Holiday rentals in What Cheer

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Top-rated holiday rentals in What Cheer

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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, 218 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!

Top guest favourite
Home in Pella
4.99 out of 5 average rating, 152 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
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, 413 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.

Guest favourite
A cozy bedroom features a spacious bed covered with a decorative blanket. A piece of wall art adds visual interest. Natural light enters from a nearby window, illuminating the warm wood flooring. A small bedside table holds a lamp and a rug lies at the foot of the bed.
Home in Deep River
4.93 out of 5 average rating, 29 reviews

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.

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, 208 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.

Top guest favourite
A spacious living area features a black leather couch and a wooden coffee table on a textured area rug. Light wood flooring complements the neutral walls. In the background, a kitchen with dark cabinetry and bar seating is visible, enhancing the openness of the space.
Loft in Montezuma
5.0 out of 5 average rating, 92 reviews

Monte Lofts, on the square.

Welcome to Monte Lofts in downtown Montezuma. This spacious, newly remodeled loft is smoke free and pet free. The 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.

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, 102 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.

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, 423 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 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, 113 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

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, 136 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
Cabin in Newton
4.98 out of 5 average rating, 302 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.

Top guest favourite
The entrance is framed by a white picket fence leading to a door painted in red and cream. Surrounding the door, flower pots with blooming plants add a touch of color. Soft evening light casts a warm glow on the cottage-style facade.
Cottage in Belle Plaine
4.95 out of 5 average rating, 186 reviews

The Gate House

The Gate House is like a charming little cottage. The house that is full of charm and and character. You will feel right at home the moment you walk in. There are 2 bedrooms on the main floor with a walk in shower just steps away. The cottage is convenient for young and older guest.

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