Vacation rentals in Ollie

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Top-rated vacation rentals in Ollie

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Guest favorite
A wooden deck overlooks a calm lake, framed by trees with autumn foliage. The railing provides a clear view of the water, reflecting the surrounding landscape. Soft light illuminates the scene, highlighting the tranquil atmosphere and natural beauty.
Cottage in North Liberty
4.92 out of 5 average rating, 119 reviews

Lake House • Kayaking Fishing, Sunrises, Bonfires

Little House on the Lake is a peaceful, cozy lake home retreat surrounded by nature and quiet beauty. Wake up to striking sunrises over the lake through large picture windows, and settle into slow, unhurried days. Spend your days relaxing on the deck, kayaking, paddleboarding, or simply enjoying the quiet rhythm of the water and woods. Unwind or gather around the fire pit and enjoy our timeless lake house getaway feel -perfect for families, couples, and anyone looking to slow down and reconnect.

Top guest favorite
Home in Bloomfield
4.95 out of 5 average rating, 107 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 favorite
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, 399 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 favorite
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
4.88 out of 5 average rating, 41 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.

Top guest favorite
Condo in Fairfield
4.96 out of 5 average rating, 23 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.

Guest favorite
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, 177 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!

Top guest favorite
The kitchen area features a modern design with stainless steel appliances and a spacious countertop. A dining table is positioned below a high ceiling with natural wood beams, while a staircase leads to an upper level. Light illuminates the space from strategically placed fixtures.
Farm stay in Iowa City
4.98 out of 5 average rating, 407 reviews

The Milk House at Lucky Star Farm

The Milk House is a unique space located in the countryside, between Iowa City and Kalona. This 700 square foot home has ample parking and room for four adults. The house is well appointed with a full kitchen, two luxurious queen beds, wifi and a Smart TV. Guests are invited to explore our 20-acre working farm with lots of livestock and two friendly dogs. It's a perfect blend of rural living with the perks of beautiful Iowa City 15 minutes away. Come unwind at Lucky Star Farm!

Top guest favorite
Tiny home in Keosauqua
4.92 out of 5 average rating, 101 reviews

The Roost Tiny Home -Cozy and Quiet 4 Season

Welcome to THE ROOST, a great place to relax and recharge! This unique tiny home is located on the Des Moines River. Your personal deck is a great spot to grill and watch river life. Our swing fire gazebo is a great place to unwind. We are located in the famous rural Van Buren County that includes 11 villages - Specialty shops, dining, antiques, golfing & community pool. Lacey state park has many outdoor adventures - Lake Sugema, hunting, fishing & hiking in the forest.

Guest favorite
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.

Guest favorite
The exterior of a beautifully restored early 1900s home is framed by lush green grass and trees. A large porch features a welcoming entry, while an American flag stands prominently in the foreground, signaling a sense of hospitality in the countryside.
Farm stay in Oxford
4.97 out of 5 average rating, 333 reviews

The Roost

We love our country retreat, and want to share it with you! Perfect for both small or large groups with plenty of space, indoors & out! Enjoy the beautiful countryside along with farm fresh eggs from our own hens. We are located close to the historic Amana Colonies, historic Kalona Village, Coralvile/Iowa City. We're a 25 minute drive to Kinnick Stadium & the University of Iowa/UIHC.

Top guest favorite
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, 128 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 favorite
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, 225 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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