Holiday rentals in Ottumwa

Sunny Cottage: FirePit, by Prairie & Wooded Trails

This bright, cheerful two bedroom home with full service kitchen, vaulted open living area, smart Weber grill, fire pit and private backyard is tucked away in a quiet neighborhood with easy access to a 14 mile paved recreation trail, nearly 1700 acres of forests, wetlands, prairies and parks to explore, local winery with dine in nights, cheese farm, museums and active art community. Guests will have easy access to the home with keyless entry. You'll find yourself rested, refreshed and reignited!

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.

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.

The Short Stay

Situated on the second floor of a historic mid-1880s Main Street building, this smoke-free, pet-free apartment blends charm and modern convenience, catering exclusively to adult guests. Featuring a contemporary layout, quality amenities, and a prime location within walking distance of local bars and eateries, it also offers easy access to our mercantile and hidden speakeasy (21+). Ideal for visitors and professionals seeking a comfortable, temporary stay in Downtown Ottumwa.

Modern Downtown Retreat In The Heart Of Pella

Enjoy the convenience of being a block from Pella’s square and all that the downtown area has to offer. This fully remodeled, 3 bedroom, 2 bath home offers you a centrally located base to plan your daily excursions. Whether your day is spent perusing the unique shops around the square, on the trails or water at Lake Red Rock, or meeting up with friends and family, this home will be the perfect place to recharge and refresh between activities.

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.

Bluff View - 2B

Rest and relax in this spacious downtown apartment! Do you love to cook? Each of our apartments are over 1000sq feet and have beautiful kitchen and a dining areas. Stay with us as a weekend or extended stay traveler looking for a quiet location to unwind in. Centrally located in downtown Ottumwa, the property is within walking distance to restaurants, coffee, frozen yogurt, bars, downtown shopping, the bike trail and Bridge View Center.

Retro Retreat

Welcome to the Retro Retreat. This mid-century modern home is perfect for entertaining large groups with covered parking, open concept living areas, floor to ceiling windows, wet bar and kitchen that walks out to a beautiful covered patio and private yard. Three bedrooms and 2 family rooms, this a perfect place for wedding parties, family reunions/graduations, sofisticated retreats, and holiday gatherings any time of year.

Lovely1 Bedroom apt,2nd bedroom for additional fee

Beautiful private setting, fully furnished modern apartment available as 1 or 2 bedroom in central part of the city. This property is centrally located in Ottumwa. Within five minutes of the hospital, John Deere facilities, JBS facilities, high school, restaurants, courthouse, park, downtown within 5 to 10 minutes of the mall area. Several churches in the area. No animals allowed.

Droptine Cottage

A back road get-away in Iowa's best deer country. Featuring all the comforts of home with 2 bedrooms (1 queen & 1 full/twin bunk bed). Relax outside on the deck or by the firepit. Perfect for a group of hunters, fishermen or a family visiting the Villages! Included TV, DVD, Washer & Dryer, Wi-Fi, Charcoal & Gas Grills. Daily or weekly rentals available.

Crestview Hill Home. Lovely 5.5 acre wooded area.

Welcome to Crestview Hill! Relax with the whole family at this peaceful place to stay. This three bedroom two bath home is in the absolute perfect location. Close to many restaurants and stores, yet tucked away in a quiet, beautiful wooded area with some lovely trails and a creek, you’re definitely going to want to come back often!

Red Fern Hotel - Eclectic Getaway 2 bedroom

Take an adventure to this eclectic house nestled in the heart of “The City of Bridges.” Here you’ll find a unique and bubbly styled space, stocked with coffee, a refreshing work area, back deck and good vibes. Nothing beats a nearby river walk and an easy Iowa get-a-way.