Vacation 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!

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.

Lodge amongst the vines

This peaceful home away from home is waiting to entertain. The perfect , spacious getaway for the hunting party, family reunion, bachelorette weekend... This secure lock up and go lodge is nestled between picturesque vineyards, in the heart of the popular panoramic Cedar Valley Winery. Outdoor bliss. The perfect destination for the kids to safely play. Enjoy a glass of wine on our deck from our Tasting Room or on the private deck of the lodge as you barbecue to a perfect SE Iowan sunset.

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.

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.

Comfy one bedroom apartment near City Square

This newly remodeled apartment is comfortable and cozy and just a short distance from the city square. We look forward to your visit and hope our lifelong knowledge of the community will enhance your visit. This unit is a completely separate apartment, ready for your stay. Shopping services are also available. There is also a studio apartment available at this location, if more space is needed for additional family or friends.

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!

Blue Fern Hotel - Nestled Away Loft Space

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