Photo by Hideki Yamagata

Oskaloosa Holiday Rentals

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Check prices for these dates

Tonight
22 Jan - 23 Jan
Tomorrow
23 Jan - 24 Jan
This weekend
24 Jan - 26 Jan
Next weekend
31 Jan - 2 Feb

Holiday Rentals in Oskaloosa

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

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

10.0 out of 10, Exceptional, (38)
"We enjoy the location of this house for its access to easy trails that all can enjoy. The house has a great layout for families that want to participate in different activities. There was always a quiet nook somewhere. The house exudes comfort. We also appreciated the decorations for the holidays. "
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
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, (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.
Miscellaneous

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

10.0 out of 10, Exceptional, (59)
"We had a great time there. We were very comfortable and cozy. We felt at home!"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
The Nest - next to bakery and downtown
Beach

The Nest - next to bakery and downtown

10.0 out of 10, Exceptional, (26)
"Visiting our kids for Thanksgiving. Great location and very clean. Host was easy to communicate with! "
The Nest - next to bakery and downtown
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
Exterior

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
Fridge, microwave, oven, stovetop

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
Miscellaneous

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
Three bedroom townhome, blocks from idyllic downtown
Interior

Three bedroom townhome, blocks from idyllic downtown

10.0 out of 10, Exceptional, (1)
"Exactly as advertised, VERY clean and comfortable and the owners were amazing to work with. "
Three bedroom townhome, blocks from idyllic downtown
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
Interior

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
Exterior

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (32)
"This was our 2nd stay at Rock House. Great location close to Central College. My twins love the upstairs bunk room though the steps are very steep- be careful in stocking feet. This tiny house was cozy on a cold and windy night. A possible suggestion would be to add a mirror in the sunroom. It is a good space to get ready for the evening/day since the bathroom is so tiny. I'm sure we will be back again. Love the Rock House"
The price is HK$856
HK$1,673 total
includes taxes & fees
23 Jan - 24 Jan
Historic Cottage- The Rock House
Historic 4 bedroom home- walk to downtown
Property grounds

Historic 4 bedroom home- walk to downtown

10.0 out of 10, Exceptional, (26)
"This place was the perfect location for us. Easy walk to town. The beds were great and it was clean. Had everything we needed."
The price is HK$1,159
HK$2,684 total
includes taxes & fees
4 Feb - 5 Feb
Historic 4 bedroom home- walk to downtown
Adorable "Little Yellow House," Downtown Pella
Fridge, microwave, oven, stovetop

Adorable "Little Yellow House," Downtown Pella

10.0 out of 10, Exceptional, (13)
"I stayed at this property with a group of girls all 18 plus. Before my stay I was given everything I needed to know about the property and local attractions. When I arrived the house was very clean and decorated for the Christmas season! The hosts provided everything someone would need for their trip to this area. I would recommend this VRBO to anyone and am thankful for the hospitality of the hosts!"
Adorable "Little Yellow House," Downtown Pella
Knoxville Den
2 bedrooms, WiFi, bed sheets

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
Property grounds

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
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, (32)
"Everything was clean and the cabin was well equipped. We really enjoyed our stay . Only minor thing was the gas fireplace. It was controlled by the room thermostat so you couldn’t keep it on manually once the set temp wax reached. Kind of killed the “fireplace vibe” sometimes. "
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
Unwind at our private 4BR home near downtown Pella, IA!
Pool

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

10.0 out of 10, Exceptional, (16)
"Beautiful home with great location and easy to coordinate "
The price is HK$2,112
HK$4,524 total
includes taxes & fees
28 Jan - 29 Jan
Unwind at our private 4BR home near downtown Pella, IA!
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, (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
Private Waterfront Cabins
Terrace/patio

Private Waterfront Cabins

9.8 out of 10, Exceptional, (41)
"Every enjoyable"
Private Waterfront Cabins
Quaint Montezuma Cabin Near Lake Ponderosa!
Exterior

Quaint Montezuma Cabin Near Lake Ponderosa!

10.0 out of 10, Exceptional, (8)
"We attended an event at Big Springs shooting complex, only mint down the road. "
Quaint Montezuma Cabin Near Lake Ponderosa!
Relaxing loft retreat in historic European community
TV

Relaxing loft retreat in historic European community

10.0 out of 10, Exceptional, (1)
"It’s a lovely place, very clean, very good bed and all you need."
Relaxing loft retreat in historic European community
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
Desk, iron/ironing board, free WiFi, bed sheets

EverSpring Inn & Suites

2.5 star property
8.2 out of 10, Very good, (544)
"Pool and hot tub was down for maintenance, inconvenient but necessary for proper safe operation "
The price is HK$770
HK$863 total
includes taxes & fees
31 Jan - 1 Feb
EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa
Lobby lounge

Fairfield Inn & Suites by Marriott Oskaloosa

2.5 star property
9.2 out of 10, Wonderful, (190)
"Hotel was very nice and staff was courteous. However, I thought the beds were uncomfortable. "
The price is HK$1,004
HK$1,125 total
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Oskaloosa
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Outdoor pool

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

10.0 out of 10, Exceptional, (38)
"We enjoy the location of this house for its access to easy trails that all can enjoy. The house has a great layout for families that want to participate in different activities. There was always a quiet nook somewhere. The house exudes comfort. We also appreciated the decorations for the holidays. "
Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
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?

City Square Park and Lake Keomah State 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.