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, 143 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!

Guest favourite
An inviting interior showcases a spacious living area with wooden beams and a cozy couch. A colorful area rug lies on the polished floor, while the kitchen features dark cabinets and modern appliances. Light floods the space through large windows, enhancing the cabin's rustic charm.
Cabin in Malcom
4.98 out of 5 average rating, 209 reviews

Bison Ranch*Cabin*Huge Views

Come to the place where the buffalo roam! Relax in our beautiful handcrafted cabin with one full bedroom and two oversized lofts. Take a stroll on a 1.6 mile trail to view America’s National Mammal. 3 miles from I-80. Stay connected with our reliable wifi or unplug to enjoy the sounds of nature from the wrap around deck and firepit. Bring your own food to grill or purchase bison burgers from our onsite retail store. Close to dining and recreation! Stunning sunsets at Sunset Hills Bison Ranch!

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
4.92 out of 5 average rating, 364 reviews

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.

Top Guest favourite
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, 392 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.

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, 199 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
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, 404 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!

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, 236 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 cozy living area features large windows providing natural light and a view of the town square. A brick fireplace is complemented by decorative elements, while a sectional sofa and a modern armchair create a welcoming seating arrangement. A small dining table is visible in the background.
Loft in Oskaloosa
4.96 out of 5 average rating, 117 reviews

Dixon Block Loft

Dixon Block loft is a historical building renovated into a beautiful 2 bedroom loft apartment. Old historic charm is embedded into the style. Overlooks charming town square. Walking distance to stores and restaurants. We live locally to assist with anything needed. We can't wait for you to enjoy the local small town charm. Many events happen in December, Lighted Christmas Parade. In the summer time, the town square has many concerts.

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, 332 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, 124 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.

Top Guest favourite
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, 103 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!

Popular amenities for What Cheer holiday rentals