Underwood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Underwood vacation rentals

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 ¥18,430
¥39,450 total
includes taxes & fees
May 21 - May 22
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

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
The price is ¥32,780
¥41,168 total
includes taxes & fees
May 20 - May 21
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

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, (37 reviews)
"Everything was just perfect. Will be staying here again."
United States
Joshua L.
The price is ¥23,573
¥39,560 total
includes taxes & fees
May 19 - May 20
Country home with beautiful views and access to hiking, biking, and horse trails

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

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
9.6 out of 10, Exceptional, (4 reviews)
"Everything was as described and clean. Beds were extremely comfortable and house was spotless. "
United States
Ed S.
The price is ¥18,573
¥34,503 total
includes taxes & fees
May 31 - Jun 1
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (6 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is ¥36,328
¥63,688 total
includes taxes & fees
May 19 - May 20
T&E Riverhouse Retreat

Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
The price is ¥26,481
¥65,071 total
includes taxes & fees
May 19 - May 20
Family-friendly cabin with game room and backyard!

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 ¥22,859
¥49,248 total
includes taxes & fees
May 19 - May 20
The Lanning House: 3-bedroom house in fabulous downtown Salem with AC

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, (19 reviews)
"House was cozy, and host was responsive. Rooms were clean and welcoming. A lovely place to stay."
United States
Alec S.
The price is ¥17,144
¥25,651 total
includes taxes & fees
Jun 15 - Jun 16
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, 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, (20 reviews)
"Clean room, family friendly"
United States
Josh
The price is ¥15,080
¥25,112 total
includes taxes & fees
May 21 - May 22
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is ¥13,106
¥28,013 total
includes taxes & fees
May 19 - May 20
Cozy Tiny House in Scottsburg

Peace Cabin- 20 min hike to Wilson Cave!

Peace Cabin- 20 min hike to Wilson Cave!
Deputy
10.0 out of 10, Exceptional, (1 review)
"This cabin is in a beautiful peaceful setting, overlooking a private pond with amazing fields and caves to explore. The host was generous in driving us around the large farm, which helped us get oriented. The cabin is comfortable, a bit rustic and we loved it!"
United States
Alice B.
The price is ¥29,002
¥43,393 total
includes taxes & fees
May 26 - May 27
Peace Cabin- 20 min hike to Wilson Cave!

Lakeside Cottage Getaway on 50 Acres of Gardens

Lakeside Cottage Getaway on 50 Acres of Gardens
Henryville
The price is ¥20,430
¥47,678 total
includes taxes & fees
May 26 - May 27
Lakeside Cottage Getaway on 50 Acres of Gardens

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 ¥17,461
¥70,674 total
includes taxes & fees
May 19 - May 20
Emerald Lake Retreat Charlestown

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 traveler
The price is ¥42,717
¥96,781 total
includes taxes & fees
May 19 - May 20
Lakeside Cabin: 4 bed/2.5 bath

Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (15 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is ¥12,194
¥30,814 total
includes taxes & fees
May 26 - May 27
Modern cabin very close to scenic riverfront walks

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 ¥11,429
¥35,337 total
includes taxes & fees
May 29 - May 30
River Retreat

Spacious family cabin with game room and backyard!

Spacious family cabin with game room and backyard!
Hanover
The price is ¥36,482
¥91,330 total
includes taxes & fees
May 26 - May 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Underwood Hotel Reviews

Find out more about Underwood

Search for holiday rentals in Underwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Underwood using one of the methods below:

  • View our selection of featured holiday rentals in Underwood
  • Use the map to find apartments and other holiday homes in the Underwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Underwood while they last

Look no further and take a look at our great range of rental properties in Underwood!

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?

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!: This vacation home rental outside of Underwood offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.