Holiday rentals in Ollie

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Top-rated holiday rentals in Ollie

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Top guest favourite
A spacious living area is highlighted by a light-colored sectional sofa and a large, patterned area rug. A decorated Christmas tree adds a festive touch. Exposed wooden beams are seen on the ceiling, while floor-to-ceiling windows allow ample natural light.
Home in Fairfield

Mid-Century Modern Farmhouse Sanctuary

Filled with Balinese art & handmade solid wood furniture, this home is owned by a filmmaker who spends their time between Bali, Austin, & Fairfield. Plenty of space for entertaining, a chef’s kitchen and even its own yoga studio (note: this is listed as the “gym” in photos — yoga mats/no gym equip). This stylish sanctuary is perfect for family, group trips or just a private getaway in this sweet little town. There are 2 extra futon beds that can comfortably be made up in yoga room upon request.

4.89 out of 5 average rating, 36 reviews
Top guest favourite
A spacious living area features large windows allowing ample natural light to brighten the wood-paneled interior. A comfortable sectional sofa is positioned around a rustic coffee table, complemented by an armchair and plants enhancing the cozy ambiance.
Cabin in Iowa City

Luxury Log Cabin | Private Woodland Retreat

ARTSY, GRAND, SECLUDED. Tucked in the trees & MINUTES from downtown IOWA CITY, this bright & airy log cabin blends nature and luxury. With soaring A-frame ceilings, cozy nooks for tea, an outdoor balcony for picnics among treetops, a koi pond, a moody downstairs bar, a home theater, a conference room, and an open chef's kitchen for all your hosting needs. It's a great place for small family gatherings, BIG 10 game weekends, or a rejuvenating creative retreat. ✨With discounts for longer stays!✨

5.0 out of 5 average rating, 117 reviews
Guest favourite
Flat in Sigourney

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

5.0 out of 5 average rating, 15 reviews
Guest favourite
A spacious living room contains a mix of comfortable seating, including a tufted gray sofa and several armchairs, arranged around wooden coffee tables. Natural light filters through the windows adorned with blinds, highlighting the decorative plants and a wooden cabinet in the background.
Home in Fairfield

A Stone's Throw

Take a break and unwind at this peaceful country home just outside of city limits. A Stone's Throw from the interchange of highway 1 and highway 34, as well as the hospital and all that Fairfield offers. This charming cottage has a spacious living room complete with a murphy bed that folds into a desk during the day and has a barn door to close it off as an extra bedroom at night. Enjoy the stocked kitchen, grill on the deck or sit on the porch and soak in the charm of this country cottage.

5.0 out of 5 average rating, 28 reviews
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

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.

4.92 out of 5 average rating, 395 reviews
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

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.

4.85 out of 5 average rating, 47 reviews
Top guest favourite
Apartment in Fairfield

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.

4.97 out of 5 average rating, 37 reviews
Top guest favourite
A spacious outdoor pool area is surrounded by lounge chairs and shaded by an umbrella. A pool slide is visible, along with a grassy lawn and trees providing a natural backdrop. Paved walkways and landscaped flower beds enhance the inviting atmosphere.
Flat in Kalona

Private, 3 bedroom basement apt: pool and hot tub

Relax in your private basement apartment, and enjoy the outdoors with our heated family pool (open end of May till beginning of October-shared with the owners), hot tub (open year round-private to you), fire pit, and walking trails. We are 10 minutes from Amish country in Kalona where you can check out the Sale Barn, shop at antique stores, eat cheese curds at Kalona Creamery, and more. Kinnick Stadium in Iowa City is about 35 minutes away. Riverside Casino is about 15 minutes away.

4.97 out of 5 average rating, 115 reviews
Top guest favourite
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

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.

4.93 out of 5 average rating, 59 reviews
Guest favourite
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

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.

4.95 out of 5 average rating, 115 reviews
Top guest favourite
The cottage exterior showcases a welcoming entrance with a white staircase leading to the front door. A small patio area features a pair of black chairs and a table, surrounded by well-maintained landscaping and a grassy yard under a clear blue sky.
Home in Wayland

Cozy Cottage

Enjoy a cozy stay in a private cottage nestled in on a beautiful tree-lined street. Wayland is a small, friendly community in Southeast Iowa. It’s just a short drive—10 miles north to Washington, 20 miles south to Mt. Pleasant (County Seat), or 40 miles to Burlington, Iowa City, or Ottumwa—offering small-town living with nearby city amenities. We are available to assist you with any needs, as we live right in Wayland. We look forward to your visit.

5.0 out of 5 average rating, 17 reviews
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

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

4.94 out of 5 average rating, 124 reviews

Popular amenities for Ollie holiday rentals