Holiday Homes in Henderson

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Featured Holiday Homes in Henderson

Vibrant and art-filled retreat, perfect for families and small groups.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice clean stay for a quick weekend and close to downtown. "
Vibrant and art-filled retreat, perfect for families and small groups.

Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

10.0 out of 10, Exceptional, (43)
"Very clean"
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

Blue Moon Cottage: Music Room, Inground Pool

10.0 out of 10, Exceptional, (13)
"Great house with adult children and grands. Hosts were very accommodating with need for early arrival for family wedding. "
The price is AU$557
includes taxes & fees
28 Dec - 29 Dec
Blue Moon Cottage: Music Room, Inground Pool

The Robinette House: Endless view of rolling farmland

10.0 out of 10, Exceptional, (75)
"This place was fantastic! Views are beautiful. Would recommend "
The price is AU$723
includes taxes & fees
3 Jan - 4 Jan 2025
The Robinette House: Endless view of rolling farmland

Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

9.8 out of 10, Exceptional, (50)
"Lovely house in a peaceful countryside setting. Really enjoyed sitting on the porch listening to all the birds singing. Everything we needed was provided. There was even an acoustic guitar that my hubby enjoyed playing. Thank you !"
Privacy and breathtaking views on the highest point in Daviess County! So cozy!!

Entire 2 bedroom House with Living Room, close to all...Sleeps 6.

10.0 out of 10, Exceptional, (3)
"We needed a convenient and easy safe place to stay while in town and this provided us with the perfect cozy place to stay overnight "
The price is AU$261
includes taxes & fees
29 Dec - 30 Dec
Entire 2 bedroom House with Living Room, close to all...Sleeps 6.

Cozy Cottage, 3 mins from EVV, fenced yard

10.0 out of 10, Exceptional, (9)
"We were just in for a quick weekend stay. The house was perfect for us and very clean. Host is very punctual for communication and was very accommodating for us! The yard was wonderful for our pups. Clean up bags were also provided which was perfect since we forgot ours. The pups enjoyed running all over the yard tiring themselves out for the evening! There is a fire pit that we definitely would have used had we stayed longer. A place we would highly recommend if headed to the Evansville area! "
Cozy Cottage, 3 mins from EVV, fenced yard

BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

10.0 out of 10, Exceptional, (2)
"My friends and I shopping day and "
The price is AU$539
includes taxes & fees
13 Jan - 14 Jan 2025
BRAND NEW: Oakside Retreat with MASSIVE Yard & High End Amenities

Welcome to simple comfort a like new family friendly home Full of accommodation

10.0 out of 10, Exceptional, (8)
"Very clean and well organized house. Great communication with host both before and after checkout. We will stay again. "
The price is AU$378
includes taxes & fees
25 Dec - 26 Dec
Welcome to simple comfort a like new family friendly home Full of accommodation

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great place to stay over a weekend or a longer stay if needed. Very clean. Listening is completely accurate and the property owner is very hospitable. Will stay there in the future if available. "
The price is AU$344
includes taxes & fees
29 Dec - 30 Dec
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

10.0 out of 10, Exceptional, (5)
"Nice house and host responds quickly to questions"
Quiet neighborhood/2 car garage/fire pit/backyard privacy fence/PET FRIENDLY

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

9.8 out of 10, Exceptional, (26)
"We had issues with the VRBO system, but the host was super sweet and contacted us directly. they were very understanding."
The price is AU$471
includes taxes & fees
24 Dec - 25 Dec
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Mid-Century Brick Bungalow Home

6.0 out of 10, (8)
"good for a night was taken good care of just needed the yard mowed"
The price is AU$329
includes taxes & fees
7 Jan - 8 Jan 2025
Mid-Century Brick Bungalow Home

Heartland Hideaway in the Heart of Owensboro

10.0 out of 10, Exceptional, (11)
"We came to town for a funeral. This place was what we needed to get some much needed rest. The house was perfect for our needs. "
Heartland Hideaway in the Heart of Owensboro

Comfortable house where guests feel welcome. 10 minutes from Evansville Airport

6.0 out of 10, (2)
"Our stay at the house was absolutely incredible. The location, amenities, and hospitality were top-notch. The place was spotless and beautifully decorated, with every detail carefully thought out. The kitchen was fully equipped, and the house is located in a safe area. The host was incredibly welcoming and provided us with all the information we needed for a smooth check-in. They even left a welcome basket for us, which was a lovely touch."
The price is AU$307
includes taxes & fees
24 Dec - 25 Dec
Comfortable house where guests feel welcome. 10 minutes from Evansville Airport

Barn in the Burgh

The price is AU$757
includes taxes & fees
26 Dec - 27 Dec
Barn in the Burgh

The Geneva Retreat a unique property located near Sloughs Wildlife Reserves

10.0 out of 10, Exceptional, (1)
"Very cleanly house. Our host had great communication and provided items for our stay that were needed, like a bassinet for an infant. We will definitely stay here again when in the area!"
The Geneva Retreat a unique property located near Sloughs Wildlife Reserves

NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a lovely stay. We had coffee on the porch each morning and shared it with many hummingbirds. The property was very quiet and felt very secluded. The place was clean and the AC worked well!"
NEW LISTING! The Cabin | Tranquil Lakefront Retreat by RedAwning

Cozy Bungalow in a nice friendly neighborhood

9.8 out of 10, Exceptional, (57)
"I rented this great bungalow for my son and Grandson, who had a hockey weekend. They loved the house, and it was very convenient to get to the ice rinks, and other attractions in Evansville. My son said the beds were really comfy! "
Cozy Bungalow in a nice friendly neighborhood

3BR House near Tropicana, IU Health, UE, USI

9.4 out of 10, Exceptional, (14)
"nice 3 day stay "
3BR House near Tropicana, IU Health, UE, USI
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Henderson

Cozy Henderson House Close to Downtown Henderson

6.8 out of 10, (6)
"We were Looking for just a nice comfortable and clean place. This was not it. Place is not kept clean inside or out. Why advertise a garden and backyard if you’re not even going to mow. The towels are stained and not one extra anywhere. Minimalist on dishes and silverware. Don’t think host has even seen this place for awhile. Couch is uncomfortable. Neighborhood a little sketchy- came home to police activity and someone else in the driveway. "
Cozy Henderson House Close to Downtown Henderson

Smmoking 2 Queen Beds at Envi Boutique Hotel

The price is AU$192
includes taxes & fees
24 Dec - 25 Dec
Smmoking 2 Queen Beds at Envi Boutique Hotel

2 queen Non Smoking at Envi Boutique Hotel

The price is AU$192
includes taxes & fees
24 Dec - 25 Dec
2 queen Non Smoking at Envi Boutique Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.