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Oskaloosa Vacation Rentals

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Vacation Rentals in Oskaloosa

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

10.0 out of 10, Exceptional, (43)
"We all had the most amazing experience here! From the beautiful spacious home to the hot tub, patio fire pit, grill top stove, game rooms, etc. Will definitely be staying here again! "
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

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 $369
CA $486 total
includes taxes & fees
Aug 24 - Aug 25
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

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

10.0 out of 10, Exceptional, (2)
"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 $239
CA $433 total
includes taxes & fees
Sep 2 - Sep 3
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (32)
"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

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

10.0 out of 10, Exceptional, (11)
"We have stayed in a lot of vrbo homes, but the hosts of this one were so nice and accommodating! The house is beautiful and very clean. The pool was perfect, especially on such hot days! We were all so happy to stay there."
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More

Lee’s Garden House

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

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

10.0 out of 10, Exceptional, (62)
"It was a great place for my daughters to stay and host a family wedding shower!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.

Three bedroom townhome, blocks from idyllic downtown

10.0 out of 10, Exceptional, (3)
"Exactly as advertised, VERY clean and comfortable and the owners were amazing to work with. "
Three bedroom townhome, blocks from idyllic downtown

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

1 Block to Dtwn Oskaloosa: Family Home w/ Deck!

3.0 star property
1 Block to Dtwn Oskaloosa: Family Home w/ Deck!

Charming, modern and cozy retreat on the bike path

10.0 out of 10, Exceptional, (58)
"My family of four had a fantastic stay at this property! It is beautiful, clean, and is thoughtfully equipped. We relaxed and enjoyed the town of Pella. This was a perfect base for exploring the town. "
The price is CA $151
CA $302 total
includes taxes & fees
Aug 24 - Aug 25
Charming, modern and cozy retreat on the bike path

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 $139
CA $187 total
includes taxes & fees
Aug 25 - Aug 26
Cozy 2-bedroom mobile home in Knoxville

Lake Red Rock Cottage Retreat

10.0 out of 10, Exceptional, (38)
"We didn’t need to leave all weekend! So much to do and enjoy on the property."
Lake Red Rock Cottage Retreat

Spacious and charming 4br home in downtown Pella

10.0 out of 10, Exceptional, (37)
"We thoroughly enjoyed our overnight visit at this lovely home. The interior is beautiful and very comfortable. We appreciated the coffee bar and the easy access "
The price is CA $243
CA $513 total
includes taxes & fees
Aug 24 - Aug 25
Spacious and charming 4br home in downtown Pella

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

10.0 out of 10, Exceptional, (8)
"Julie was an amazing host!"
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway

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 $169
CA $305 total
includes taxes & fees
Aug 24 - Aug 25
Studio Klokkenspel in Pella

Private Water Side Cabins

9.6 out of 10, Exceptional, (18)
"Beautiful quaint little place off the beaten path. Beautiful pond and atmosphere. We enjoyed juat being together and knoxville isnt too far for ice cream"
Private Water Side Cabins

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

10.0 out of 10, Exceptional, (35)
"Nice and quiet!! Had everything we needed and the screened in patio was perfect!!!"
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.

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 $243
CA $533 total
includes taxes & fees
Aug 23 - Aug 24
Knoxville Den: Walk to Track, Great for Families & Crews

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
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

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 6 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.