What Cheer Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in What Cheer

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

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

Oskaloosa
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
Fridge, microwave, oven, stovetop
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

Oskaloosa
10.0 out of 10, Exceptional, (63)
"Absolutely wonderful stay. Very clean house. Great selection of kitchen utensils, pots,and pans. Linens were great. Nice seating area in the backyard. Easy to find. Dobt hesitate to book a stay here."
United States
Bob H.
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Outdoor pool
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Oskaloosa
10.0 out of 10, Exceptional, (47)
"The property was great, roomy and comfortable."
United States
Carol D.
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Fridge, microwave, oven, stovetop
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

Oskaloosa
10.0 out of 10, Exceptional, (12)
"Great place "
United States
Brent B.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fridge, microwave, oven, stovetop
The Nest - next to bakery and downtown

The Nest - next to bakery and downtown

Oskaloosa
10.0 out of 10, Exceptional, (37)
"We were in town for a very short family reunion. The Nest is a great space, very comfortable, incredibly well stocked and our host provided a wealth of information about the property and surrounding areas. The fact that the property has two full bathrooms is a game changer. And the downtown location was so handy- everything we needed was within walking distance . We will definitely stay again."
United States
Anonymous traveller
The Nest - next to bakery and downtown
TV, video games, DVD player, books
BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance

BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance

Malcom
10.0 out of 10, Exceptional, (29)
"It was a great cabin with everything we needed. "
United States
Michelle F.
The price is NZ$378
includes taxes & fees
19 Nov - 20 Nov
BISON Ranch~Cabin~Heat~A/C~Huge Views~ Bison within walking distance
Smart TV, fireplace, ping pong
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Oskaloosa
10.0 out of 10, Exceptional, (8)
"Pet friendly, family friendly."
United States
Akisha
The price is NZ$623
includes taxes & fees
19 Nov - 20 Nov
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Property grounds
Quaint Montezuma Cabin Near Lake Ponderosa!

Quaint Montezuma Cabin Near Lake Ponderosa!

3.0 star property
Montezuma
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!
4 bedrooms, iron/ironing board, Internet, bed sheets
Victorian Home Retreat Near Pella

Victorian Home Retreat Near Pella

2.0 star property
Pella
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
Fridge, microwave, oven, stovetop
Lee’s Garden House

Lee’s Garden House

Oskaloosa
10.0 out of 10, Exceptional, (2)
"This place was very beautiful and cozy."
United States
Ly Foung V.
Lee’s Garden House
House (3 Bedrooms) | Interior
Barnes City House ~ 3 Mi to Hunting & Fishing!

Barnes City House ~ 3 Mi to Hunting & Fishing!

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

Brand New Stylish Condo near Trails & Downtown

Oskaloosa
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
3 bedrooms, free WiFi, bed sheets
Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

Oskaloosa
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

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

Malcom
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

Pioneer's Dream~1883 Inspired~Covered Wagon~BISON~Heat and A/C

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

Montezuma Cabin Rental w/ Fire Pit & Grill Access!

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

Montezuma Vacation Rental With Fire Pit Access!

3.0 star property
Montezuma
Montezuma Vacation Rental With Fire Pit Access!
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

Quality Inn Oskaloosa

Quality Inn Oskaloosa

10/10 Excellent
"Clean "
gary 1-night trip
Posted 7 days ago
Quality Inn Oskaloosa

Find out more about What Cheer

Everything you need to know about What Cheer holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the What Cheer holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

What Cheer holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A What Cheer holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of What Cheer holiday rentals we have selected for you start as low as NZ$378 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on What Cheer rentals

At Expedia, we put the best What Cheer holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in What Cheer?

Yes, there are holiday rentals close to the most popular sights in What Cheer, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that What Cheer has to offer?

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.: This holiday home rental outside of What Cheer is located on a lake, and has a fireplace, a patio and a BBQ 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 that 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 Diamond Lake Park. Lake Keomah State Park and William Penn University are a couple of places you'll find in the wider area.

What’s a holiday rental in What Cheer like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in What Cheer. Holiday rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.