Holiday rentals 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.

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.

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.

My Place on Main

Take it easy at this unique and tranquil getaway. We offer a quiet and cozy place on Main St. in Deep River , Iowa. It's great for couples , windmill workers, hunters or travelers just looking for something a little different. We are located just 9 miles off of I-80 between Des Moines and Iowa City. Only 12 miles from the WhatCheer Flea Market . Diamond Lake is only 8 miles away . Poweshiek Co has lots of beautiful country to explore. Lots of wonderful places to eat, close by too.

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.

Kalona*Near Hospital and Kinnick*Free WiFi*Garage

Peaceful pastures in Amish paradise! Nestled in a quiet, peaceful neighborhood in quaint Kalona. Come and enjoy the peaceful neighborhood for a get away, or entertain a family reunion, with a pasture view. A short walk to visit Amish businesses and downtown Kalona, which includes many local shops, such as: Tuscan Moon, Kalona Brewery, Kalona Chocolates, Kalona Coffee House, Golden Delight Bakery and more. Only a 30 minute drive from University of Iowa, in Iowa City for sporting events.

Niland Nook

Relax with the whole family at this wonderful 3 bedroom, 2 bath house nestled in the farming countryside. Whether you're in the cozy living room, sitting out in the screened in porch, or spending time in the backyard....this house has all the amenities to make your stay an enjoyable one. Cows and calves can be seen for that added country experience. Several local attractions and nearby activities are just 15 minutes away in Oskaloosa, Iowa. Just a short 27 miles from Interstate 80.

Monte Lofts, on the square. No Cleaning Fees!

Welcome to Monte Lofts in downtown Montezuma. This spacious, newly remodeled loft features a private, secured entrance, a huge, fully stocked kitchen with stainless steel appliances and a laundry room with front load washer and dryer. The bedroom features a large walk in closet and its own entrance to the laundry room and full bathroom. The living room, with floor to ceiling windows offers a great view of the historic downtown Montezuma square.

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

Broken Spoke Ranch private tiki bar/lake

Relax at this adults only log cabin that sleeps 4 comfortably! Private tiki bar w/grill overlooking our lake which is stocked with bass, blue gil and catfish! It's Perfect for fishing and kayaking! We have a fire pit, bbq, walking path on property, outdoor seating, donkeys & mini horses on property. The house is stocked with what you need to cook/bbq! Near speedway, holiday lake, Williamsburg!

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.

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.