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Oskaloosa Vacation Rentals

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Vacation Rentals in Oskaloosa

Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
Interior
Lake Cabin: Hot Tub, Fire pit, Patio, Pool table, Ping Pong, Trails, Kayaks
10.0 out of 10, Exceptional, 31 reviews
"We had a wonderful stay in this beautiful cabin near Lake Keomah! The family rooms were perfect for our multi-generational family to play games and have quality time together. The table in the dining room fit us all for lovely meals together, the hot tub was a treat to enjoy in the cool evenings and mornings, and we had lots of fun taking the kayaks on the lake. There is a nice walking path around the lake that several of our group enjoyed. We mistakenly thought we would be directly on the lake...
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.
Beach
Sunny Cottage: Fire pit, close to biking & walking trails and historic downtown.
10.0 out of 10, Exceptional, 55 reviews
"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
Fridge, microwave, oven, stovetop
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
10.0 out of 10, Exceptional, 5 reviews
"First, the owners are fantastic with communication and all the extra touches. My family and I book Vrbo properties often, and this was exceptional! We had 4 generations staying with plenty of space for everyone. The pool and fire pit were a hit. The property was so clean and we had everything we needed for cooking family meals. The location is wonderful. We walked to the town square every day and had so much fun exploring all the boutiques, plus the Friday night music and Saturday Art Fair. We...
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
The Nest - next to bakery and downtown
Beach
The Nest - next to bakery and downtown
10.0 out of 10, Exceptional, 20 reviews
"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
Exterior
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
10.0 out of 10, Exceptional, 3 reviews
"Absolutely loved this property. It was everything we needed for our family of six. The rental was beautiful, quiet and peaceful and the owner was super kind and communicative. We would absolutely stay again for all future visits!"
Modern Oskaloosa Cabin w/ 2 Acres & On-Site Trails
Lee’s Garden House
Fridge, microwave, oven, stovetop
Lee’s Garden House
Lee’s Garden House
Brand New Stylish Condo near Trails & Downtown
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Brand New Stylish Condo near Trails & Downtown
10.0 out of 10, Exceptional, 1 review
"Very cute!! Comfortable beds!!"
Brand New Stylish Condo near Trails & Downtown
Three bedroom townhome, blocks from idyllic downtown
Interior
Three bedroom townhome, blocks from idyllic downtown
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
10.0 out of 10, Exceptional, 14 reviews
"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 ￥26,516
per night
Jul 12 - Jul 13
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, 20 reviews
"Was in town for a wedding and it provided the perfect retreat between rehearsal, setup and wedding. The house has great charm/character and matches the ambience of Pella."
The price is ￥49,335
per night
Jun 30 - Jul 1
Historic 4 bedroom home- walk to downtown
Private Waterfront Cabins
Property grounds
Private Waterfront Cabins
9.8 out of 10, Exceptional, 37 reviews
"Enjoyed our nice quiet getaway!"
Private Waterfront Cabins
Knoxville Den
2 bedrooms, WiFi, bed sheets
Knoxville Den
8.0 out of 10, Very Good, 1 review
"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."
The price is ￥16,073
per night
Jul 26 - Jul 27
Knoxville Den
Private Water Side Cabins
Property grounds
Private Water Side Cabins
10.0 out of 10, Exceptional, 8 reviews
"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
Unwind at our private 4BR home near downtown Pella, IA!
Exterior
Unwind at our private 4BR home near downtown Pella, IA!
10.0 out of 10, Exceptional, 5 reviews
"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."
The price is ￥42,863
per night
Jul 22 - Jul 23
Unwind at our private 4BR home near downtown Pella, IA!
Cozy House within Walking Distance to Racetrack
Fridge, microwave, oven, stovetop
Cozy House within Walking Distance to Racetrack
9.6 out of 10, Exceptional, 5 reviews
"This is a great place close to track and is very clean will definitely stay here again"
The price is ￥31,819
per night
Jul 9 - Jul 10
Cozy House within Walking Distance to Racetrack
3rd & Main Studio Martini
Living area
3rd & Main Studio Martini
10.0 out of 10, Exceptional, 3 reviews
"Brian and Candi were amazing hosts. Warm, hospitality and extremely accommodating. They are the kind of folks you don’t easily forget."
The price is ￥32,140
per night
Jun 30 - Jul 1
3rd & Main Studio Martini
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, 30 reviews
"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.
Red Fern Hotel - Eclectic Getaway 2 bedroom
Private kitchen
Red Fern Hotel - Eclectic Getaway 2 bedroom
10.0 out of 10, Exceptional, 11 reviews
"everything was perfect, great communication and the place was clean!"
Red Fern Hotel - Eclectic Getaway 2 bedroom
Ophelia’s Huis in Pella
Property grounds
Ophelia’s Huis in Pella
Ophelia’s Huis in Pella
Don't see what you're looking for?
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
Desk, iron/ironing board, free WiFi, bed sheets
EverSpring Inn & Suites
2.5 star property
8.2 out of 10, Very Good, 472 reviews
"Clean and quiet "
The price is ￥15,909
per night
Jul 3 - Jul 4
EverSpring Inn & Suites
Fairfield Inn & Suites by Marriott Oskaloosa
Lobby
Fairfield Inn & Suites by Marriott Oskaloosa
2.5 star property
9.2 out of 10, Wonderful, 165 reviews
"Clean but breakfast was only fair "
The price is ￥22,337
per night
Jul 21 - Jul 22
Fairfield Inn & Suites by Marriott Oskaloosa
Super 8 by Wyndham Oskaloosa IA
Exterior
Super 8 by Wyndham Oskaloosa IA
2.0 star property
7.4 out of 10, Good, 405 reviews
"Could have a larger breakfast area, was crowded and only 4 tables available. Was very clean staff was friendly. Best super 8 I have stayed at."
The price is ￥12,695
per night
Jun 30 - Jul 1
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.

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:

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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?

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

How many vacation rentals are there in Oskaloosa?

Expedia has 4 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 Edmundson Golf Course.

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.

Recent reviews of Oskaloosa properties
Expedia verified reviews

Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham

Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham

5/5 Excellent
"Quiet area. Staff is friendly. Room was clean and pretty standard. Pool & hot tub area is as expected. "
A verified traveler stayed at Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham
Posted 2 days ago
Links Bos Landen Hotel & Spa of Pella, Trademark by Wyndham