Vacation rentals in Ollie

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.

Farm stay close to Iowa City, IA

15 min.-Iowa City, 5 min- Riverside Casino, & 35 min-Eastern Iowa Airport, Cedar Rapids, IA. Comfy beds, living room sectional pulls out to queen hide a bed, 32 acres of rolling hills, horseback riding (sm. fee)*, winter fun, & fishing pond. First 2 guests pay base price, then 3rd thru 10th guests pay an extra 30.00 EACH. NO PARTIES on our farm. We live on property in a separate home. Dogs welcomed (must be kenneled when you leave property)NOTE: NO OVEN in kitchenette. *contact for details.

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 12 minute walk from the local bakery. 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 Fleetwood Bungalow with Dreamy Porch

Welcome to The Fleetwood Inn! A charming, cozy one-bedroom bungalow in the heart of Burlington, Iowa. Right between our bustling business district and our nostalgic downtown, this little house has vast character. My favorite feature is all the original built-ins and beams. You will love the Western American inspiration and vintage finds, modern touches throughout, and dreamy details in every corner. Just added a Saatva Organic mattress for extra comfort.

Vastu Chalet by the Lake

Deeply relax in this Vastu Chalet by the Lake, set on a one-acre lot. Experience the unique energy of this World Peace community near the Peace Palace and The Raj. Walk for miles on trails around two man-made lakes. Drive just 5 miles to Fairfield, MIU, and all downtown attractions. Enjoy the entire private top floor of this duplex. A 14-step staircase leads to your apartment. We live conveniently downstairs—feel free to reach out anytime.

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.

Secret Garden

This luxuriously appointed mid century home opens onto a private deck and parklike garden. It feels like being in the country even though it is just a few blocks to the town square and similarly close to the university. The local grocery store is two blocks down an elley that feel like a country road. A truly tranquil retreat. Free bicycles make it easy to get around and enjoy the 17 mile bike trail that circles the town.

Little Cabin in the Woods - Great for Staycation!

Our little cabin in the woods is a great place for couples to relax, reflect and connect. Nestled on 115 acres of land, there are many trails to explore throughout the woods. Enjoy watching wildlife, laughing around a fire, sitting on the front porch watching the sunset, reading, playing games, and stargazing.

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.