Holiday houses in What Cheer

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Top-rated holiday rentals in What Cheer

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Guest favourite
A light-filled living space features a cozy beige sectional sofa adorned with patterned throw pillows. A round, plaid ottoman sits in front, accompanied by a small side table housing books and decorative items. Natural light streams in through the large windows, enhancing the inviting atmosphere.
Home in Oskaloosa
4.94 out of 5 average rating, 140 reviews

Sunny Cottage: FirePit, by Prairie & Wooded Trails

This bright, cheerful two bedroom home with full service kitchen, vaulted open living area, smart Weber grill, fire pit and private backyard is tucked away in a quiet neighborhood with easy access to a 14 mile paved recreation trail, nearly 1700 acres of forests, wetlands, prairies and parks to explore, local winery with dine in nights, cheese farm, museums and active art community. Guests will have easy access to the home with keyless entry. You'll find yourself rested, refreshed and reignited!

Top Guest favourite
The serene river reflects the vibrant colors of the sunset, framed by the silhouettes of trees. The calm water showcases shades of pink and orange, enhancing the natural beauty of the surrounding landscape.
Cabin in Pella
4.92 out of 5 average rating, 119 reviews

Cozy 2 bedroom river cabin with awesome views

Enjoy the beauty of nature from your porch swing on the banks of the Des Moines River. Relax and let go as you watch gulls and eagles soar overhead. Enjoy time together around the campfire as the sun sets over the water. This cozy cabin is the perfect spot to unwind, & reconnect with yourself, your loved ones & nature. Feeling Adventurous? There are abundant recreational activities available at nearby Lake Red Rock. * More traffic on the T-17 bridge in 2025 due to nearby construction.

Top Guest favourite
Home in Pella
4.99 out of 5 average rating, 138 reviews

Historic Dutch Cottage • Walk to Central • Firepit

The Rock House • Historic• Walk to Central College• Fire Pit Stay in a true piece of Pella history. The Rock House was built in 1856 by Dutch homesteaders and has been beautifully restored with modern comforts. This cozy 2-bedroom cottage sits next to Central College and is just minutes from downtown shops, bakeries, and the famous Vermeer Windmill. Perfect for couples, small families, Central College visitors or a cozy Pella getaway, the home blends historic charm with a peaceful retreat.

Top Guest favourite
A spacious studio apartment with an open floor plan is highlighted. Two reclining sofas are arranged around a coffee table, while a dining area features a table with white chairs. Natural light enhances the overall space, which is finished with modern flooring.
Apartment in Oskaloosa
4.95 out of 5 average rating, 197 reviews

Downtown Oskaloosa Square

Brand new in 2021! 650 sf studio apartment in downtown Oskaloosa. Located on 3rd floor of commercial building, across the street from the iconic bandstand and Oskaloosa square. Elevator access to private 3rd floor. 10 foot ceilings, washer & dryer in unit, (2) 50" smart tvs with high speed wifi and cable tv included. Nectar memory foam Queen mattress, double reclining sofa. Plenty of closet space and furnishings for long stays. Professional property management office on main floor.

Guest favourite
The yurt is positioned on a grassy area, surrounded by tall grass and trees. A wooden deck extends from the entrance, offering a peaceful view of the expansive landscape and a sunset painted with soft hues. The sky transitions from warm orange to gentle purple tones.
Yurt in Chelsea
4.9 out of 5 average rating, 142 reviews

Yurt Glamping on a Magical Goat Farm

Located on a beautiful homestead in the 'Bohemie Alps.' Walk up the hill to our 24' yurt, set with beautiful views overlooking the farm and Iowa countryside. Furnished with 2 full/queen beds, pull out couch, clean linens and towels. Set up with electricity and temp control. A true glamping experience in the heartland. Visit with llamas, goats, pigs, horses and hike around the property or stay in for a quiet stay with a good book and enjoy all the sights and sounds. Lots of extra 'add ons'

