
Vacation rentals in Ollie
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Top-rated vacation rentals in Ollie
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Bison Ranch*Cabin*Huge Views
Come to the place where the buffalo roam! Relax in our beautiful handcrafted cabin with one full bedroom and two oversized lofts. Take a stroll on a 1.6 mile trail to view America’s National Mammal. 3 miles from I-80. Stay connected with our reliable wifi or unplug to enjoy the sounds of nature from the wrap around deck and firepit. Bring your own food to grill or purchase bison burgers from our onsite retail store. Close to dining and recreation! Stunning sunsets at Sunset Hills Bison Ranch!

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.

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.

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.

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 timber.

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.

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.

Beautiful Riverview Studio- steps away from Depot
Enjoy an exclusive view of the River, the FM Train Depot and Old Fort Madison from this 2nd floor true-studio apt. The space has modern décor and all of the comforts of home. Railfans will enjoy the trains and river fans will enjoy the unique east-west river movement. There will be train sounds! The space comfortably sleeps two adults in its queen size Murphy bed. Please reach out with any questions.

Comfy Downtown studio apartment
Close to the city square, studio apartment is quiet, with beautiful city views. Furnished with character and comfort. This unit is newly remodeled and ready for your stay, whether one night or a week. Television and wi-fi, with on-site laundry. There are 4 apartments in this location, so book more than one and bring more friends & family!

Blue Fern Hotel - Nestled Away Loft Space
Take an adventure to this eclectic loft nestled in the heart of “The City of Bridges.” Here you’ll find a unique and bubbly styled space, stocked with coffee & tea, a refreshing work area, 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.
Popular amenities for Ollie vacation rentals
Other great vacation rentals in Ollie

Oh Betty! Vintage Camper at Lucky Star Farm

The Penthouse in Washington

Mid-Century Modern Farmhouse Sanctuary

The Attic on Front

Songbird Hideaway

Country Getaway

Monte Lofts, on the square. No Cleaning Fees!

Sigourney Summit *No cleaning fees* 2 night min.
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