Holiday rentals in Ollie

A Stone's Throw

Take a break and unwind at this peaceful country home just outside of city limits. A Stone's Throw from the interchange of highway 1 and highway 34, as well as the hospital and all that Fairfield offers. This charming cottage has a spacious living room complete with a murphy bed that folds into a desk during the day and has a barn door to close it off as an extra bedroom at night. Enjoy the stocked kitchen, grill on the deck or sit on the porch and soak in the charm of this country cottage.

Sigourney Summit *No cleaning fees* 2 night min.

Welcome to the Sigourney Summit! As our name implies, this spacious loft-style apartment on the top floor above "Sigourney Mercantile" awaits after you CLIMB up TWO flights of stairs (no elevators, sorry, so pack accordingly)! Once you reach the "summit” of your climb up the stairs, take a step back in time with retro-style furnishings & modern comforts of home. Kids are welcome. However, please note this is a loft-style apartment so beware it is not completely child-proof due to its design

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.

Farmstead Suite

Leave the everyday behind. Turn onto a picturesque gravel road and discover your sanctuary: the Farmstead Suite in Memphis, MO's farming heartland. This isn't just a stay; it's an intimate experience for ultimate peace, luxurious privacy, and a connection with nature. Enjoy unparalleled solitude, yet you're just 5-10 minutes from a charming town and 40 minutes from vibrant Kirksville, MO. It's the perfect fusion of a remote, romantic hideaway and effortless access to everything you desire.

Vastu Chalet by the Lake

Deeply relax in this Vastu Chalet by the Lake. Enjoy the unique energy of this World Peace community near the Peace Palace and The Raj. Walk on trails around two man-made lakes. A 5-miles drive to Fairfield, MIU, and all downtown attractions. Enjoy the entire private top floor of this duplex. A 14-step, outdoor staircase leads to your apartment. Main room offers kitchen, dining area, two beds, a couch. Full bathroom with shower and tub + washer & drier. Master bedroom with Queen-size bed.

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.

Winery - Vineyard Rustic Cabin

The Cabin is located on the site of Wooden Wheel Vineyards and Winery. For over 80 years this building served as a summer kitchen and wood shed for the main house, which was removed in the 60's. It was turned into a weekend cabin in the 90's and remodeled for your enjoyment in 2018. On site you can enjoy free wine tasting and a tour of the vineyard and winery. If the urge strikes you, you can have some R&R by helping out in the vineyard. Or, just take a walk back to our pond/timber.

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!

Shome/Horse Stables Located Near Lake Darling

Welcome to a truly unique stay, a labor of love originally designed as a dream home for my father. This property includes beautiful horse stables and open land for anyone seeking serenity. Every detail has been thoughtfully crafted, from cozy interiors to quiet outdoor spots perfect for reflection or connection. Whether you’re here to unwind, be with family or simply take in the tranquility, you’ll feel the care and intention that went into creating this special place.

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 3 other apartments available at this location, if more space is needed for additional family or friends.

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!

Log Cabin In The Woods - Great for a Staycation!

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