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Underwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Underwood vacation rentals

A compact kitchen with a refrigerator, microwave, stove, and sink. There is a dining table with chairs and a patterned rug.

1. Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (28 reviews)
"Great host and a great location!"
United States
P a.
The price is ￥15,673
￥26,655 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
A room with a bed, two armchairs, a small table, and a microwave.

2. Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
10.0 out of 10, Exceptional, (1 review)
"Awesome place in a gated property. The tiny home is exactly as pictured. Will 100% stay here again for future Henryville visits to see family."
United States
Jonathan B.
The price is ￥21,245
￥49,103 total
includes taxes & fees
Nov 9 - Nov 10
Lakeside Cottage: 1 bed/1 bath
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

3. Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (26 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
The price is ￥17,414
￥25,939 total
includes taxes & fees
Oct 20 - Oct 21
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
A modern kitchen with white cabinets, a large island with bar stools, a built-in oven, and a stainless steel refrigerator.

4. Country home with beautiful views and access to hiking, biking, and horse trails

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (43 reviews)
"Loved the dog-friendly house that even had a nice small fenced in area. Super quiet and close to the Knobstone trail for some exploring. The house was easy to find and access and the host was friendly. Thanks for the great place to stay!"
United States
Forrest K.
The price is ￥26,121
￥45,568 total
includes taxes & fees
Oct 21 - Oct 22
Country home with beautiful views and access to hiking, biking, and horse trails
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

5. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is ￥12,190
￥34,751 total
includes taxes & fees
Oct 25 - Oct 26
Modern cabin very close to scenic riverfront walks
A house with a large garage, a dock, and a river.

6. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
The price is ￥19,630
￥45,617 total
includes taxes & fees
Oct 14 - Oct 15
River Retreat
A rustic cabin interior with a stone fireplace, wooden beams, a green sofa, and a television.

7. Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
Floyd knobs
9.0 out of 10, Wonderful, (8 reviews)
"Great spot for a guys weekend."
United States
Fr. Jay H.
The price is ￥24,934
￥32,291 total
includes taxes & fees
Oct 13 - Oct 14
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

8. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (53 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is ￥20,659
￥42,693 total
includes taxes & fees
Oct 13 - Oct 14
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A brick building with a central entrance, a small porch, and a pathway leading to the entrance.

9. The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
Salem
9.6 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay at the Lanning house. It was a very clean and comfortable place to stay. We enjoyed the history of the home as well."
United States
Andrew H.
The price is ￥24,079
￥50,552 total
includes taxes & fees
Oct 13 - Oct 14
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC
A white bedroom with a large bed, a wooden nightstand, and a wall-mounted lamp.

10. Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden

Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden
Henryville
The price is ￥80,152
￥180,430 total
includes taxes & fees
Nov 9 - Nov 10
Secluded 51-Acre Retreat | 2 Cabins, Pond & Garden
A log cabin with a fire pit and outdoor seating.

11. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (4 reviews)
"Host is very easy to communicate with and the property provided us with great memories! Would definitely stay here again!"
United States
Eli H.
The price is ￥25,646
￥68,727 total
includes taxes & fees
Nov 1 - Nov 2
Family-friendly cabin with game room and backyard!
A wooden swing bed with a pergola roof, string lights, and a wooden deck.

12. King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Jeffersonville
9.6 out of 10, Exceptional, (17 reviews)
"The property was very nice for our family getaway, would book again."
United States
Roberta
The price is ￥26,951
￥60,764 total
includes taxes & fees
Oct 29 - Oct 30
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
A kitchen with a central island, wooden stools, a trash bin, and a hanging plant arrangement.

13. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (7 reviews)
"It was lovely!"
United States
Carolyne R.
The price is ￥32,058
￥75,099 total
includes taxes & fees
Oct 18 - Oct 19
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
A spacious living room with a large sofa, a coffee table, and a TV. There is a balcony with a view of a lake.

14. The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (10 reviews)
"My family and I had a wonderful trip. The house was absolutely beautiful. Everything was clean and well taken care of we couldn’t have asked for a better vacation"
United States
Thomas c.
The price is ￥49,868
￥102,270 total
includes taxes & fees
Oct 13 - Oct 14
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
A covered outdoor deck with a table and chairs, a ceiling fan, and a view of a body of water.

15. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (13 reviews)
"Located in a quiet area with great river views. Well stocked kitchen. Would stay there again"
United States
Phil T.
The price is ￥36,229
￥67,160 total
includes taxes & fees
Nov 2 - Nov 3
T&E Riverhouse Retreat
A large house with a covered patio area featuring outdoor seating and a fire pit.

16. Star Ridge | Private Estate | Sleeps 20 | Hot Tub

Star Ridge | Private Estate | Sleeps 20 | Hot Tub
Wood Township
10.0 out of 10, Exceptional, (8 reviews)
"Really great to have our annual family reunion here for the second time! Such a great place for multigenerational fun! John is a wonderful host!"
United States
martha u.
The price is ￥149,313
￥303,065 total
includes taxes & fees
Oct 26 - Oct 27
Star Ridge | Private Estate | Sleeps 20 | Hot Tub
A log cabin with a fire pit and outdoor seating.

17. Spacious family cabin with game room and backyard!

Spacious family cabin with game room and backyard!
Hanover
9.4 out of 10, Exceptional, (3 reviews)
"Property is beautiful"
United States
Barb N.
The price is ￥36,411
￥98,195 total
includes taxes & fees
Oct 26 - Oct 27
Spacious family cabin with game room and backyard!
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 Underwood Hotel Reviews

Knights Inn and Suites Salem

Knights Inn and Suites Salem

10/10 Excellent
"We have stayed at this Knights Inn many times.The property managers have always been very pleasant when checking in.They have always answered any questions we may have."
Laura 2-night trip
Posted 2 hours ago
Knights Inn and Suites Salem

Find out more about Underwood

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Frequently asked questions

Are there vacation rentals in Underwood?

Yes, we offer vacation rentals close to well known sights in Underwood, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Underwood?

10 Min to Louisville, Huge Hot Tub, Awesome Backyard: This vacation home rental outside of Underwood is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Underwood?

Explore the area and family-friendly sights such as Charlestown Family Activities Park, or get out into nature at a spot like Deam Lake State Recreation Area. Champions Pointe Golf Club and Covered Bridge Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Underwood?

Vacation rentals are private properties you can reserve for several days or longer in Underwood. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip.