Oskaloosa Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Oskaloosa holiday rentals

Interior

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.

Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Oskaloosa
10.0 out of 10, Exceptional, (15 reviews)
"Pet friendly, family friendly."
United States
Akisha
The price is HK$2,699
HK$3,476 total
includes taxes & fees
22 May - 23 May
Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa.
Fridge, microwave, oven, stovetop

The Rock House- The coziest Pella cottage retreat w/ firepit

The Rock House- The coziest Pella cottage retreat w/ firepit
Pella
10.0 out of 10, Exceptional, (79 reviews)
"This was our fourth stay. We love the Rock House. It is a unique and historical cottage in an adorable Dutch town. "
United States
Wendy
The price is HK$1,100
HK$2,170 total
includes taxes & fees
27 May - 28 May
The Rock House- The coziest Pella cottage retreat w/ firepit
Exterior

Walk to Downtown Pella • Spacious Historic Home • Perfect for groups

Walk to Downtown Pella • Spacious Historic Home • Perfect for groups
Pella
10.0 out of 10, Exceptional, (52 reviews)
"This house has tons of character, is very clean, and is in a great location within walking distance to shops & restaurants downtown. The large dining room was a great place to gather around for drinks, games and laughs with friends."
United States
Ann A.
The price is HK$1,432
HK$3,341 total
includes taxes & fees
20 May - 21 May
Walk to Downtown Pella • Spacious Historic Home • Perfect for groups
Smart TV, video games, ping pong, books

Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants

Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Pella
10.0 out of 10, Exceptional, (11 reviews)
"This was a great place to stay. Beautiful home. Walking distance to shops. "
United States
Mary
The price is HK$1,432
HK$3,341 total
includes taxes & fees
21 May - 22 May
Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Interior

Studio Klokkenspel in Pella

Studio Klokkenspel in Pella
Pella
10.0 out of 10, Exceptional, (56 reviews)
"Great location"
United States
David M.
The price is HK$1,135
HK$1,921 total
includes taxes & fees
2 Jun - 3 Jun
Studio Klokkenspel in Pella
Interior

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

Knoxville Den: Walk to Track, Great for Families & Crews
Knoxville
9.0 out of 10, Wonderful, (2 reviews)
"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!!!"
United States
Kevin V.
The price is HK$1,370
HK$3,508 total
includes taxes & fees
25 May - 26 May
Knoxville Den: Walk to Track, Great for Families & Crews
Exterior

Irving's Gnome Dome Mushroom Sculpture Tiny House

Irving's Gnome Dome Mushroom Sculpture Tiny House
Knoxville
10.0 out of 10, Exceptional, (2 reviews)
"Loved the stay great communication with host"
United States
Casper K.
The price is HK$916
HK$1,126 total
includes taxes & fees
20 May - 21 May
Irving's Gnome Dome Mushroom Sculpture Tiny House
Dining

The Casita - Cozy Guesthouse in Tranquil Knoxville Neighborhood

The Casita - Cozy Guesthouse in Tranquil Knoxville Neighborhood
Knoxville
10.0 out of 10, Exceptional, (1 review)
"The Casita Guesthouse is an adorable little place. It had everything we needed. The bed is super comfy with great pillows! It's in a quiet location. Communication with the host was great- I would highly recommend! "
United States
Lynn W.
The price is HK$1,018
HK$1,754 total
includes taxes & fees
25 May - 26 May
The Casita - Cozy Guesthouse in Tranquil Knoxville Neighborhood
Smart TV

Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella

Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella
Knoxville
9.8 out of 10, Exceptional, (12 reviews)
"Clean property, great backyard area for grilling and a bonfire, comfortable indoor space, and no issues that we found during our stay. "
United States
Ryan F.
The price is HK$1,214
HK$4,315 total
includes taxes & fees
20 May - 21 May
Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oskaloosa Hotel Reviews

EverSpring Inn & Suites

EverSpring Inn & Suites

10/10 Excellent
"Comfortable bed very nice and helpful staff… breakfast not so much … disappointed pool was empty"
candaice 1-night trip
Posted 7 hours ago
EverSpring Inn & Suites

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!

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?

Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town: 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.