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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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
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, 374 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 spacious living area features a large sectional sofa with decorative cushions, complemented by a round leather ottoman and a rattan chair. Two beds are positioned along one wall. Natural light brightens the room through multiple windows with blinds, enhancing the welcoming environment.
Flat in Brooklyn
4.99 out of 5 average rating, 105 reviews

The Attic on Front

Welcome to your home away from home in the heart of historic Brooklyn, Iowa! Located on the second floor of a downtown building, this space includes a full kitchen, office nook, bathroom, and a large living area with sleeping quarters. Enjoy beautiful downtown views, just steps from the Michael J. Manatt Community Center and Brooklyn Opera House. Centrally located between Des Moines and Iowa City, with easy access to I-80, this is the perfect spot to experience Brooklyn's charm and history.

Top guest favourite
The exterior of a remodeled house is adorned with warm white lights, highlighting the entrance. A porch with two chairs is visible, alongside decorative plants and stones. The landscape features a welcoming pathway leading to the front door, surrounded by winter foliage.
Cottage in Pella
4.99 out of 5 average rating, 405 reviews

The Strawtown Cottage - in downtown Pella

Completely remodeled 1865 original Strawtown Store of Pella conveniently located in one of the best small towns in Iowa. Three blocks to downtown Pella, 1 1/2 blocks to West Market Park, 2 blocks to Central football, baseball and softball complex. Enjoy the cottage charm with two private bed and bath suites, a family room with dining, full kitchen, front and side porch, laundry and large back yard. Off-street parking in the back. Luxury sheets on queen beds await after your adventures.

Guest favourite
A spacious room is designed with wooden paneling and a high ceiling. A large flat-screen TV is mounted on the wall. A black sofa and a fold-out lounge chair are positioned for comfortable seating. Multiple windows allow for natural light, and a wooden desk is present.
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
An outdoor deck is presented with wooden flooring and a patio table. An umbrella provides shade over the table, which is surrounded by four chairs. Green foliage serves as a natural backdrop, enhancing the private outdoor setting.
Cabin in Keosauqua
4.88 out of 5 average rating, 129 reviews

Private Woodsy Cabin close to River and Keosauqua

Our cabin is located right on the edge of Lacey-State Park, with two spacious bedrooms, fully furnished living room, kitchen and bath. Sit on the deck and watch the deer walk by, enjoy the peace and quiet, with plenty of space to park your boat and recreational vehicles. Downtown Keosauqua is less than half a mile and conveniently located near all that this quaint river town has to offer - dining, shopping, bars, trails, kayaking, fishing, hunting and so much more. Pets not allowed.

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 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, 102 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

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.

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