Holiday houses in What Cheer

Brickhouse Loft- East Side

This loft is situated above a small town bustling coffee shop, also overlooking the park in the town square. The space is the perfect combination of old historic charm with a modern urban flair with plenty of natural sunlight streaming through the front windows. The kitchen flows seamlessly into the living room where there are multiple seating options. The bedroom and living room have smart TVs if you want to use your own streaming site. The spa inspired bathroom has numerous amenities included.

Contemporary Tiny House & Low Tech Hot Tub

The tiny home experience. Kitchen, living room, closets, bathroom, & lofted bedroom are all masterfully tucked into 232 sq ft. Attractive backyard space complete with bistro lighting, & a minimalist seasonal hot tub ( No chemicals, no jets. Freshwater on demand hot water). Just minutes away from shopping areas, downtown, and great restaurants. It's just half a block from a local grocery store. Nine minutes from newbo. Your hosts will be available to help you acclimate to the fun experience.

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.

Heart of Downtown Pella

Welkom to Heart of Downtown Pella! This charming stay is within steps of Pella’s most popular features: Quaint shops, vibrant restaurants, and of course Jaarsma & Vader Ploeg Bakeries, Vermeer Windmill, the Pella Historical Village, and more! !CAUTION! The stairway is very steep and is the only way to access the condo. Please take this into consideration if you have limited mobility and/or other reasons that may prohibit you from utilizing the stairs. PLEASE BOOK AT YOUR OWN DISCRETION.

1890 Lofts - Harvester | Historic Loft, King Beds

Step back in time in The Harvester, an airy and bright second-floor loft honoring William Deering and the Deering Harvester Company, which operated out of the first floor in the early 1900s. 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!

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.

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.

The Rock House-A cozy cottage w/ firepit in Pella

Welcome to The Rock House — your cozy Dutch cottage getaway! Built in 1856, this historic 2-bedroom, 1-bath home blends original charm with modern comfort. Enjoy a fantastic location next to Central College, a short walk to the square, and quick access to Lake Red Rock. Peaceful, private, and fully updated, it’s the perfect place to relax while staying close to everything Pella offers.

Belle Plaine Bungalow

The Belle Plaine Bungalow is a private two-bedroom home located in Belle Plaine, Iowa. Directly across the street from Anderson Park, it is in a neighborhood just walking distance from the local grocery store, Main Street, and the new Mexican restaurant down the street. There is private parking for up to 3 cars. There is also street parking.

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.

Red Fern Hotel - Eclectic Getaway 2 bedroom

Take an adventure to this eclectic house nestled in the heart of “The City of Bridges.” Here you’ll find a unique and bubbly styled space, stocked with coffee, a refreshing work area, back deck and good vibes. Nothing beats a nearby river walk and an easy Iowa get-a-way.

Spacious Guesthouse in Oskaloosa

This spacious rental resides in a quiet neighborhood, just a short walking distance from the local University and the historic downtown. You will enjoy a fully stocked kitchen, a relaxing living space, and all the conveniences of home.