Photo by Hideki Yamagata

Oskaloosa Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

This weekend
Next weekend

Holiday Rentals in Oskaloosa

Cabin in Oskaloosa

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

Holiday Home in Oskaloosa

10.0 out of 10, Exceptional, (8)
"Pet friendly, family friendly."
United States
Akisha
The price is AU$533
includes taxes & fees
8 Dec - 9 Dec
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Holiday Home in 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

Apartment in 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

Condo in 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

Holiday Home in Oskaloosa

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.

Holiday Home in Oskaloosa

10.0 out of 10, Exceptional, (2)
"This place was very beautiful and cozy."
United States
Ly Foung V.
Lee’s Garden House

Condo in 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

Holiday Home in 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

Holiday Home in Pella

10.0 out of 10, Exceptional, (66)
"We loved the rock house! It was a great place to stay for our anniversary!"
United States
Jon and Carrie T.
The price is AU$315
includes taxes & fees
9 Dec - 10 Dec
Peaceful, Historic Pella Cottage w/Firepit

Holiday Home in Pella

10.0 out of 10, Exceptional, (46)
"Our family really enjoyed the large dining table. Many memories were shared and a birthday celebrated there. Lovely home!"
United States
Carolyn N.
The price is AU$628
includes taxes & fees
3 Dec - 4 Dec
Spacious Pella family cottage w/ideal location

Cottage in Pella

10.0 out of 10, Exceptional, (41)
"We didn’t need to leave all weekend! So much to do and enjoy on the property."
United States
Jennifer R.
Lake Red Rock Cottage Retreat

Cabin in Knoxville

10.0 out of 10, Exceptional, (11)
"Great cabin, the fishing was outstanding, hosts were exceptional! "
United States
Kent S.
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

Cottage in Pella

10.0 out of 10, Exceptional, (4)
"Really loved our stay!! Home was immaculately clean and decorated tasteful. All house features were easy to use. Easy walk to downtown Pella."
United States
Erica S.
The price is AU$412
includes taxes & fees
5 Dec - 6 Dec
Charming 2-bedroom cottage with WiFi, AC in lovely Pella

Cabin in Knoxville

10.0 out of 10, Exceptional, (37)
"Beautiful, relaxing cabin! Everything was just perfect! "
United States
Scott K.
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

Mobile Home in Knoxville

7.8 out of 10, Good, (6)
"Kristi’s trailer was exactly as described—cozy, comfortable, and equipped with everything we needed. The central air was a lifesaver in the August heat, and the location couldn’t be better for a quick trip to the racetrack. We appreciated how close it was to all the conveniences of Knoxville. Kristi was friendly and very responsive to messages, which made our stay even easier."
United States
Lisa S.
The price is AU$191
includes taxes & fees
3 Dec - 4 Dec
Cozy 2-bedroom mobile home in Knoxville

Cottage in Knoxville

3.0 star property
8.0 out of 10, Very good, (1)
"There are no pet friendly hotels in Knoxville so we were very happy to find this pretty house for our stay when back for a family funeral. Pros: ample parking, good location, very clean, large space, nice kitchen, large yard, DISH TV, pet friendly, rapid response from owner, sleeps multiple people Cons: sleeps multiple people but only 1 key provided, couches don’t face TV, 2 BRs have no doors so there is privacy only for people in upstairs BR, outlet in basement bath not working "
United States
Barbara
Charming Iowa Abode Near Knoxville Raceway!

Cottage in Pella

3.0 star property
Riverfront Cabin Near Dtwn Pella w/ Game Room!

Apartment in Pella

10.0 out of 10, Exceptional, (51)
"The place was excellent above expectations, owner was responsive when questions were asked. We will stay there again."
United States
Rod
The price is AU$367
includes taxes & fees
3 Dec - 4 Dec
Studio Klokkenspel in Pella

Holiday Home in Pella

10.0 out of 10, Exceptional, (23)
"very clean and comfortable with little touches that made a difference for us: nightstands next to the bed that had chargers in them for our phones; labels for the light switches so we didn't have the trial and error of figuring out which switch to flip; board games that we didn't have time to get to, but still nice. A charming house that is in a quiet neighborhood but only blocks from downtown. "
United States
Elizabeth N.
Adorable Little Yellow House, Prime Location! Downtown Pella, IA
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Oskaloosa Hotel Reviews

Find out more about Oskaloosa

Everything you need to know about Oskaloosa 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 Oskaloosa 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 Oskaloosa holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oskaloosa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oskaloosa. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oskaloosa 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 Oskaloosa holiday rentals we have selected for you start as low as AU$191 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oskaloosa rentals

At Expedia, we put the best Oskaloosa 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 Oskaloosa 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 Oskaloosa 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 Oskaloosa. 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

Can I find holiday rentals in Oskaloosa?

Yes, there are holiday rentals in Oskaloosa close to Southern Iowa Fair, or you can select a more secluded option if you're looking for a relaxing stay. Oskaloosa is known for its churches and coffee shops. Make sure you have time to check out the university setting and football games during your trip.

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

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More: This highly rated holiday home rental in Oskaloosa offers an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Oskaloosa are Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa. and Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown..

How many holiday rentals are there in Oskaloosa?

Expedia has 5 holiday rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

City Square Park and VanderWilt Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Southern Iowa Fair and Lake Keomah State Park.

What’s a holiday rental in Oskaloosa like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oskaloosa. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.