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Compare 19 Vacation Homes in Oskaloosa with updated reviews, rates, and availability.

Historic Cottage- The Rock House
Living area

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (29)
"Very clean; good location a short walk from campus."
The price is AED 459
AED 868 total
includes taxes & fees
24 Nov - 25 Nov
Historic Cottage- The Rock House
Adorable "Little Yellow House," Downtown Pella
Exterior

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
Unwind at our private 4BR home near downtown Pella, IA!
Welcome! Kick off your shoes, relax on the sectional, and watch your favorite show on TV! This sitting room opens to the kitchen and back door.

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

10.0 out of 10, Exceptional, (13)
"Very clean, beautiful home in a quaint town."
The price is AED 997
AED 2,136 total
includes taxes & fees
27 Nov - 28 Nov
Unwind at our private 4BR home near downtown Pella, IA!
Cozy House within Walking Distance to Racetrack
Exterior

Cozy House within Walking Distance to Racetrack

9.6 out of 10, Exceptional, (8)
"Love the house, set-up and your amenities! Great location for the track!"
The price is AED 727
AED 1,629 total
includes taxes & fees
23 Nov - 24 Nov
Cozy House within Walking Distance to Racetrack
Red Fern Hotel - Eclectic Getaway 2 bedroom
Living area

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
Charming Iowa Abode Near Knoxville Raceway!
Knoxville Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required

Charming Iowa Abode Near Knoxville Raceway!

7.0 out of 10, Good, (2)
"Great little place that had everything we needed! Nice big backyard for the dogs to enjoy. Absolutely loved the chocolate chip cookies left for us, what a pleasant surprise! Great location to everything, will definitely stay again when back in Knoxville!"
Charming Iowa Abode Near Knoxville Raceway!
Home In Eddyville
Living area

Home In Eddyville

10.0 out of 10, Exceptional, (9)
"Lovely place to stay! Thank you so much!"
Home In Eddyville
Three bedroom townhome, blocks from idyllic downtown
Living area

Three bedroom townhome, blocks from idyllic downtown

Three bedroom townhome, blocks from idyllic downtown
Historic 4 bedroom home- walk to downtown
Private kitchen

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 AED 716
AED 1,481 total
includes taxes & fees
25 Nov - 26 Nov
Historic 4 bedroom home- walk to downtown
Ophelia’s Huis in Pella
628931cb-654b-4d6b-a108-c785e5ae751c

Ophelia’s Huis in Pella

10.0 out of 10, Exceptional, (1)
"The owners took great care in restoring this property and making sure it was very comfortable for guests. It is a perfect location for exploring Pella."
Ophelia’s Huis in Pella
Entertain Large Groups Here: Game Room, Pool, Patio, Fire Pit, Pool Table & More
Fun for all ages!

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
Relaxing loft retreat in historic European community
Exterior

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

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.
Blue Fern Hotel - Nestled Away Loft Space
Living area

Blue Fern Hotel - Nestled Away Loft Space

10.0 out of 10, Exceptional, (5)
"The apartment was cozy and perfect for our weekend stay. We would definitely book again."
Blue Fern Hotel - Nestled Away Loft Space
Vintage Farmhouse with Parking! Family Friendly, Fenced Yard
Side of House

Vintage Farmhouse with Parking! Family Friendly, Fenced Yard

9.4 out of 10, Exceptional, (3)
"The house was very nice and clean. All the bedrooms upstairs ended up to be a problem for us as my wife has a disability and I had a stroke a couple years ago. We thought we would try it anyway because we liked it so much. If it wasn't for that we would definitely rent it again."
Vintage Farmhouse with Parking! Family Friendly, Fenced Yard
Lee’s Garden House
Living area

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
Barnes City House ~ 3 Mi to Hunting & Fishing!
Barnes City Vacation Rental | 3BR | 1.5BA | Stairs Required | 1,792 Sq Ft

Barnes City House ~ 3 Mi to Hunting & Fishing!

10.0 out of 10, Exceptional, (1)
"I travel to Iowa at least once a year. Best Stay Yet. Everything about the property was great! Booking fees are astronomical, more than double the advertised price. If it weren't for that I'd definitely stay here again. "
Barnes City House ~ 3 Mi to Hunting & Fishing!
Newly Renovated Where you can see the Stars dance!
Exterior detail

Newly Renovated Where you can see the Stars dance!

Newly Renovated Where you can see the Stars dance!
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 property types in Oskaloosa

Cabin by Lake Keomah State Park: Swimming Pool, Hot Tub Patio, Game Room, Trails
Jump in the pool through mid October!

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
Living area

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
Fun for all ages!

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
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.