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Search Holiday Rentals in Oskaloosa

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Top Holiday Rentals in Oskaloosa

Interior
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
Property grounds
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
10.0 out of 10, Exceptional, (54)
"Same as above"
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
Exterior
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
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Beach
The Nest - next to bakery and downtown
10.0 out of 10, Exceptional, (19)
"Melissa and Ray were wonderful hosts, keeping in touch with us and quickly answering all of our questions beforehand. The condo is comfortable and clean (and next door to an institution in town, Jaarsma Bakery!). Thank you for sharing your place with us. We will definitely stay here again when visiting family in the future."
The Nest - next to bakery and downtown
Fridge, microwave, oven, stovetop
Lee’s Garden House
Lee’s Garden House
Microwave, oven, stovetop, dishwasher
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
3.0 star property
Modern Oskaloosa Cabin w/ 2 Acres & On-site Trails
Property grounds
Private Water Side Cabins
10.0 out of 10, Exceptional, (7)
"The cabin was perfect! Nice and quiet. Enjoyed some fishing on the dock and it was perfect for my RC boats. Even had a welcoming committee!"
Private Water Side Cabins
2 bedrooms, WiFi, bed sheets
Knoxville Den
The price is £228
includes taxes & fees
6 May - 7 May
Knoxville Den
Smart TV
Historic 4 bedroom home- walk to downtown
10.0 out of 10, Exceptional, (16)
"Stayed with four couples for weekend of catching up, games, and big meals. We all loved it. Nice big spaces for us to cook and eat together. Everyone had comfortable sleeping arrangements and an easy walk to shopping in the square. Will come again. The Peanut Bar was a favorite for bloody Marys and mules."
The price is £373
includes taxes & fees
28 May - 29 May
Historic 4 bedroom home- walk to downtown
Exterior
Unwind at our private 4BR home near downtown Pella, IA!
10.0 out of 10, Exceptional, (3)
"Excellent. Lots of room. Beautifully furnished. Well supplied kitchen. We appreciated the puzzles & cards. Great linens. Complementary wine. Just a few tiny things. The bathroom door upstairs does not securely latch. Nightlights & tissue in the bathrooms would be nice."
Unwind at our private 4BR home near downtown Pella, IA!
Iron/ironing board, free WiFi, bed sheets
Custom luxury retreat in the Knoxville area
10.0 out of 10, Exceptional, (69)
"This is a great place to stay! A quiet rural property that is warm and welcoming. A nice little home away from home. The host made everything very easy and went above and beyond to make our stay amazing! We would definitely stay here again, if we were coming to this area. 😍"
Custom luxury retreat in the Knoxville area
Exterior
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.
Property grounds
Ophelia’s Huis in Pella
Ophelia’s Huis in Pella
Property grounds
Private Waterfront Cabins
9.8 out of 10, Exceptional, (36)
"My husband and i along with another couple rented the cabins for a weekend get away. It was everything it said it was going to be. We fished ( i caught 30 plus fish in 24 hrs. It was awesome) used the yayaks and boat. And We enjoyed the fire pit area both nights."
Private Waterfront Cabins
Exterior
Quaint Montezuma Cabin Near Lake Ponderosa!
10.0 out of 10, Exceptional, (3)
"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!
Living area
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
Fridge, microwave, oven, stovetop
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 £362
includes taxes & fees
6 May - 7 May
Cozy House within Walking Distance to Racetrack
Interior
Studio Klokkenspel in Pella
10.0 out of 10, Exceptional, (24)
"We were in Pella for Central's Senior recognition day at the Central football game. It was perfect staying on the square and having so many shops and restaurants in walking distance."
Studio Klokkenspel in Pella
Fridge, microwave, stovetop, coffee/tea maker
Montezuma Vacation Rental with Fire Pit Access!
Montezuma Vacation Rental with Fire Pit Access!
Private kitchen
Red Fern Hotel - Eclectic Getaway 2 bedroom
9.8 out of 10, Exceptional, (9)
"Always enjoy our visit to Ottumwa. Handy to have a home to stay in."
Red Fern Hotel - Eclectic Getaway 2 bedroom
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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

Desk, iron/ironing board, free WiFi, bed sheets
EverSpring Inn & Suites
2.5 star property
8.2 out of 10, Very good, (449)
"Excellent customer service "
The price is £88
includes taxes & fees
6 May - 7 May
EverSpring Inn & Suites
Lobby
Fairfield Inn & Suites by Marriott Oskaloosa
2.5 star property
9.2 out of 10, Wonderful, (153)
"Very clean & comfortable "
The price is £129
includes taxes & fees
12 May - 13 May
Fairfield Inn & Suites by Marriott Oskaloosa
Exterior
Super 8 by Wyndham Oskaloosa IA
2.0 star property
7.4 out of 10, Good, (389)
"The place was lovely, clean and quite comfortable. The room was not cramped but spacious and I was easily able to work at the desk - important for my stay. When you check in though confirm the frequency of room cleaning and whether you have to request cleaning if you want it prior to the set time. "
The price is £62
includes taxes & fees
27 May - 28 May
Super 8 by Wyndham Oskaloosa IA
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 £228 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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