Vacation rentals in Ottumwa

Vintage Farmhouse, right in the City with Parking!

Enjoy 25% off on stays of 30 days or more at this charming vintage farmhouse in Ottumwa. Ideal for traveling nurses or executives, this property offers a comfortable & spacious retreat. The minimum stay is 4 nights, but we love 30+ day stays. The farmhouse has 3 bedrooms featuring a king-sized bedroom, an antique full-bed bedroom, a bunkbed (twin over full) & a queen nonconforming bedroom in the basement. The 3 bedrooms & a full bathroom are upstairs, along with a half-bath on the main floor.

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!

Historic Steckel Carriage House

Relax by yourself or with the whole family at this charming 1910 carriage house. :) Fresh flower bouquet! Listen to vintage records on the record player. The fully functional kitchen, stocked with water bottles, yogurt, and my homemade granola, will keep you happy. :) Sleep in comfort on the king-size, full, and twin bed. The monitors, office chairs, Wi-Fi, desk and printer makes a remote workplace. Kids? We got you! A kid's indoor play area + outdoor playground. No Pets. There are stairs.

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.

The Roost Tiny Home -Cozy and Quiet 4 Season

Welcome to THE ROOST, a great place to relax and recharge! This unique tiny home is located on the Des Moines River. Your personal deck is a great spot to grill and watch river life. Our swing fire gazebo is a great place to unwind. We are located in the famous rural Van Buren County that includes 11 villages - Specialty shops, dining, antiques, golfing & community pool. Lacey state park has many outdoor adventures - Lake Sugema, hunting, fishing & hiking in the forest.

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.

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.

Comfy Downtown studio apartment

Close to the city square, studio apartment is quiet, with beautiful city views. Furnished with character and comfort. This unit is newly remodeled and ready for your stay, whether one night or a week. Television and wi-fi, with on-site laundry. There are 4 apartments in this location, so book more than one and bring more friends & family!

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!

Spacious Guesthouse in Oskaloosa

This spacious rental resides in a quiet neighborhood, just a short walking distance from the local University and the historic downtown. You will enjoy a fully stocked kitchen, a relaxing living space, and all the conveniences of home.