Holiday rentals in Ollie

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Top-rated holiday rentals in Ollie

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
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 out of 5 average rating, 3 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
Flat in Sigourney
5 out of 5 average rating, 11 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
The exterior of the carriage house features a classic brick facade with gray shutters. A small table and chair are positioned in a garden area, while a porch light illuminates the entrance. Lush greenery surrounds the pathway leading to the door.
Home in Bloomfield
4.95 out of 5 average rating, 109 reviews

Historic Steckel Carriage House

Relax by yourself or with the whole family at this charming 1910 carriage house. :) Fresh flower bouquet! Listen to vintage records on the record player. The fully functional kitchen, stocked with water bottles, yogurt, and my homemade granola, will keep you happy. :) Sleep in comfort on the king-size, full, and twin bed. The monitors, office chairs, Wi-Fi, desk and printer makes a remote workplace. Kids? We got you! A kid's indoor play area + outdoor playground. No Pets. There are stairs.

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, 373 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.

Guest favourite
The exterior of the lodge is showcased, featuring a yellow facade with a green roof. A spacious deck with wooden railings is visible, providing access to the main entrance. The surrounding grassy area is open, complemented by several trees in the background.
Home in Batavia
4.84 out of 5 average rating, 43 reviews

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.

Guest favourite
The cozy living area features a dark sofa positioned against a textured wall. A rustic wooden coffee table is centered on a patterned rug. Vintage nautical decor is displayed, including a ship's wheel and various framed art pieces. Soft lighting creates a warm ambiance.
Treehouse in Nauvoo
4.96 out of 5 average rating, 178 reviews

Captains Quarters Treehouse

An off the grid whimsical gem in the Ten Acre Treehouse forest! "The Captains Quarters". This is the 2nd treehouse in rural Nauvoo. A lot of the same touches found in "The Whitetail". The first treehouse here, you will find in this nautical inspired creation. This treehouse is a full 2 story, 400 sq foot, and features second story bedroom, sleeper sofa on the first floor, small kitchen area with refrigerator/freezer, microwave, coffee maker, plates, silverware, cups and a sink!

Guest favourite
A large two-story building features a metal roof and a mix of siding materials, set against a backdrop of green grass and trees. The structure has multiple windows and a spacious porch that extends along the front, enhancing its inviting presence.
Farm stay in Brighton
4.98 out of 5 average rating, 129 reviews

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.

Top guest favourite
A dining area features a long wooden table with a striped runner, surrounded by several black chairs. The wall behind is crafted from rustic, hand-hewn logs, adding character to the space. Soft lighting hangs above, creating an inviting atmosphere for gatherings.
Home in South Amana
4.96 out of 5 average rating, 143 reviews

Nadine's

This quaint, fully remodeled historic home features an open concept living, kitchen, dining room. With 4 beds, 2 bathrooms, and a washer/dryer, this is perfect for extended stays for retreats, reunions, and families very comfortably sleeping 6. Conveniently located off of HWY 6 in one of the Amana Colonies, a 10 minute drive to shopping and nature trails. Only a 25 minute drive to the University of Iowa and 10 minutes to Williamsburg or Marengo.

Guest favourite
A bright and spacious bedroom features a comfortable bed with a layered blanket, complemented by decorative pillows. A fan hangs from the ceiling, and artwork adorns the wall above the bed. A small desk and chair are visible in the corner, providing a work area.
Guest house in Mount Pleasant
4.92 out of 5 average rating, 131 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.

Top guest favourite
The exterior of the Retreat is showcased, featuring a well-maintained house with light-colored siding and a red front door. A manicured lawn surrounds the home, complemented by trees and shrubs. A two-car garage is visible on the left side of the image.
Home in Marengo
4.99 out of 5 average rating, 132 reviews

The Retreat at Fireside Winery

Welcome to your home away from home, thoughtfully designed for comfort and convenience. Located just steps from Fireside Winery and a short drive to Williamsburg, the historic Amana Colonies, and Iowa City, our retreat offers the ideal setting for both relaxation and exploration. Spend your days discovering local charm and your evenings unwinding in comfort.

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
4.93 out of 5 average rating, 226 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.

Top guest favourite
A spacious wooden deck is surrounded by vibrant trees, with a clear blue sky overhead. Sunlight filters through the leaves, casting gentle shadows across the deck's surface. The area feels serene and is set amidst a backdrop of natural greenery.
Home in Ottumwa
4.95 out of 5 average rating, 110 reviews

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!

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