
Vacation rentals in Ollie
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Top-rated vacation rentals in Ollie
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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.

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.

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.

Farmstead Suite
Leave the everyday behind. Turn onto a picturesque gravel road and discover your sanctuary: the Farmstead Suite in Memphis, MO's farming heartland. This isn't just a stay; it's an intimate experience for ultimate peace, luxurious privacy, and a connection with nature. Enjoy unparalleled solitude, yet you're just 5-10 minutes from a charming town and 40 minutes from vibrant Kirksville, MO. It's the perfect fusion of a remote, romantic hideaway and effortless access to everything you desire.

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.

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!

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!

Historical Apartment w/ Whirlpool Tub
155 years old, the original Prayer Meeting Hall of Amana Iowa will welcome you to stay in the oversized suite. A large king size bed and the two-person whirlpool tub will make your stay comfortable and relaxing. After a day of shopping and strolling on the main road, stop by one of the three wineries or the brewery all within walking distance of Sandstone Haus. Come back to your suite and slip into one of our custom robes while you fill the whirlpool for a night or relaxation.

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.

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.

Be at Home in Washington, Iowa
Be at Home on South Avenue B in Washington, Iowa! This cozy yet spacious home is centrally located in Washington just blocks from shopping, dining & coffee on the square or just over 1 mile to the Washington Wellness Park and trailhead of the Kewash Trail. Our home offers two bedrooms and one full bath with laundry. Bedroom 1 has a king bed and sitting area while bedroom 2 can be configured with 1 king or two twin beds allowing flexibility for your stay.

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!
Popular amenities for Ollie vacation rentals
Other great vacation rentals in Ollie

The Koru Guest House

Newly remodeled apartment with free onsite parking

Barn Loft -11 miles to Kennick-3 miles to Casino

Charming 2 Bedroom Ranch

Welcome to Fairfield

Winery - Vineyard Rustic Cabin

Apartment in Washington

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