Vacation rentals in Ollie

4.95 out of 5 average rating, 244 reviews

Loft in Williamsburg

Brickhouse Loft- East Side

This loft is situated above a small town bustling coffee shop, also overlooking the park in the town square. The space is the perfect combination of old historic charm with a modern urban flair with plenty of natural sunlight streaming through the front windows. The kitchen flows seamlessly into the living room where there are multiple seating options. The bedroom and living room have smart TVs if you want to use your own streaming site. The spa inspired bathroom has numerous amenities included.

4.83 out of 5 average rating, 36 reviews

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.

4.84 out of 5 average rating, 32 reviews

Home in Batavia

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.

4.95 out of 5 average rating, 178 reviews

Apartment in Oskaloosa

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.

4.93 out of 5 average rating, 28 reviews

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.

4.87 out of 5 average rating, 23 reviews

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.

5 out of 5 average rating, 9 reviews

Bright and Modern Home

Pets welcome in this sunny and cozy home! Just steps from the local dog park, and a short walk downtown. - 42” TV with most streaming services - Fully equipped kitchen including chef knives, Vitamix, and condiments - Free coffee with grinder & french press - NO CHORES! Just lock up and have a safe trip! Please be aware the host occupies the basement apartment. We have a separate entrance and will never enter the main house, unless agreed upon with guest for maintenance.

4.98 out of 5 average rating, 129 reviews

Farm stay in Brighton

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.

Guesthouse in Mount Pleasant

4.91 out of 5 average rating, 122 reviews

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.

4.97 out of 5 average rating, 132 reviews

Apartment in Fairfield

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.

4.93 out of 5 average rating, 207 reviews

Home in Keosauqua

Droptine Cottage

A back road get-away in Iowa's best deer country. Featuring all the comforts of home with 2 bedrooms (1 queen & 1 full/twin bunk bed). Relax outside on the deck or by the firepit. Perfect for a group of hunters, fishermen or a family visiting the Villages! Included TV, DVD, Washer & Dryer, Wi-Fi, Charcoal & Gas Grills. Daily or weekly rentals available.