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Top Holiday Rentals in Oskaloosa

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 £266
includes taxes & fees
13 Aug - 14 Aug
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

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

10.0 out of 10, Exceptional, (43)
"We loved our stay at this cabin. The game room kept the kids entertained for hours and there were so many options between the pool table, ping pong table, board games, hot tub, and all the outdoor games. It was a beautiful home with everything we needed for our spring break get away. "
Cabin by Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

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

10.0 out of 10, Exceptional, (1)
"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 £219
includes taxes & fees
13 Aug - 14 Aug
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse

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

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

10.0 out of 10, Exceptional, (61)
"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.

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

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

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

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

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, (55)
"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 £164
includes taxes & fees
18 Aug - 19 Aug
Charming, modern and cozy retreat on the bike path

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

Private Water Side Cabins

9.6 out of 10, Exceptional, (17)
"Same trip as last August. Absolutely love the location and the cleanliness of the cabin. Planning on the same trip next August!!! If you're looking for a quiet peaceful Little getaway this is the place!!!"
Private Water Side Cabins

Spacious and charming 4br home in downtown Pella

10.0 out of 10, Exceptional, (36)
"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 £279
includes taxes & fees
19 Aug - 20 Aug
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

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 £103
includes taxes & fees
13 Aug - 14 Aug
Cozy 2-bedroom mobile home in Knoxville

Studio Klokkenspel in Pella

10.0 out of 10, Exceptional, (40)
"The place was excellent above expectations, owner was responsive when questions were asked. We will stay there again."
The price is £166
includes taxes & fees
14 Aug - 15 Aug
Studio Klokkenspel in Pella

Private Waterfront Cabins

9.8 out of 10, Exceptional, (41)
"This was our second visit and we loved it so much!"
Private Waterfront Cabins

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

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

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 £292
includes taxes & fees
13 Aug - 14 Aug
Knoxville Den: Walk to Track, Great for Families & Crews
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 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?

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.: This highly rated holiday home rental in Oskaloosa is located on a lake, and has a fireplace, a patio and a BBQ 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 holiday rentals are there in Oskaloosa?

Expedia has 6 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.