Vacation rentals in Ollie

1890 Lofts - Mayberry | Family-Friendly near I-80

Welcome to The Mayberry, a sun-filled loft blending historic small-town charm with modern comfort. Enjoy the electrician-themed decor to honor the late Neal Huedepohl - former owner and inspiration. Perfect for families returning to the area, wedding groups, or travelers passing through on I-80, the loft features king beds, a spa-like bathroom, games, and a coffee station. Just minutes from Amana Colonies, Fireside Winery, Stone Creek Golf, and local dining, your ideal Iowa stopover starts here!

Brickhouse Loft- East Side

This loft is situated above a small town bustling coffee shop, also overlooking the park in the town square. The space is the perfect combination of old historic charm with a modern urban flair with plenty of natural sunlight streaming through the front windows. The kitchen flows seamlessly into the living room where there are multiple seating options. The bedroom and living room have smart TVs if you want to use your own streaming site. The spa inspired bathroom has numerous amenities included.

Carriage House - Historic Louden Hay Trolley + EV

Welcome to our Historic Carriage House - where you can enjoy a luxurious stay surrounded by famous Louden Hay Trollies that were invented here in Fairfield! Relax and unwind while surrounded by curated vintage decor on a plush leather sofa. Hang out and cook your favorite food in our designer kitchen with quartz countertops. Freshen up while standing on heated marble bathroom floors. Located 1 block off the town square with quick access to parking, restaurants and shops. EV Charger outside.

Crescendo Chalet

Keep it simple at this peaceful and centrally-located home. Perfectly situated walking distance to the MIU Campus, Everybody's and walking trails, our cozy and beautifully appointed, East facing chalet will have you starting each day with a smile on your face. With off street parking, this single story home features a fully equipped kitchen and laundry with dedicated ironing board. Perfect for short or long stays. The home is renovated but old - uneven flooring and imperfect finishing work.

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.

Charming 2 Bedroom Ranch

Enjoy a visit to Fairfield with all the comforts of having your own home! This clean and cozy single-story house is nestled in a quiet neighborhood, just a 15 minute walk from the town square. It has 1 bedroom with a queen and 1 with two twins, 1 full bath, a living room and a well equipped kitchen. There is a large yard that can be enjoyed while dining on the back deck. The unfinished basement has a washer and dryer and an additional working toilet & sink. The driveway can fit 2 cars.

A Taste of Heaven

Enjoy this unique and tranquil getaway, where all you will hear is a cacophony of birdsong. Enjoy the 2 mile walking trail that meanders through the exquisite 60 acres of secluded woods and pristine prairie. Just a one minute walk away is a beautiful 1 acre pond with canoe. Overlooking a small, organic, sustainable hobby farm, it is located just 4 miles north of Fairfield Iowa, where Oprah visited and declared it to be "America's most unusual town". Your place to relax and recharge.

The Milk House at Lucky Star Farm

The Milk House is a unique space located in the countryside, between Iowa City and Kalona. This 700 square foot home has ample parking and room for four adults. The house is well appointed with a full kitchen, two luxurious queen beds, wifi and a Smart TV. Guests are invited to explore our 20-acre working farm with lots of livestock and two friendly dogs. It's a perfect blend of rural living with the perks of beautiful Iowa City 15 minutes away. Come unwind at Lucky Star Farm!

The Vernon Street Guest House - Suite 2

Built in 1900 and renovated in 2022, Suite 2 shows little signs of the once quirky old space. Completely private, with all the amenities, it boasts a spacious bedroom, 1 bathroom, a fully equipped kitchen, dining area, living room with a desk for workspace, and a laundry room. While you're here, we hope you are able to relax and enjoy the well lit deck along with a cup of freshly roasted coffee, which we are happy to have provided.

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.

The Red Front Suite - Sleeps 15

Located one block from the Nauvoo Temple and on Mulholland Street, stay within walking distance of many of the sites and attractions. The Red Front Suite occupies the entire 1575 sqft. second floor above The Red Front restaurant. Stay together with your large group with space for 15 or more guests. Entire apartment, fully furnished, with full kitchen.

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.