Underwood Vacation Rentals

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Our top choices for Underwood vacation rentals

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, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is CA $131
CA $203 total
includes taxes & fees
Apr 20 - Apr 21
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (12 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is CA $91
CA $229 total
includes taxes & fees
May 5 - May 6
Modern cabin very close to scenic riverfront walks

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
9.8 out of 10, Exceptional, (41 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
The price is CA $159
CA $343 total
includes taxes & fees
Apr 20 - Apr 21
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

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
10.0 out of 10, Exceptional, (36 reviews)
"Very pleasant and comfortable place to be!! "
United States
Jody M.
The price is CA $203
CA $346 total
includes taxes & fees
Apr 20 - Apr 21
Country home with beautiful views and access to hiking, biking, and horse trails

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
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home & I would highly recommend staying there👍👍"
United States
Kenneth
The price is CA $189
CA $415 total
includes taxes & fees
Apr 20 - Apr 21
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

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, (18 reviews)
"Clean room, family friendly"
United States
Josh
The price is CA $130
CA $217 total
includes taxes & fees
May 4 - May 5
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

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 CA $153
CA $368 total
includes taxes & fees
May 18 - May 19
River Retreat

Peace Cabin-located in your own private state park 300 acres. Reflect!

Peace Cabin-located in your own private state park 300 acres. Reflect!
Deputy
The price is CA $197
CA $313 total
includes taxes & fees
Apr 20 - Apr 21
Peace Cabin-located in your own private state park 300 acres. Reflect!

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
10.0 out of 10, Exceptional, (3 reviews)
"Kitchen light could be just a bit brighter, otherwuse everything else was perfect"
United States
Cathy G.
The price is CA $160
CA $299 total
includes taxes & fees
Apr 26 - Apr 27
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
The price is CA $151
CA $614 total
includes taxes & fees
Apr 20 - Apr 21
Emerald Lake Retreat Charlestown

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
9.4 out of 10, Exceptional, (16 reviews)
"The property was very nice for our family getaway, would book again."
United States
Roberta
The price is CA $163
CA $388 total
includes taxes & fees
Apr 20 - Apr 21
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Henryville
10.0 out of 10, Exceptional, (159 reviews)
"We had a great time during our stay. The cabin was as advertised and we were able to get some great family time together. "
United States
Amy M.
The price is CA $308
CA $661 total
includes taxes & fees
Apr 27 - Apr 28
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
The price is CA $176
CA $416 total
includes taxes & fees
Apr 20 - Apr 21
Lakeside Cottage: 1 bed/1 bath

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (3 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is CA $258
CA $480 total
includes taxes & fees
May 4 - May 5
T&E Riverhouse Retreat

Lakeside Cabin: 4 bed/2.5 bath

Lakeside Cabin: 4 bed/2.5 bath
Henryville
4.0 out of 10, (1 review)
"The property upon arrival looks very impressive and beautiful but when entering the house many issues came up. The first thing that occurred was the inner storm door handle fell off immediately. Once inside it was clear that minimal cleaning had been done as the floors were not swept or mopped. The refrigerator had something spilled all over and dried to the shelves and had to be scrubbed to use it. The coffee station was well stocked but the machine did not function and we had to buy one for...
United States
Anonymous traveller
The price is CA $368
CA $842 total
includes taxes & fees
Apr 20 - Apr 21
Lakeside Cabin: 4 bed/2.5 bath
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

Find out more about Underwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Underwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.