Oskaloosa Vacation 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
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Oskaloosa vacation 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, (13 reviews)
"Our stay was amazing. The house was clean, cozy and had everything a family could want. It was so peaceful and a great place to stay. "
United States
Casey R.
The price is ￥48,259
￥62,713 total
includes taxes & fees
Apr 29 - Apr 30
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, (76 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 ￥22,365
￥44,849 total
includes taxes & fees
Apr 13 - Apr 14
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, (48 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 ￥29,130
￥67,589 total
includes taxes & fees
Apr 12 - Apr 13
Walk to Downtown Pella • Spacious Historic Home • Perfect for groups
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 ￥27,841
￥61,116 total
includes taxes & fees
Apr 12 - Apr 13
Knoxville Den: Walk to Track, Great for Families & Crews
Smart TV, video games, table tennis, 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, (7 reviews)
"The home was very clean, well equipped, and comfortable. It was also very conveniently located to downtown pella. We had a lovely time!"
United States
TARA T.
Charming Downtown Pella Cottage | Epic Game Room | Walk to Shops & Restaurants
Smart TV, books

The Mid-Town Cottage

The Mid-Town Cottage
Pella
10.0 out of 10, Exceptional, (13 reviews)
"This home was perfect for our family of four visiting Pella over the holidays. The rooms were clean and comfortable, the main living/dining room provided a space where we could be together for meals, card games and entertainment, and the kitchen had all the amenities we needed. "
United States
Eileen B.
The price is ￥24,528
￥39,958 total
includes taxes & fees
Apr 14 - Apr 15
The Mid-Town Cottage
Interior

Studio Klokkenspel in Pella

Studio Klokkenspel in Pella
Pella
10.0 out of 10, Exceptional, (54 reviews)
"Great location"
United States
David M.
The price is ￥27,872
￥44,952 total
includes taxes & fees
May 11 - May 12
Studio Klokkenspel in Pella
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 ￥24,659
￥81,963 total
includes taxes & fees
Apr 14 - Apr 15
Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella
Exterior

Irving's Gnome Dome Mushroom Sculpture Tiny House

Irving's Gnome Dome Mushroom Sculpture Tiny House
Knoxville
10.0 out of 10, Exceptional, (1 review)
"Every Relaxing! Extremely Peaceful! You will need to love the great out doors to enjoy your stay snd the sweet sounds of Nature. The walk to your venue is a journey so be sure you are in shape to do so. The lighting at night is dim. You may need a flashlight. Sue the home owner is a wonderful lady "
United States
Danielle A.
The price is ￥20,705
￥25,085 total
includes taxes & fees
May 1 - May 2
Irving's Gnome Dome Mushroom Sculpture Tiny House
Exterior

The Casita - Cozy Guesthouse in tranquil Knoxville neighborhood

The Casita - Cozy Guesthouse in tranquil Knoxville neighborhood
Knoxville
The price is ￥20,682
￥35,636 total
includes taxes & fees
May 6 - May 7
The Casita - Cozy Guesthouse in tranquil Knoxville neighborhood
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

Cobblestone Hotel & Suites - Ottumwa

Cobblestone Hotel & Suites - Ottumwa

6/10 Okay
"Room was nice, clean. Fitness center was very small. Breakfast below average. "
Justin 1-night trip
Posted 3 days ago
Cobblestone Hotel & Suites - Ottumwa

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 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?

Terrace at Geneva; Private Pool, Game Room & Walkable Hallmark Town: This highly rated vacation home rental in Oskaloosa offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Oskaloosa is Luxury Lakefront Escape at Lake Keomah near Oskaloosa Iowa..

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 Oskaloosa Public Library.

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.