
Holiday rentals in Henderson
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Top-rated holiday 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!

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.

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.

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. Please note that the loft is above a coffee shop that opens at 7am each day and you will hear some noise. 2 complimentary drip coffees are included with your stay!

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.

Charming 3 Bed/2 Bath House-Art District/Downtown
Enjoy local art and quick access to downtown Evansville in this charming and comfortable three bedroom, two bath house! It is perfect for gathering with family and friends in the large dining room and living room. You are welcome to cozy sleeping accommodations for up to seven, 2 full baths (one shower, one clawfoot bathtub), a full kitchen (appliances and dishes included), and a beautiful front porch with an antique church pew to enjoy a coffee or cocktail.

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.

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.

Kozy Kathleen
*Currently listed as top 10 AirBnbs in Evansville, IN. *Kozy family home in a quite neighborhood with 2 car capacity drive way including street parking if necessary. *Full of amenities needed for any length of stay. Close to I-69 and HWY 41 for any travel requirements. *Less than 5 miles from the heart beat of Evansville (Ford center/ downtown/ and Eastland mall). *"The Kozy Kathleen" = Real Hoosier home with authentic mid-west feel.

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.

Best Value/Sleeps 4/ Cozy/Center Town /Pets ok!
This is a private unit, but There is a GUEST SUITE attached to this listing (also available on Air BNB.) However, there are NO shared spaces. Each listing has a separate entrance. Near shopping, restaurants. 1Bedroom-2 queen beds-1bath cable/wifi, stocked wi/ snacks & amenities. Key lock box entry, Washer/Dryer. Couch folds down with a pull out feature on the base see pics or contact us to operate.
Popular amenities for Henderson holiday rentals
Other great holiday rentals in Henderson

Grand Queen Room by I-69/Multi Night Discounts

The Room to Roam Retreat on Ruston

Humble Abode near I-64/I-69

Efficiency Apt. Downtown

Gateway 823

Dewey,s Boutique Apartments

The Harrison G | KING 1BD/1BA Apt near Riverfront

Cottage.
When is the best time to visit Henderson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $135 SGD | $140 SGD | $163 SGD | $192 SGD | $178 SGD | $162 SGD | $154 SGD | $176 SGD | $160 SGD | $140 SGD | $133 SGD | $122 SGD |
| 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 air conditioning, over 10 homes with free parking, 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 holiday rentals in Henderson

Total holiday rentals
Explore 30 holiday rentals in Henderson

Nightly prices starting at
Henderson holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Henderson holiday rentals include wifi 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
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