Holiday rentals 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, 139 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 cozy living area features a plush sofa alongside two armchairs positioned around a low table. Soft lighting from a nearby lamp creates a relaxed ambiance. Decorative elements, including a bookshelf and a neatly arranged rug, enhance the inviting atmosphere.
Cabin in Pella
4.96 out of 5 average rating, 172 reviews

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

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, 390 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.
Flat 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, 141 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.
Flat in Amana
4.95 out of 5 average rating, 169 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
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, 399 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, 234 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 a turquoise sofa topped with a patterned throw. A coffee table sits in front, with a small television on a vintage stand. Bright red curtains frame the window, while a decorative globe and record wall accents add a touch of charm.
Flat in Pella
4.98 out of 5 average rating, 366 reviews

60's Inspired Studio

Our awesome 60's Inspired studio has a mid-century vintage vibe! A quick walk to explore the unique city of Pella. Including the city park, historical buildings, restaurants, bakeries, meat markets, stores, Central College, movie theater and much more to explore. This is a second story walk-up; you will have a flight of steps to enter and exit. Private entrance and parking in driveway.

Top guest favourite
A log cabin with a green metal roof features a covered porch with two wooden rocking chairs. A pathway leads to the door, and a fire pit is situated in the yard. Surrounding trees create a natural barrier, enhancing the secluded setting.
Cabin in Newton
4.98 out of 5 average rating, 292 reviews

Little Cabin in the Woods - Great for Staycation!

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

Popular amenities for What Cheer holiday rentals