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Oskaloosa Vacation Rentals

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Check prices for these dates

In two weeks
Sep 26 - Sep 28
In one month
Oct 10 - Oct 12
In two months
Nov 7 - Nov 9
In three months
Dec 5 - Dec 7

Vacation Rentals in Oskaloosa

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

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

10.0 out of 10, Exceptional, (3)
"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!"
The price is CA $242
CA $434 total
includes taxes & fees
Sep 22 - Sep 23
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Outdoor pool

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

10.0 out of 10, Exceptional, (45)
"We had a wonderful time. Private pool and hot tub were great, house was fantastic. Thank you for being exactly as advertised. "
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
The Nest - next to bakery and downtown
Fridge, microwave, oven, stovetop

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (33)
"Great location. I wish there were two queen beds. Sometimes the traffic was a bit noisier than I would like. But overall a good stay."
The Nest - next to bakery and downtown
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Smart TV, fireplace, table tennis

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

10.0 out of 10, Exceptional, (4)
"Property was beautifully decorated. We enjoyed our stay!"
The price is CA $366
CA $482 total
includes taxes & fees
Sep 10 - Sep 11
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"Amazing property with unlimited space for large group. It was very cozy with lots of activities for our kids. The kids favorite activity was staying by the campfire and playing in the pool. Amazing stay, 10/10 recommend. "
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (63)
"We had a great time there. We were very comfortable and cozy. We felt at home!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Three bedroom townhome, blocks from idyllic downtown
3 bedrooms, free WiFi, bed sheets

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."
Three bedroom townhome, blocks from idyllic downtown
Lee’s Garden House
Fridge, microwave, oven, stovetop

Lee’s Garden House

10.0 out of 10, Exceptional, (2)
"This place was very beautiful and cozy."
Lee’s Garden House
Brand New Stylish Condo near Trails & Downtown
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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!"
Brand New Stylish Condo near Trails & Downtown
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Exterior

Charming 2-bedroom cottage with WiFi, AC in lovely Pella

The price is CA $152
CA $307 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
Exterior

Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

10.0 out of 10, Exceptional, (8)
"Great cabin, the fishing was outstanding, hosts were exceptional! "
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
Spacious and charming 4br home in downtown Pella
Smart TV

Spacious and charming 4br home in downtown Pella

10.0 out of 10, Exceptional, (39)
"This was a perfect location for all of us to land, very comfortable and close to Pella!"
The price is CA $241
CA $510 total
includes taxes & fees
Sep 10 - Sep 11
Spacious and charming 4br home in downtown Pella
Lake Red Rock Cottage Retreat
TV, DVD player

Lake Red Rock Cottage Retreat

10.0 out of 10, Exceptional, (39)
"This was one of the cleanest rentals I have ever seen. Beautiful view!"
Lake Red Rock Cottage Retreat
Home In Eddyville
Fridge, microwave, oven, stovetop

Home In Eddyville

10.0 out of 10, Exceptional, (14)
"This property was perfect for me. I was traveling alone and enjoyed the quietness of the area. Very great stay. "
Home In Eddyville
Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville
Microwave, oven, stovetop

Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville

10.0 out of 10, Exceptional, (1)
"I would stay there again!"
Charming 2-bedroom cabin with WiFi, AC in quaint Eddyville
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
Exterior

Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

10.0 out of 10, Exceptional, (35)
"Our 3rd time staying here, we're never disappointed! Always clean, cozy and inviting, which is why we come back. We've only stayed in the winter, so we'd love to make our next visit in a warmer season so we can utilize all the walking trails nearby. "
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
Knoxville Den: Walk to Track, Great for Families & Crews
Property grounds

Knoxville Den: Walk to Track, Great for Families & Crews

9.0 out of 10, Wonderful, (2)
"Great place to stay. Everything we needed! Easy to work with and check in was so easy. Also walking distance for anything we needed!! Highly recommend!!!"
The price is CA $242
CA $530 total
includes taxes & fees
Sep 10 - Sep 11
Knoxville Den: Walk to Track, Great for Families & Crews
Studio Klokkenspel in Pella
Interior

Studio Klokkenspel in Pella

10.0 out of 10, Exceptional, (41)
"The place was excellent above expectations, owner was responsive when questions were asked. We will stay there again."
The price is CA $168
CA $296 total
includes taxes & fees
Sep 10 - Sep 11
Studio Klokkenspel in Pella
Charming, modern and cozy retreat on the bike path
Exterior

Charming, modern and cozy retreat on the bike path

10.0 out of 10, Exceptional, (60)
"Wonderful place, appreciated the coffee!"
The price is CA $150
CA $292 total
includes taxes & fees
Sep 10 - Sep 11
Charming, modern and cozy retreat on the bike path
Cozy 2-bedroom mobile home in Knoxville
Dining

Cozy 2-bedroom mobile home in Knoxville

8.0 out of 10, Very good, (1)
"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."
The price is CA $124
CA $170 total
includes taxes & fees
Sep 12 - Sep 13
Cozy 2-bedroom mobile home in Knoxville
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 Oskaloosa Hotel Reviews

Find out more about Oskaloosa

Find out more about Oskaloosa

Everything you need to know about Oskaloosa 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 Oskaloosa vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oskaloosa vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oskaloosa vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oskaloosa vacation rentals we have selected for you start as low as CA $124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oskaloosa rentals

At Expedia, we put the best Oskaloosa 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 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 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 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Oskaloosa?

Yes, we offer vacation rentals in Oskaloosa close to Southern Iowa Fair, or you can choose a more remote option if you want a relaxing stay. Oskaloosa is known for its churches and coffeehouses. Make sure you have time to check out the university setting and football games during your trip.

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

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.: This highly rated vacation home rental in Oskaloosa is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Oskaloosa are Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown. and Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More.

How many vacation rentals are there in Oskaloosa?

Expedia has 5 vacation 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 vacation rental in Oskaloosa like?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Oskaloosa. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed 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 is another reason why a vacation rental is a great option for family trips or small group gatherings.