Vacation rentals in Ollie

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Top-rated vacation rentals in Ollie

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Top guest favorite
Apartment in Sigourney
5 out of 5 average rating, 10 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 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, 401 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, 24 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 favorite
A cottage nestled among tall trees is set on a gently sloping green lawn. The structure features a combination of wood and tan siding, with a covered porch inviting relaxation. Sunlight filters through the branches, creating a warm, peaceful setting.
Home in Fairfield
4.93 out of 5 average rating, 43 reviews

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.

Top guest favorite
The exterior of the Milk House features a red structure with gray siding, adorned with a triangular window and a decorative sun motif. A small porch with a welcome sign opens to a gravel path lined with flower planters. A chair and table are set for outdoor relaxation.
Farm stay in Iowa City
4.98 out of 5 average rating, 409 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!

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
A single-story home features a light-colored exterior with blue shutters and a covered porch. The driveway provides space for parking, leading to a one-car garage. Surrounding greenery includes a neat lawn, and trees are visible behind the house, contributing to a quiet residential setting.
Home in Washington
4.94 out of 5 average rating, 102 reviews

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.

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, 129 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.

Top guest favorite
A spacious sleeping area features a wooden sleigh bed with blue bedding, complemented by a decorative pillow. A bedside lamp provides soft illumination, while a wooden bench offers additional seating. Nearby, a vintage dresser and a cozy armchair enhance the room's aesthetic.
Apartment in Fairfield
4.98 out of 5 average rating, 126 reviews

Comfy Downtown studio apartment

Close to the city square, studio apartment is quiet, with beautiful city views. Furnished with character and comfort. This unit is newly remodeled and ready for your stay, whether one night or a week. Television and wi-fi, with on-site laundry. There are 4 apartments in this location, so book more than one and bring more friends & family!

Top guest favorite
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, 108 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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