What Cheer Vacation Rentals

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Dec 13 - Dec 14
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Dec 19 - Dec 21
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Dec 26 - Dec 28

Our top choices for What Cheer vacation rentals

Interior
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

Apartment in Oskaloosa

A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
10.0 out of 10, Exceptional, (7)
"This was the absolute cutest place! Tim and Kathy didn’t cut a single corner—every detail was thoughtfully done. It’s spacious, cozy, and full of character. The cherry on top? Their incredible hospitality. We felt so welcomed and cared for!"
United States
Mandy L.
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Smart TV, fireplace, table tennis
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Vacation Home in Oskaloosa

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
10.0 out of 10, Exceptional, (9)
"Pet friendly, family friendly."
United States
Akisha
$330 nightly
The price is $346
Dec 26 - Dec 27
Total with taxes and fees
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Outdoor pool
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Cabin in Oskaloosa

Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
10.0 out of 10, Exceptional, (48)
"The property was great, roomy and comfortable."
United States
Carol D.
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Outdoor pool
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Vacation Home in Oskaloosa

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
10.0 out of 10, Exceptional, (13)
"Great place "
United States
Brent B.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
TV, video games, DVD player, books
BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance

Cabin in Malcom

BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance
10.0 out of 10, Exceptional, (30)
"It was a great cabin with everything we needed. "
United States
Michelle F.
$200 nightly
The price is $217
Dec 15 - Dec 16
Total with taxes and fees
BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance
Property grounds
Quaint Montezuma Cabin Near Lake Ponderosa!

Cottage in Montezuma

Quaint Montezuma Cabin Near Lake Ponderosa!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay. Nice roomy place to stay. Stayed nice and cool during hot summer. Had a small issue and Kelly fixed it right away. Definitely will stay here again. "
United States
Daniel
Quaint Montezuma Cabin Near Lake Ponderosa!
Fridge, microwave, oven, stovetop
The Nest - next to bakery and downtown

Condo in Oskaloosa

The Nest - next to bakery and downtown
10.0 out of 10, Exceptional, (38)
"We loved our stay in The Nest! It was so cozy and plenty of room for four ladies. There were many thoughtful details throughout the property, and we especially appreciated the well stocked kitchen. We also remarked that it was the first VRBO that did not reek of artificial scents and fragrance, which we were very grateful for. We loved the proximity to downtown and the bakery, but this came with quite a bit of street noise in the night. But we felt it was worth it and would stay again! "
United States
Katelin I.
The Nest - next to bakery and downtown
Fridge, microwave, oven, stovetop
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

Vacation Home in Oskaloosa

Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
10.0 out of 10, Exceptional, (63)
"Great amenities. Truly a home away from home. "
United States
Sylvia S.
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Victorian Home Retreat Near Pella

Vacation Home in Pella

Victorian Home Retreat Near Pella
2.0 star property
10.0 out of 10, Exceptional, (1)
"An excellent pet-friendly space -- considering many rental locations don't allow pets. Our dog, Farley, had an excellent time running through the fields! The house was cozy and very accommodating for several people, if/as needed. And lastly, the hosts couldn't be more welcoming and flexible ---responding to any questions I had very quickly and just being flexible and understanding overall. Will stay there again for sure. :-)"
United States
Vicki H.
Victorian Home Retreat Near Pella
House (3 Bedrooms) | Interior
Barnes City House ~ 3 Mi to Hunting & Fishing!

Cottage in Barnes City

Barnes City House ~ 3 Mi to Hunting & Fishing!
3.0 star property
Barnes City House ~ 3 Mi to Hunting & Fishing!
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Brand New Stylish Condo near Trails & Downtown

Condo in Oskaloosa

Brand New Stylish Condo near Trails & Downtown
9.4 out of 10, Exceptional, (3)
"Shower was great! This place has a smart TV! I would definitely stay again!"
United States
Lorna y.
Brand New Stylish Condo near Trails & Downtown
Fridge, microwave, oven, stovetop
Lee’s Garden House

Vacation Home in Oskaloosa

Lee’s Garden House
10.0 out of 10, Exceptional, (2)
"This place was very beautiful and cozy."
United States
Ly Foung V.
Lee’s Garden House
3 bedrooms, free WiFi, bed sheets
Three bedroom townhome, blocks from idyllic downtown

Vacation Home in Oskaloosa

Three bedroom townhome, blocks from idyllic downtown
10.0 out of 10, Exceptional, (4)
"We were in Oskaloosa to attend the Tulip Festival in Pella. It was a wonderful home to return to each night. There are some very nice restaurants in town."
United States
Jane M.
Three bedroom townhome, blocks from idyllic downtown
Exterior
Pioneer's Dream~1883 Inspired~Covered Wagon~Bison~Private Bathroom~Heat and A/C

Cabin in Malcom

Pioneer's Dream~1883 Inspired~Covered Wagon~Bison~Private Bathroom~Heat and A/C
Pioneer's Dream~1883 Inspired~Covered Wagon~Bison~Private Bathroom~Heat and A/C
Exterior
Pioneer's Dream~1883 Inspired~Covered Wagon~BISON~Heat and A/C

Cabin in Malcom

Pioneer's Dream~1883 Inspired~Covered Wagon~BISON~Heat and A/C
Pioneer's Dream~1883 Inspired~Covered Wagon~BISON~Heat and A/C
House (1 Bedroom) | Interior
Montezuma Cabin Rental w/ Fire Pit & Grill Access!

Cottage in Montezuma

Montezuma Cabin Rental w/ Fire Pit & Grill Access!
3.0 star property
Montezuma Cabin Rental w/ Fire Pit & Grill Access!
House (0 Bedroom) | Interior
Montezuma Vacation Rental With Fire Pit Access!

Cottage in Montezuma

Montezuma Vacation Rental With Fire Pit Access!
3.0 star property
Montezuma Vacation Rental With Fire Pit Access!
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house in Brooklyn

Vacation Home in Brooklyn

Charming 3-bedroom house in Brooklyn
2.0 star property
$146 nightly
The price is $154
Dec 15 - Dec 16
Total with taxes and fees
Charming 3-bedroom house in Brooklyn
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 What Cheer Hotel Reviews

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

10/10 Excellent
"Beautiful property. Great communication. "
Virginia U. 2-night trip
Posted 6 days ago
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Find out more about What Cheer

Everything you need to know about What Cheer vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the What Cheer vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect What Cheer vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

What Cheer vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in What Cheer. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit What Cheer in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $217 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on What Cheer rentals

At Expedia, we put the best What Cheer vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top What Cheer rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream What Cheer vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around What Cheer. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in What Cheer?

Yes, you can find vacation rentals near top points of interest in What Cheer, or you can select a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals in What Cheer?

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.: Visitors like this What Cheer vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 garden and a selection of games.

What’s there to see and do in What Cheer?

Explore the area and family-friendly sights such as Fun Valley Ski Area, or get out into nature at a spot like Lake Ponderosa. Lake Keomah State Park and William Penn University are a couple of places you'll find in the larger area.

What’s a vacation rental in What Cheer like?

A vacation rental is a private property where you can stay for several days or longer in What Cheer. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.