Holiday rentals in What Cheer

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Top-rated holiday rentals in What Cheer

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Oskaloosa
4.95 out of 5 average rating, 152 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!

FamilyValueParks

Top guest favourite
A spacious bedroom is highlighted by a large bed dressed in neutral linens, accompanied by decorative pillows. Natural light enters through a window, illuminating the room's neutral walls and exposed brick accents. A mirror and lamp enhance the modern design, while a small plant adds a touch of greenery.
Loft in Williamsburg
4.98 out of 5 average rating, 168 reviews

1890 Lofts - Mayberry | Family-Friendly near I-80

Welcome to The Mayberry, a sun-filled loft blending historic small-town charm with modern comfort. Enjoy the electrician-themed decor to honor the late Neal Huedepohl - former owner and inspiration. Perfect for families returning to the area, wedding groups, or travelers passing through on I-80, the loft features king beds, a spa-like bathroom, games, and a coffee station. Just minutes from Amana Colonies, Fireside Winery, Stone Creek Golf, and local dining, your ideal Iowa stopover starts here!

LocationFamilyAccuracy

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, 220 reviews

Bison Ranch*Cabin*Hot Tub with 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!

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Top guest favourite
Flat in Brooklyn
4.99 out of 5 average rating, 131 reviews

The Attic on Front

Welcome to your home away from home in the heart of historic Brooklyn, Iowa! Located on the second floor of a downtown building, this space includes a full kitchen, office nook, bathroom, and a large living area with sleeping quarters. Enjoy beautiful downtown views, just steps from the Michael J. Manatt Community Center and Brooklyn Opera House. Centrally located between Des Moines and Iowa City, with easy access to I-80, this is the perfect spot to experience Brooklyn's charm and history.

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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.
Flat in Oskaloosa
4.94 out of 5 average rating, 212 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.

ValueFamilyParks

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
4.96 out of 5 average rating, 114 reviews

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.

ValueFamilyAmenities

Top guest favourite
A spacious log cabin with a covered porch spans two levels, surrounded by lush greenery. The exterior features wooden accents and large windows, with a stone pathway leading to the entrance. The property includes outdoor seating areas and a swing set in the distance.
Cabin in Marengo
4.93 out of 5 average rating, 106 reviews

Cozy Log Cabin; A Secluded haven off the IA River

Get cozy in our homey, one of a kind, nature inspired cabin. Located in the heart of the Iowa River Corridor, surrounded by 300 acres of rolling hills and lush timber, this cabin is the perfect place to unplug and get away. Our quaint log cabin tucked in the trees is host to homespun touches all around. Bird watch on any of our outdoor spaces or take a walk through our freshly mowed trails (jan-mar, jun-sept). Located in a migratory path, enjoy the essence of nature all around you.

LocationFamilyHiking

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
4.94 out of 5 average rating, 124 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.

FamilyLocationNearby

Guest favourite
Aerial view of Walnut Creek Lodge & Resort showcases the expansive landscape, featuring a private pond surrounded by lush greenery. The lodge, with its modern design, sits peacefully near the water, providing a serene setting within the 320 acres of private land.
Home in Brooklyn
4.97 out of 5 average rating, 131 reviews

Walnut Creek Lodge & Private Outdoor Resort

Walnut Creek Lodge & Resort is a private property that offers a home away from home stay. If your looking for a great getaway for a family or friends to get together or a full on vacation we can meet your needs. Walnut Creek sits on 320 acres of land with its own private pond stocked with fish, that offers solitude, a variety of outdoor recreational activities, that will make your stay not only relaxing, but also exciting and memorable!

ValueFamilyBathroom

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
4.95 out of 5 average rating, 123 reviews

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

ValueLocationCheckout

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, 142 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.

ValueLocationWalkability

Top guest favourite
The log cabin is surrounded by dense trees, featuring large windows that glow warmly from within. A fire pit with stone seating is seen in the foreground, with family members gathered around the fire, creating a welcoming outdoor space.
Cabin in Newton
4.99 out of 5 average rating, 249 reviews

Log Cabin In The Woods - Great for a Staycation!

Our cabin in the woods is a great place for couples and families to relax and connect. Nestled in the woods on 115 acres of land, there are many trails to explore throughout the timber. Enjoy watching wildlife, laughing around a fire, sitting on the front porch watching the sunset, reading, playing games, and stargazing.

ValueFamilyAmenities

Popular amenities for What Cheer holiday rentals