Holiday houses in Ollie

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Top-rated holiday rentals in Ollie

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Guest favourite
A rustic home with a wooden exterior is surrounded by greenery. Red Adirondack chairs are positioned near a circular firepit on the grassy lawn. Trees provide a natural backdrop, while a clear sky with wispy clouds adds to the tranquil setting.
Home in Fairfield
5.0 out of 5 average rating, 8 reviews

Prairie Sunsets

Unwind in this peaceful and utterly private oasis. Thirty two acres of pristine prairie and stunning sunsets. Built using Stapatyaved principles that promote alignment with natural law, this home feels nourishing and harmonious. New bamboo floors, granite countertops, soothing color palette. Lounge in a hammock, relax by the firepit, explore the 2 mile walking trail, look for our resident owl in one of the two classic barns. Or have an adventure or meal in eclectic Fairfield, just 5 miles away.

Guest favourite
Apartment in Sigourney
5.0 out of 5 average rating, 14 reviews

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

Top Guest favourite
Two horseback riders are positioned on a grassy hill overlooking a tranquil pond. The clear water reflects the surrounding greenery, enhancing the serene rural setting. The landscape features rolling hills, contributing to a peaceful country experience.
Farm stay in Riverside
4.92 out of 5 average rating, 391 reviews

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, 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). We have an oven and cookware in kitchenette. *contact for details.

Top Guest favourite
A cozy living room is presented, featuring a dark sofa with two pillows and two light blue armchairs. A wooden coffee table is centered on a richly patterned rug. Soft light from a floor lamp and table lamp complements the natural light coming through a nearby window.
Home in Fairfield
4.89 out of 5 average rating, 73 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.

Top Guest favourite
Condo in Fairfield
4.97 out of 5 average rating, 35 reviews

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.

Top Guest favourite
Yurt in Washington
5.0 out of 5 average rating, 26 reviews

Rustic Ridge Retreat

Enjoy a private hot outdoor shower under the stars at this beautiful 24-ft yurt on a peaceful Iowa homestead. Elevated deck with a grill, fire table, sectional and sweeping prairie views. Inside - a giant skylight dome over a plush queen bed, sofa bed, kitchenette, WiFi, and air conditioning. XL Games (Tetris tumble, etc). No running water, but we supply fresh Culligan jugs, a clean flushable porta-potty with sink and light, plus the new outdoor shower. Free YMCA day pass per day. Max 4.✨

Top Guest favourite
A spacious living area features a black leather couch and a wooden coffee table on a textured area rug. Light wood flooring complements the neutral walls. In the background, a kitchen with dark cabinetry and bar seating is visible, enhancing the openness of the space.
Loft in Montezuma
5.0 out of 5 average rating, 95 reviews

Monte Lofts, on the square.

Welcome to Monte Lofts in downtown Montezuma. This spacious, newly remodeled loft is smoke free and pet free. The loft features a private, secured entrance, a huge, fully stocked kitchen with stainless steel appliances and a laundry room with front load washer and dryer. The bedroom features a large walk in closet and its own entrance to the laundry room and full bathroom. The living room, with floor to ceiling windows offers a great view of the historic downtown Montezuma square.

Top Guest favourite
The cottage exterior showcases a welcoming entrance with a white staircase leading to the front door. A small patio area features a pair of black chairs and a table, surrounded by well-maintained landscaping and a grassy yard under a clear blue sky.
Home in Wayland
5.0 out of 5 average rating, 12 reviews

Cozy Cottage

Enjoy a cozy stay in a private cottage nestled in on a beautiful tree-lined street. Wayland is a small, friendly community in Southeast Iowa. It’s just a short drive—10 miles north to Washington, 20 miles south to Mt. Pleasant (County Seat), or 40 miles to Burlington, Iowa City, or Ottumwa—offering small-town living with nearby city amenities. We are available to assist you with any needs, as we live right in Wayland. We look forward to your visit.

Top Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A spacious island with a light marble countertop is complemented by four wooden bar stools. Two stylish pendant lights hang above the island, enhancing the bright and airy atmosphere of the space.
Loft in Williamsburg
4.95 out of 5 average rating, 118 reviews

Stellapolis Lofts - The Evans

Modern + Historic Evans Suite combines "old brick charm" with modern comfort in this spacious 1300sqft unit located on the Square in Williamsburg where you'll be overlooking the bustling downtown and park. Just two minutes off I-80 you'll be close to: - Williamsburg Outlets - 2 minutes - Fireside Winery - 10 minutes - Amana Colonies - 15 minutes - Iowa Hawkeyes (University of Iowa, UIHC, Kinnick Stadium & Carver Arena) - 25-30 minutes

Top Guest favourite
A charming cottage with a metal roof and exterior featuring light-colored siding. The entrance is framed by two sets of stairs leading to a covered porch, which is flanked by windows adorned with red shutters. Green grass and landscaped areas surround the home.
Home in Keosauqua
4.94 out of 5 average rating, 236 reviews

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.

Guest favourite
Cabin in Keosauqua
4.79 out of 5 average rating, 29 reviews

Indian Hollow Cabin

A peaceful getaway in a private log cabin with a view of the Chequest Creek. This cozy cabin has 2 bedrooms (1 queen, 1 full, 1 twin bed, and a pullout futon). Perfect for a group of hunters, a romantic getaway, or a family visiting the Villages of Van Buren. Included Tv, washer & dryer, full kitchen, and wifi.

Top Guest favourite
A wooden ramp leads to a white door, framed by two wall sconces. The exterior is clad in light brown siding, while a small decorative wreath hangs on the door. Windows on either side provide additional light to the entrance.
Apartment in Kalona
4.99 out of 5 average rating, 197 reviews

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.

Popular amenities for Ollie holiday rentals