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Holiday Rentals in Oskaloosa

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Holiday Rentals in Oskaloosa

Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
10.0 out of 10, Exceptional, (29)
"The cabin by the lake is great for family fun! The kids loved playing on the water with the kayaks and the pedal boat. We got to enjoy fishing, hiking, and lots of bike rides."
Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
10.0 out of 10, Exceptional, (55)
"Love the house and location. This is our second time staying here. We had a small issue with the smoke alarm going off and it stressed out our dogs otherwise we had a great time!! Highly recommend this home!!!"
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
10.0 out of 10, Exceptional, (4)
"This house was a perfect gathering for our large family of all ages, to celebrate our Mother’s Birthday. There is a large great room that was comfortable and spacious to have our Talent Show, and personal tributes speeches. The kitchen/dining area is large and well appointed. I was able to prep food and serve food for 25 people. The lower level had a complete game room for the teens and young ones. The outdoor patio offered plenty of space, a firepit and pool. It was the perfect 4 day weekend...
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
The Nest - next to bakery and downtown
10.0 out of 10, Exceptional, (20)
"Both my daughter and I loved the place. Very comfortable. Loved the view from second floor. Only two issues 1. Water never seemed to get warm enough. 2. the traffic from the cross street often noisy at night.. Aside of these two issues, the stay was great! Might come back again."
The Nest - next to bakery and downtown
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
10.0 out of 10, Exceptional, (2)
"Property is nice and secluded. Very quiet and calm."
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
Lee’s Garden House
Lee’s Garden House
Brand New Stylish Condo near Trails & Downtown
10.0 out of 10, Exceptional, (1)
"Very cute!! Comfortable beds!!"
Brand New Stylish Condo near Trails & Downtown
Three bedroom townhome, blocks from idyllic downtown
Three bedroom townhome, blocks from idyllic 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
10.0 out of 10, Exceptional, (14)
"Our group of friends surprised a friend for an early retirement/birthday weekend. This property was perfect for a girls getaway. The weather was just right for a fire both nights along with s’mores."
The price is €314
includes taxes & fees
8 Jul - 9 Jul
Historic Cottage- The Rock House
Private Waterfront Cabins
9.8 out of 10, Exceptional, (37)
"Enjoyed our nice quiet getaway!"
Private Waterfront Cabins
Private Water Side Cabins
10.0 out of 10, Exceptional, (8)
"The cabin is located on a farm in a very peaceful setting. The resident dog greeted us daily and was a welcome sight. The cabin is comfortable and overlooks the water. It was a very peaceful stay! Would recommend it if you want to unplug!"
Private Water Side Cabins
Historic 4 bedroom home- walk to downtown
10.0 out of 10, Exceptional, (18)
"Perfect location for a girls weekend! We were able to walk to most of our destinations and the house is amazing! We loved our time there. The only complaint I have is that there wasn't a trashcan in the main floor bathroom. Other than that easy fix, our stay was a dream!"
The price is €518
includes taxes & fees
30 Jun - 1 Jul
Historic 4 bedroom home- walk to downtown
Unwind at our private 4BR home near downtown Pella, IA!
10.0 out of 10, Exceptional, (5)
"Great place to stay in Pella. Beautiful house and very clean. Has everything you need. We were in town for our son’s wedding and this was as the perfect place to stay. So much better then hotel room and family could be together. Thanks to our host Shanon for making everything just right."
Unwind at our private 4BR home near downtown Pella, IA!
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
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
10.0 out of 10, Exceptional, (29)
"Enjoyed our anniversary getaway at this cabin. It is well set up for cozy retreat. Beautiful area with the river and dam for good bird watching."
Luxury Cabins with two person jacuzzi tub. Fabulous location near Lake Red Rock.
Cozy House within Walking Distance to Racetrack
9.6 out of 10, Exceptional, (5)
"This is a great place close to track and is very clean will definitely stay here again"
The price is €420
includes taxes & fees
20 Jun - 21 Jun
Cozy House within Walking Distance to Racetrack
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
Ophelia’s Huis in Pella
Ophelia’s Huis in Pella
Quaint Montezuma Cabin Near Lake Ponderosa!
10.0 out of 10, Exceptional, (4)
"This property is absolutely fantastic! The owner was super friendly & hospitable. The interior was clean & well maintained. They didn’t spare any expense (like some VRBO’s do) on the mattress. It was super comfortable & I slept like a log. Super quiet & somewhat remote leads to a very nice stay. Take a chance on this we’ll kept secret. You won’t be disappointed."
Quaint Montezuma Cabin Near Lake Ponderosa!
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See all available properties in 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.

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, (469)
"Really liked the bed and pillows! "
The price is €114
includes taxes & fees
20 Jun - 21 Jun
EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa
2.5 star property
9.2 out of 10, Wonderful, (163)
"Beautiful clean and quiet!"
The price is €145
includes taxes & fees
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Oskaloosa
Hotel O Oskaloosa - Hwy 63/92
2.5 star property
4.6 out of 10, (130)
"Staff was very friendly. Hotel is older but everything was clean and orderly. "
The price is €56
includes taxes & fees
20 Jun - 21 Jun
Hotel O Oskaloosa - Hwy 63/92
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.

Everything you need to know about Oskaloosa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oskaloosa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oskaloosa holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oskaloosa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oskaloosa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oskaloosa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oskaloosa holiday rentals we have selected for you start as low as €314 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oskaloosa rentals

At Expedia, we put the best Oskaloosa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oskaloosa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oskaloosa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oskaloosa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.: This highly rated holiday home rental in Oskaloosa offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 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 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.

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