Vacation rentals in Ollie

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.

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.

Be at Home in Washington, Iowa

Be at Home on South Avenue B in Washington, Iowa! This cozy yet spacious home is centrally located in Washington just blocks from shopping, dining & coffee on the square or just over 1 mile to the Washington Wellness Park and trailhead of the Kewash Trail. Our home offers two bedrooms and one full bath with laundry. Bedroom 1 has a king bed and sitting area while bedroom 2 can be configured with 1 king or two twin beds allowing flexibility for your stay.

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.

Country Club Cottages - 1701

This recently completed ranch style home is located in a quiet and relaxing new subdivision on the southwest side of Washington close to the fairways and greens of the Washington Golf and Country Club. You will feel right at home in this two bedroom, two bath home that features NO STEPS, an oversized one stall garage, full laundry facilities, and a dedicated workspace.

Renovated barn with a bar

Our guest house started off as an Hog house and has been converted to a relaxing retreat with all amenities! Located on a small acreage conveniently located along interstate 80 and across the street from Kinze manufacturing. Relax while sitting in the sun feeding the Koi fish. Grill some of your favorite steaks while watching the game on the big screen TV.

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!

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.

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.