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Henry County Holiday Rentals

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Our top choices for Henry County holiday rentals

A modern kitchen with dark cabinetry, a wooden countertop, and a built-in stove. There is a seating area with a green sofa and a small table.

1. Cozy 1-bedroom apartment in a 160 year old historic downtown location.

Cozy 1-bedroom apartment in a 160 year old historic downtown location.
New Castle
9.6 out of 10, Exceptional, (10 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is HK$667
HK$1,274 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
A modern living room with a grey sectional sofa, a small wooden coffee table, and a dining area with a bar.

2. Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.

Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
New Castle
10.0 out of 10, Exceptional, (41 reviews)
"Great stay "
United States
Craig Z.
The price is HK$812
HK$1,674 total
includes taxes & fees
21 Oct - 22 Oct
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
A living room with a blue sofa, a small round table, a floor lamp, a potted plant, and a patterned rug.

3. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is HK$840
HK$1,543 total
includes taxes & fees
21 Oct - 22 Oct
Cozy 1 Bedroom Apartment
A living room with a flat-screen TV mounted on the wall, a dark console table with decorative items, a wicker basket with a book, and a large potted plant.

4. Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (28 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is HK$997
HK$1,862 total
includes taxes & fees
21 Oct - 22 Oct
Entire Home with Modern Conveniences - New Castle
A bedroom with a bed, a bench, a rug, and a wall-mounted painting.

5. Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (17 reviews)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is HK$1,153
HK$2,132 total
includes taxes & fees
21 Oct - 22 Oct
Spacious 3 Bedroom Home - New Castle
A wooden swing set in a grassy area with houses in the background.

6. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (49 reviews)
"Great communication. Great place to stay.I would stay there again."
United States
Shawn J.
The price is HK$1,766
HK$2,232 total
includes taxes & fees
21 Oct - 22 Oct
Enter As Strangers Leave As Friends
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

7. New Hagerstown Apartment - Self Check-in. Sleeps 4+

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is HK$523
HK$1,157 total
includes taxes & fees
20 Oct - 21 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A modern kitchen with stainless steel appliances, wooden cabinets, and a white tiled backsplash.

8. Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
The price is HK$620
HK$1,353 total
includes taxes & fees
16 Nov - 17 Nov
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Interior

9. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is HK$847
HK$2,562 total
includes taxes & fees
11 Nov - 12 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Living area

10. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
The price is HK$604
HK$2,619 total
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

11. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (47 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is HK$706
HK$1,318 total
includes taxes & fees
18 Oct - 19 Oct
Cardinal Cottage - 2 bedroom cozy home
Start your day at the coffee station — Keurig, drip, or French press featuring local coffee (regular and decaf), tea, creamer, sugar and sweetener. We take coffee very seriously!

12. Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Muncie
10.0 out of 10, Exceptional, (8 reviews)
"The property was absolutely beautiful, just as pictured!!! it’s a must stay."
United States
Simonne S.
The price is HK$863
HK$1,784 total
includes taxes & fees
20 Oct - 21 Oct
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

13. 'Downtown Delight' w/ Patio! 1 Mi to Ball State

'Downtown Delight' w/ Patio! 1 Mi to Ball State
Muncie
10.0 out of 10, Exceptional, (28 reviews)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
The price is HK$863
HK$2,725 total
includes taxes & fees
18 Oct - 19 Oct
'Downtown Delight' w/ Patio! 1 Mi to Ball State
A dining area with a table set for four, chairs, and a patterned wallpaper.

14. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (18 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is HK$1,059
HK$2,356 total
includes taxes & fees
17 Oct - 18 Oct
Retro Home Close to Campus
A modern living room with a brown leather sofa, a round wooden coffee table, and a dining area with a white table and chairs.

15. Home Away from Home

Home Away from Home
Fishers
9.8 out of 10, Exceptional, (39 reviews)
"Great little cozy place to stay! Host was super responsive!"
United States
Lauryn K.
The price is HK$1,177
HK$2,103 total
includes taxes & fees
21 Oct - 22 Oct
Home Away from Home
A modern living room with a sofa, armchair, and a white spiral staircase.

16. Quaker Hill Cottage on gated estate with fire pit & hiking trails

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
The price is HK$902
HK$1,740 total
includes taxes & fees
18 Oct - 19 Oct
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A kitchen with a dining area, white cabinets, a refrigerator, and a view of the outdoors.

17. Cozy 2-bedroom next to Cardinal Greenway Trail

Cozy 2-bedroom next to Cardinal Greenway Trail
Muncie
10.0 out of 10, Exceptional, (2 reviews)
"Stay was awesome. House was so clean and host was awesome."
United States
Sharon C.
The price is HK$895
HK$1,617 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 2-bedroom next to Cardinal Greenway Trail
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

18. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (21 reviews)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
The price is HK$1,236
HK$2,588 total
includes taxes & fees
18 Oct - 19 Oct
Charming Home! Prime Location! Dog-Friendly!
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

19. 'downtown Delight' w/ Patio! 1 Mi to Ball State

'downtown Delight' w/ Patio! 1 Mi to Ball State
2.5 star property
Muncie
The price is HK$1,177
HK$2,518 total
includes taxes & fees
26 Oct - 27 Oct
'downtown Delight' w/ Patio! 1 Mi to Ball State
A modern kitchen with white cabinetry, a wooden dining table, and a window with blinds.

20. The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Anderson
8.4 out of 10, Very good, (17 reviews)
"This was our second stay at the property and it’s so nice to have while working out of town. We will book again!"
United States
Mandy S.
The price is HK$1,081
HK$2,854 total
includes taxes & fees
19 Oct - 20 Oct
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
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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Top Henry County Hotel Reviews

Comfort Inn Anderson South

Comfort Inn Anderson South

8/10 Good
"The dog who met me at front desk! A guest was taking him outside and he liked me"
Timothy 1-night trip
Posted 5 hours ago
Comfort Inn Anderson South