Holiday houses in Oskaloosa

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oskaloosa

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Top Guest favourite

Home in Pella

5 out of 5 average rating, 113 reviews

Quaint & Comfy in Pella, Iowa

This 1695 square foot home is the perfect fit for family, friends, and out of town business workers to enjoy the amenities of home. Guests are sure to enjoy a memorable stay in this newly remodeled 3 bedroom, 2 bath home. The 1st floor bedroom with it's queen size bed opens up to the backyard deck. Both bedrooms on the 2nd floor have queen size beds. The kitchen is fully equipped with all the amenities for cooking at home. New washer and dryer in the basement along with a 2nd bathroom w/ shower.

Guest favourite

Cabin in Pella

4.92 out of 5 average rating, 110 reviews

Cozy 2 bedroom river cabin with awesome views

Enjoy the beauty of nature from your porch swing on the banks of the Des Moines River. Relax and let go as you watch gulls and eagles soar overhead. Enjoy time together around the campfire as the sun sets over the water. This cozy cabin is the perfect spot to unwind, & reconnect with yourself, your loved ones & nature. Feeling Adventurous? There are abundant recreational activities available at nearby Lake Red Rock. * More traffic on the T-17 bridge in 2025 due to nearby construction.

Guest favourite

Condo in Oskaloosa

4.92 out of 5 average rating, 75 reviews

The Nest - 2 Bed/2 Bath

Keep it simple at this peaceful and centrally-located place, stylishly set up with everything you need to make it home as long as you need to. This downtown location next-door to our famous Dutch bakery, Jaarsmas, home of the Dutch letter and all sorts of baked goods from pies to bean sprout bread and more pastries than you might imagine, is close to everything great in Oskaloosa, with Ride Nostalgia bike rentals right on the property to enjoy a piece or all of our 14 mile paved bike trail.

Top Guest favourite

Cabin in Pella

4.96 out of 5 average rating, 165 reviews

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

Top Guest favourite

Cottage in Pella

4.99 out of 5 average rating, 369 reviews

The Strawtown Cottage - in downtown Pella

Completely remodeled 1865 original Strawtown Store of Pella conveniently located in one of the best small towns in Iowa. Three blocks to downtown Pella, 1 1/2 blocks to West Market Park, 2 blocks to Central football, baseball and softball complex. Enjoy the cottage charm with two private bed and bath suites, a family room with dining, full kitchen, front and side porch, laundry and large back yard. Off-street parking in the back. Luxury sheets on queen beds await after your adventures.

Top Guest favourite

Apartment in Oskaloosa

4.95 out of 5 average rating, 178 reviews

Downtown Oskaloosa Square

Brand new in 2021! 650 sf studio apartment in downtown Oskaloosa. Located on 3rd floor of commercial building, across the street from the iconic bandstand and Oskaloosa square. Elevator access to private 3rd floor. 10 foot ceilings, washer & dryer in unit, (2) 50" smart tvs with high speed wifi and cable tv included. Nectar memory foam Queen mattress, double reclining sofa. Plenty of closet space and furnishings for long stays. Professional property management office on main floor.

Guest favourite

Condo in Pella

4.91 out of 5 average rating, 209 reviews

Heart of Downtown Pella

Welkom to Heart of Downtown Pella! This charming stay is within steps of Pella’s most popular features: Quaint shops, vibrant restaurants, and of course Jaarsma & Vader Ploeg Bakeries, Vermeer Windmill, the Pella Historical Village, and more! !CAUTION! The stairway is very steep and is the only way to access the condo. Please take this into consideration if you have limited mobility and/or other reasons that may prohibit you from utilizing the stairs. PLEASE BOOK AT YOUR OWN DISCRETION.

Top Guest favourite

Home in Pella

5 out of 5 average rating, 114 reviews

Pristine getaway for groups; 5 BR - sleeps 16+

Wildflower on Independence was designed to provide you with a relaxing, spacious, peaceful house to gather with family and friends! With five bedrooms, a fully equipped kitchen, open dining room, seven TVs, capacious family room, and beautiful bathrooms, you will have ample room to relax and fellowship. Whether you are planning a family reunion, girls getaway, or bridal shower, Wildflower will not disappoint! Come and be our guest while you enjoy the history and flavor of Pella, Iowa.

Top Guest favourite

Home in Pella

4.99 out of 5 average rating, 108 reviews

Charming, modern and cozy retreat on the bike path

Stay inside a piece of history! This cozy cottage was built in 1856 by the Dutch homesteaders and has been updated to include all modern amenities. You will be close to everything in this fully remodeled 2 bedroom, 1 bath home. Whether you are exploring shops around the square, the trails around Lake Red Rock, or visit family, the Rock House is the perfect place to recharge at night. Make yourself at home. I provide everything you need to make your Pella stay memorable!

Top Guest favourite

Loft in Oskaloosa

4.95 out of 5 average rating, 111 reviews

Dixon Block Loft

Dixon Block loft is a historical building renovated into a beautiful 2 bedroom loft apartment. Old historic charm is embedded into the style. Overlooks charming town square. Walking distance to stores and restaurants. We live locally to assist with anything needed. We can't wait for you to enjoy the local small town charm. Many events happen in December, Lighted Christmas Parade. In the summer time, the town square has many concerts.

Guest favourite

Home in Eddyville

4.91 out of 5 average rating, 70 reviews

Home In Eddyville

New little one bedroom home in a quiet little town. Located by the city park and walking distance from three restaurant/ bar and grills along with the view of the DesMoines River within walking distance. We live about 6 mins away, so we can be available if needed. Place has high speed Wifi.

Guest favourite

Loft in Pella

4.98 out of 5 average rating, 124 reviews

Downtown Pella Klokkenspel Studio

Location, Location, Location! Pella at it's finest! Right next door to the Klokkenspel, 2 doors down from Cellar Peanut Pub, half a block to the Vermeer windmill and Pella Historical Village and right on top of Dutchfix restaurant! So many things to do and see all within walking distance.