Photo by Hideki Yamagata

Holiday Rentals in Oskaloosa

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Holiday Rentals in Oskaloosa

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

10.0 out of 10, Exceptional, (37)
"Our stay was a very relaxing experience. The owners were very quick to respond to any of our questions and concerns. We did misread the listing and thought the house faced the lake in some way, but it's actually across the street (a very small street mind you) so it was a very quick walk to the actual lake. This is a lived in home so there are personal items like family photos around the place. The place was very clean and tidy, however it is an older home so it has its quirks. It felt like we...
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails

Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown

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

10.0 out of 10, Exceptional, (8)
"The accommodations were wonderful!! Oversized living room with book and board games and the patio and pool area was a hit for everyone plus the game room was a great area and lower family room. There was something to do for everyone!!! Definitely recommend it!!"
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, (58)
"Very clean and nicely appointed! We enjoyed our time here."
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, (25)
"We were in the area for a wedding and decided to book a condo instead of hotel. I do not regret our decision. It was so nice and homey. If we are ever back in town I would stay again. There are quite a bit of stairs leading up to the condo so it was a little difficult for elderly mother. It was super nice to have our own room. "
The Nest - next to bakery and downtown

Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails

10.0 out of 10, Exceptional, (4)
"Ethan such a good guy help and respond to my all calls and text. Yard and surroundings were gorgeous and house perfect clean set up excellent."
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails

Lee’s Garden House

10.0 out of 10, Exceptional, (2)
"Lee's Garden House fit our family perfectly. It had just the right amount of space. It was cozy and felt like home. It was close to WPU which was perfect as we stayed there to take our daughter to college. I sent a couple of messages to Missy, and she quickly responded. We will stay there again or at one of their other properties. It was a great experience!"
Lee’s Garden House

Brand New Stylish Condo near Trails & Downtown

10.0 out of 10, Exceptional, (2)
"Shower was great! This place has a smart TV! I would definitely stay again!"
Brand New Stylish Condo near Trails & Downtown

Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

3.0 star property
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (29)
"Very clean; good location a short walk from campus."
The price is €227
includes taxes & fees
27 Nov - 28 Nov
Historic Cottage- The Rock House

Home In Eddyville

10.0 out of 10, Exceptional, (9)
"Lovely place to stay! Thank you so much!"
Home In Eddyville

Unwind at our private 4BR home near downtown Pella, IA!

10.0 out of 10, Exceptional, (13)
"This house is a very clean and spacious home. My sisters and I loved staying here for our sister weekend. Pella is a very charming city. It has a wonderful downtown area. "
The price is €569
includes taxes & fees
11 Dec - 12 Dec
Unwind at our private 4BR home near downtown Pella, IA!

Adorable "Little Yellow House," Downtown Pella

10.0 out of 10, Exceptional, (9)
"Recently updated and clean/cozy. Great spot. "
Adorable "Little Yellow House," Downtown Pella

Studio Klokkenspel in Pella

10.0 out of 10, Exceptional, (31)
"Perfect location on Franklin Street. "
The price is €257
includes taxes & fees
28 Nov - 29 Nov
Studio Klokkenspel in Pella

Red Fern Hotel - Eclectic Getaway 2 bedroom

10.0 out of 10, Exceptional, (11)
"everything was perfect, great communication and the place was clean!"
Red Fern Hotel - Eclectic Getaway 2 bedroom

Knoxville Den

8.0 out of 10, Very good, (1)
"The place was fun and the neighborhood was WONDERFUL! The water had been shut off and the kitchen window was broken when we got there, but they fixed it right away. If you're looking for somewhere to stay when you come to watch the race this is perfect."
Knoxville Den

Private Water Side Cabins

9.6 out of 10, Exceptional, (16)
"Great location, waterfront, dock, fishing, wildlife, comfortable, most amenities, thoroughly enjoyed the weekend stay. Gracious and polite hosts. Thank you."
Private Water Side Cabins

Historic 4 bedroom home- walk to downtown

10.0 out of 10, Exceptional, (24)
"We met up with friends to enjoy Pella and everyone was impressed with this beautiful property. The beds are incredibly comfortable, the kitchen is ideal, and downtown was walking distance for us. What a beautiful historic home with character and comfort. We loved our time and will return for another stay."
The price is €393
includes taxes & fees
30 Nov - 1 Dec
Historic 4 bedroom home- walk to downtown

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

10.0 out of 10, Exceptional, (31)
"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.

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

10.0 out of 10, Exceptional, (2)
"Beautiful cabin in the woods. Very comfortable and relaxing. Great host. Julie was awesome, very appreciated welcome basket waiting for us. Thanks so much for the hospitality. Will definately recommend to friends and family"
Tranquil cabin with Fireplace in Knoxville - perfect for a cozy getaway
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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Other types of properties in Oskaloosa you may be interested in

EverSpring Inn & Suites

2.5 star property
8.2 out of 10, Very good, (534)
"They breakfast options were quite impressive, and I was told they were going to get better. They are making improvements. I recommend staying there."
The price is €106
includes taxes & fees
27 Nov - 28 Nov
EverSpring Inn & Suites

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 star property
9.2 out of 10, Wonderful, (179)
"Nice facility. Very clean and the staff was very nice!"
The price is €118
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Oskaloosa

Quality Inn Oskaloosa

2.0 star property
7.6 out of 10, Good, (426)
"Clean rooms "
The price is €79
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Oskaloosa
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.

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?

Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More: 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. Another good choice for your trip to Oskaloosa is Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown..

How many holiday rentals are there in Oskaloosa?

Expedia has 4 holiday rentals for your stay in Oskaloosa.

What’s there to see and do in Oskaloosa?

Lake Keomah State Park and City Square 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 Edmundson Golf Course.

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.