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Compare 93 Vacation Homes in Henderson with updated reviews, rates, and availability.

Centrally located 3 bdrm quaint house with a yard. Pet friendly, no cleaning fee

10.0 out of 10, Exceptional, (29)
"We were in town for an event at the Bluegrass Hall of Fame and this was perfect for our 5 night stay. Very clean, spacious rooms for a small house. The flooring and furnishings were pet friendly with the fenced back yard a bonus! It was a quick drive the the downtown hot spots and very close to a lovely walking path in Legion Park. Would highly recommend."
Centrally located 3 bdrm quaint house with a yard. Pet friendly, no cleaning fee

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

10.0 out of 10, Exceptional, (4)
"Bobby’s place was perfect for our family stay in Evansville. The location was convenient and the house was exactly as described - clean and comfortable. Would def stay here again!"
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, (9)
"Great location. Very responsive host"
The price is AED 743
AED 981 total
includes taxes & fees
24 Feb - 25 Feb
Welcome to simple comfort a like new family friendly home Full of accommodation

Blue Moon Cottage: Music Room, Inground Pool

10.0 out of 10, Exceptional, (14)
"Great house with adult children and grands. Hosts were very accommodating with need for early arrival for family wedding. "
The price is AED 328
AED 1,055 total
includes taxes & fees
4 Mar - 5 Mar
Blue Moon Cottage: Music Room, Inground Pool

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, (9)
"Everything was great! Check-in and out was easy. It had everything you needed. Plenty of space for multiple people very accommodating. The host went above and beyond to make our stay comfortable we will definitely stay there again! "
The price is AED 404
AED 777 total
includes taxes & fees
24 Feb - 25 Feb
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Fenced-In Yard on the East Side

10.0 out of 10, Exceptional, (8)
"Overall the house was very nice and in a great spot for the concert we attended."
The price is AED 551
AED 1,081 total
includes taxes & fees
2 Mar - 3 Mar
Fenced-In Yard on the East Side

Urban Oasis centrally located near downtown with game room & huge yard!

10.0 out of 10, Exceptional, (14)
"Great place for a long weekend visit!"
Urban Oasis centrally located near downtown with game room & huge yard!

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

Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!

9.6 out of 10, Exceptional, (14)
"We had 6 adults. Stayed for a weekend. Great location for entertainment downtown and Haynies corner. Spankeys pizza right there. We had everything we needed and communication with owner was great. Cute house! Would definitely stay again! Thanks for a wonderful experience!"
Haynie's Charmer - 3 BR NEW CONSTRUCTION Modern!

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

Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.

10.0 out of 10, Exceptional, (1)
"This was one best stays I’ve experienced so far! I highly recommend if you’re looking from a home away from home! "
The price is AED 422
AED 1,153 total
includes taxes & fees
28 Feb - 1 Mar
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.

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

10.0 out of 10, Exceptional, (48)
"Loved the conversation pit and the games were fun! Super good close in a walkable distance and a great place to stay if you want to hit a concert at the Ford Center. "
Something to talk about in Haynie's Corner! Walk anywhere, sleeps 6!

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

2.0 star property
9.2 out of 10, Wonderful, (5)
"Enjoyed the house. Had friends for dinner one night and family the next fay for our hilday get together. The house is cute, clean and had everything we needed. Tge host was readily available when we had questions. I would definitely stay again!"
Vibrant and art-filled retreat, perfect for families and small groups.

Enchanting historical home with River View

9.8 out of 10, Exceptional, (17)
"This home was on a very quiet street. The interior has been beautifully updated. The beds were, for the most part, comfortable. Plenty of blankets and pillows were provided. The kitchen was stocked very well for our needs. The owner reponded with any questions I had very promptly and check out was so easy! We were in town for softball so we were in and out of the house often and there was plenty of room for 3 adults and 4 kids (including an infant). Really enjoyed the comfort of this home!"
The price is AED 514
AED 1,238 total
includes taxes & fees
25 Feb - 26 Feb
Enchanting historical home with River View

Nature’s Retreat with Game Room | Hot Tub | Sauna

2.0 star property
Nature’s Retreat with Game Room | Hot Tub | Sauna

Barn in the Burgh

10.0 out of 10, Exceptional, (1)
"Hosted a small Sweet 16 birthday for our daughter here for her and 6 of her friends. Great place to decorate, dance and have fun along with a great area for them to have a sleepover while mom and dad relaxed in the main part of the barn. We are from the area but would certainly rent again for family get togethers or small events. Everyone loved the cornhole boards and ping pong table... loved that they provide table and chairs that can be set up as needed too. "
The price is AED 393
AED 1,201 total
includes taxes & fees
24 Feb - 25 Feb
Barn in the Burgh

The Robinette House: Endless view of rolling farmland

10.0 out of 10, Exceptional, (75)
"Suzanne is an awesome host. We have been staying at Robinette Farms for Thanksgiving so we can visit with family and friends in Owensboro for the past 6 or 7 years. We love it! One of the few really nice VRBO’s to rent in the area. Always clean, great amenities and very comfortable."
The price is AED 680
AED 1,215 total
includes taxes & fees
24 Feb - 25 Feb
The Robinette House: Endless view of rolling farmland

Downtown Dream in Owensboro Ky

9.8 out of 10, Exceptional, (11)
"Our host Mike was very accommodating in getting a gentleman out to fix several problems. The home is great for a large group. We had 6 for the week and 2 more for a couple days. Might be better for younger people as 4 of us are 74 and 78. The steps to the second floor were steep for us and the second bathroom has steps to it also. It is very roomy for a large group. "
The price is AED 353
AED 1,537 total
includes taxes & fees
24 Feb - 25 Feb
Downtown Dream in Owensboro Ky

River View in Downtown Newburgh

9.0 out of 10, Wonderful, (2)
"The views of the Ohio River were beautiful. Lots of steps up to house but the views were worth it! House was clean and neat…gorgeous furniture. Our grandchildren especially loved the games in the library room. We also loved being able to seat the whole family at dining table for meals. Lovely home. "
River View in Downtown Newburgh

Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.

9.4 out of 10, Exceptional, (3)
"This home was a nice break from the busy city life. Quiet, cozy, and warm. We had nice time relaxing after a busy Thanksgiving dinner. The area was a nice break from the city where homes are almost on top of one another. I would stay there again for dure"
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.
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

Blue Moon Cottage: Music Room, Inground Pool

10.0 out of 10, Exceptional, (14)
"Great house with adult children and grands. Hosts were very accommodating with need for early arrival for family wedding. "
The price is AED 328
AED 1,055 total
includes taxes & fees
4 Mar - 5 Mar
Blue Moon Cottage: Music Room, Inground Pool

Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.

10.0 out of 10, Exceptional, (1)
"This was one best stays I’ve experienced so far! I highly recommend if you’re looking from a home away from home! "
The price is AED 422
AED 1,153 total
includes taxes & fees
28 Feb - 1 Mar
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
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.