderson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ386 | ﺩ.ﺇ400 | ﺩ.ﺇ466 | ﺩ.ﺇ547 | ﺩ.ﺇ507 | ﺩ.ﺇ463 | ﺩ.ﺇ441 | ﺩ.ﺇ503 | ﺩ.ﺇ455 | ﺩ.ﺇ400 | ﺩ.ﺇ378 | ﺩ.ﺇ349 |
| Avg. temp | 1°C | 3°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 21°C | 15°C | 8°C | 3°C |
Frequently Asked Questions
What are the most popular amenities for Boutique Hotel Rentals in Henderson?
Enhance your stay in our Boutique Hotel Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do boutique hotel rentals in Henderson have air conditioning?
Absolutely! We offer over 10 boutique hotel rentals with air conditioning in Henderson. Enjoy a tailored experience with all the comforts you desire.
Do boutique hotel rentals in Henderson have wifi?
Absolutely! We offer over 10 boutique hotel rentals with wifi in Henderson. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Henderson?
Four-legged friends are welcome in Henderson. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in boutique hotel rentals in Henderson?
Experience the best of Henderson with our boutique hotel rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there boutique hotel rentals with a dedicated workspace in Henderson?
Yes! Work meets play with ease at over 10 boutique hotel rentals in Henderson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Henderson?
Henderson has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do boutique hotel rentals in Henderson have free parking?
Absolutely! We offer over 10 boutique hotel rentals with free parking in Henderson. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Henderson

Total vacation rentals
Explore 30 vacation rentals in Henderson

Nightly prices starting at
Henderson vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 440 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Henderson vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Henderson rentals

4.6 Average rating
Henderson stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Chicago Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Pigeon Forge Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Memphis Vacation rentals




