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.

FamilyLocationQuiet

4.89 out of 5 average rating, 36 reviews
Guest favourite
Home in Fairfield

Fillmore’s Retreat

Welcome to the Fillmore Retreat. Enjoy a beautiful kitchen fully stocked with essential cookware & all new appliances , plus a bathroom featuring a double vanity & tiled shower/tub combo. Sleeps up to 5 guests across 3 bedrooms: (1 king, 1 queen, and 1 twin). Relax in the comfortable living spaces or work remotely with the dedicated office desk. For added comfort & cleanliness, the home features an Aurabeat sanitizing air purifier, and all windows are equipped with blinds for privacy & comfort

FamilyLocationHospitality

5.0 out of 5 average rating, 6 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

LocationFamilyView

5.0 out of 5 average rating, 15 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.

FamilyLocationTV

4.92 out of 5 average rating, 395 reviews
Guest favourite
A cozy living room is presented, featuring a dark sofa with two pillows and two light blue armchairs. A wooden coffee table is centered on a richly patterned rug. Soft light from a floor lamp and table lamp complements the natural light coming through a nearby window.
Home in Fairfield

Crescendo Chalet

Keep it simple at this peaceful and centrally-located home. Perfectly situated walking distance to the MIU Campus, Everybody's and walking trails, our cozy and beautifully appointed, East facing chalet will have you starting each day with a smile on your face. With off street parking, this single story home features a fully equipped kitchen and laundry with dedicated ironing board. Perfect for short or long stays. The home is renovated but old - uneven flooring and imperfect finishing work.

FamilyValueHeating

4.88 out of 5 average rating, 77 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.

ValueFamilyKitchen

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.

FamilyLocationAccuracy

4.97 out of 5 average rating, 37 reviews
Superhost
A spacious living area features a combination of orange and gray sofas arranged around a central coffee table. Large windows allow natural light to fill the room, while a flat-screen TV is mounted on the wall, and a stylish mirror reflects the inviting atmosphere.
Loft in Fairfield

Luxury Downtown Loft | Rooftop + Sauna | Sleeps 12

One of the only places in Fairfield designed specifically for groups—this downtown loft lets you stay together, relax on a private rooftop patio, and unwind in the sauna or jacuzzi tub, all just steps from the town square. Whether you're visiting for a wedding, event, work trip, or weekend getaway, this is the ideal place to stay and sleep up to 12 in comfort. Walk downstairs to the town square, bars, wine bar, boutique, and restaurants. Unwind on the rooftop patio and enjoy the sunset!

FamilyValueParks

4.81 out of 5 average rating, 75 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.

FamilyValueParking

4.97 out of 5 average rating, 115 reviews
Top guest favourite
The welcoming front porch features several white rocking chairs positioned around a central entrance. Two hanging planters add a touch of greenery, while soft lighting enhances the inviting atmosphere. The porch is bordered by a white railing, complemented by a landscaped area with low shrubs.
Home in Washington

The Ola Babcock House (With Hot Tub)

Old house lovers buckle up! This historic remodel is brimming with charm, craftsmanship, and character. Built to entertain couples, friends, family, or groups seeking a retreat, this house will keep your crew cozy, curious, and inspired. Enjoy cocktails in the parlor, or bring the group together for a movie in the living room. Host a ping-pong tourney or keep things quiet with a book on the upstairs sleeping porch. Take your morning coffee on the quaint breakfast porch or front porch.

FamilyLocationNearby

4.99 out of 5 average rating, 100 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.

FamilyLocationView

4.93 out of 5 average rating, 59 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

FamilyValueCondition

4.94 out of 5 average rating, 124 reviews

Popular amenities for Ollie holiday rentals