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Oskaloosa Holiday Rentals

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Check prices for these dates

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

Holiday Rentals in Oskaloosa

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, (44)
"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
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, (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 HK$1,341
HK$2,471 total
includes taxes & fees
7 Sept - 8 Sept
A Class-y & spacious 1500 square foot retreat in a century old brick schoolhouse
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Smart TV, fireplace, ping pong

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 HK$2,070
HK$2,722 total
includes taxes & fees
8 Sept - 9 Sept
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
The Nest - next to bakery and downtown
Fridge, microwave, oven, stovetop

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
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)
"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.
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)
"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
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, (3)
"Exactly as advertised, VERY clean and comfortable and the owners were amazing to work with. "
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
1 Block to Dtwn Oskaloosa: Family Home w/ Deck!
Interior

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
Exterior

Charming, modern and cozy retreat on the bike path

10.0 out of 10, Exceptional, (59)
"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 HK$849
HK$1,639 total
includes taxes & fees
7 Sept - 8 Sept
Charming, modern and cozy retreat on the bike path
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Exterior

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

The price is HK$856
HK$1,727 total
includes taxes & fees
10 Sept - 11 Sept
Charming 2-bedroom cottage with WiFi, AC in lovely Pella
Lake Red Rock Cottage Retreat
TV, DVD player

Lake Red Rock Cottage Retreat

10.0 out of 10, Exceptional, (39)
"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
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 HK$1,363
HK$2,880 total
includes taxes & fees
2 Sept - 3 Sept
Spacious and charming 4br home in downtown 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)
"Julie was an amazing host!"
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
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)
"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.
Private Water Side Cabins
Property grounds

Private Water Side Cabins

9.6 out of 10, Exceptional, (19)
"So peaceful!We named the goat Chocolate and the dog Puppy"
Private Water Side Cabins
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 HK$947
HK$1,681 total
includes taxes & fees
9 Sept - 10 Sept
Studio Klokkenspel in Pella
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 HK$1,364
HK$2,995 total
includes taxes & fees
2 Sept - 3 Sept
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

Find out more about Oskaloosa

Find out more about Oskaloosa

Search for holiday rentals in Oskaloosa on Expedia! You can easily find your home rentals, villas, holiday apartments in Oskaloosa using one of the methods below:

  • View our selection of featured holiday rentals in Oskaloosa
  • Use the map to find apartments and other holiday homes in the Oskaloosa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oskaloosa while they last

Look no further and take a look at our great range of rental properties in Oskaloosa!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More and Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown..

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.