Holiday rentals in Ollie

Rustic Ridge Retreat

NEW!!!! PRIVATE OUTDOOR SHOWER ARRIVING JULY 10th, 2026 !!! Enjoy a full hot shower under the stars. AIR CONDITIONED AND FULL ELECTRICITY. Private yurt retreat on Iowa homestead. Elevated deck with grill, fire table, sectional. Giant games (Tetris Tumble, Kerplunk, Connect 4, etc). Skylight dome, queen bed, sofa bed, kitchenette (fridge/keurig, etc.) WiFi. No running water, but plenty of Culligan jugs + flushable portapotty (sink, light) + outdoor shower. Free YMCA day pass per guest/day. Max 4✨

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.

The Attic on Front

Welcome to your home away from home in the heart of historic Brooklyn, Iowa! Located on the second floor of a downtown building, this space includes a full kitchen, office nook, bathroom, and a large living area with sleeping quarters. Enjoy beautiful downtown views, just steps from the Michael J. Manatt Community Center and Brooklyn Opera House. Centrally located between Des Moines and Iowa City, with easy access to I-80, this is the perfect spot to experience Brooklyn's charm and history.

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.

Vastu Apartment in Maharishi Vedic City by Trails

Take it easy at this unique and tranquil getaway. 2 Bedroom, 2 Bathroom, desk and office chair, full Kitchen, bamboo floors. Each bed is Queen. All New: Queen mattress, AC system, W/D, and glass top stove! Comfy furnishings, plus enjoy our special wilderness 3.5 mile loop trail system right out your front door. Also great views out the bedroom windows. Good cell service to use your own hotspot for getting online, but NOTE: no TV or wifi is it available.

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

Broken Spoke Ranch private tiki bar/lake

Relax at this adults only log cabin that sleeps 4 comfortably! Private tiki bar w/grill overlooking our lake which is stocked with bass, blue gil and catfish! It's Perfect for fishing and kayaking! We have a fire pit, bbq, walking path on property, outdoor seating, donkeys & mini horses on property. The house is stocked with what you need to cook/bbq! Near speedway, holiday lake, Williamsburg!

Private Apartment in the Country

Our apartment in the country is located approximately 4 miles from the main highway on a gravel road. The apartment is attached to our farmhouse but it has its own private entrance and the apartment is all your own space.

Smart home, work from home, tech heavy sanctuary

This smart home has all the amazing technology you might enjoy in a bigger city. g oog le home/ alexa with smart lights, Nest thermostat and Sonos speakers in every room.