Top Guest favourite
A historic stone building featuring a large, welcoming entrance marked by a wooden sign. Lush green landscaping surrounds the structure, complemented by a variety of trees. The residence exhibits a traditional design with a pitched roof and ample windows, set against a clear blue sky.
Apartment in Amana
4.95 out of 5 average rating, 170 reviews

Location Location Location

When they say location is everything, they were talking about Sandstone Haus. Located just a few steps from all the action of Main Street. Wineries, Brewery, eateries, bakery, and boutique shopping are waiting for you in Amana Colonies. Book your stay in this spacious one bedroom (queen size bed) and oversized living room suite that includes a queen pull out couch for additional guests, large eat in kitchen for four people. If you need a workspace, this suite has one! Book today.

Top Guest favourite
A charming outdoor seating area features a round glass table surrounded by four ornate wrought iron chairs with red cushions. A large planter filled with white flowers sits at the center of the table, while the surrounding greenery adds a tranquil setting.
Home in Cedar Rapids
4.93 out of 5 average rating, 140 reviews

La Grande Dame - Cozy & Historic

Large home in a local historic district, boasting plenty of space & amenities. Large spaces inside & out, fine finishes & comfortable provisions. Unique décor & historic charm of a 1913 American Foursquare home, lovingly maintained & updated. Centrally located with simple, quick access to all areas of town, interstate, shopping, entertainment, medical district, & more. Comfortable, peaceful, quiet, cozy! Christmas decor (3 full size trees!) throughout the home Nov/Dec/Jan!

Top Guest favourite
A rustic cabin with a red exterior is highlighted by the soft glow of the sun. A gravel pathway leads from the front to a spacious green yard, bordered by trees. The structure features a peaked roof and large windows that invite natural light.
Cabin in Blairstown
4.97 out of 5 average rating, 235 reviews

Private, pet friendly country cabin

Rustic decor cabin nestled in the iowa countryside. You will love the privacy and quiet nights! BBQ on the back deck or enjoy an evening by the firepit in the backyard (wood onsite). Evening walks offer some spectacular views of the beautiful Iowa country sunsets! Close to public hunting, golfing, and Benton County's Hannan Park for fishing or swimming. Located a half hour west of Cedar Rapids and 45 minutes from Iowa City for game days. Pets are welcome.

Top Guest favourite
A dining area features a long wooden table with a striped runner, surrounded by several black chairs. The wall behind is crafted from rustic, hand-hewn logs, adding character to the space. Soft lighting hangs above, creating an inviting atmosphere for gatherings.
Home in South Amana
4.95 out of 5 average rating, 132 reviews

Nadine's

This quaint, fully remodeled historic home features an open concept living, kitchen, dining room. With 4 beds, 2 bathrooms, and a washer/dryer, this is perfect for extended stays for retreats, reunions, and families very comfortably sleeping 6. Conveniently located off of HWY 6 in one of the Amana Colonies, a 10 minute drive to shopping and nature trails. Only a 25 minute drive to the University of Iowa and 10 minutes to Williamsburg or Marengo.

Guest favourite
The bedroom features a spacious bed with a decorative throw blanket and coordinating pillows. Two bedside tables are positioned on either side, each topped with lamps. An artwork piece hangs above the bed, and wooden flooring enhances the room's charm.
Loft in Grinnell
4.91 out of 5 average rating, 150 reviews

Downtown Loft Unit #2

Come experience small town living in the heart of downtown Grinnell. In 2017, I completed the historical renovation of this 100 year old gem that was vacant for a few years. You will notice the soaring ceilings and the gleaming hardwood floors once you step inside my loft. Situated next to the Strand Movie Theatre, you'll be within walking distance of Grinnell College, Grin-City Bakery, grocery stores and many restaurants.

Top Guest favourite
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, 331 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 favourite
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, 123 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.

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