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, 212 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!

Guest favourite
Flat in Sigourney
5 out of 5 average rating, 11 reviews

Sigourney Summit *No cleaning fees* 2 night min.

Welcome to the Sigourney Summit! As our name implies, this spacious loft-style apartment on the top floor above "Sigourney Mercantile" awaits after you CLIMB up TWO flights of stairs (no elevators, sorry, so pack accordingly)! Once you reach the "summit” of your climb up the stairs, take a step back in time with retro-style furnishings & modern comforts of home. Kids are welcome. However, please note this is a loft-style apartment so beware it is not completely child-proof due to its design

Top guest favourite
A spacious living area features a large sectional sofa with decorative cushions, complemented by a round leather ottoman and a rattan chair. Two beds are positioned along one wall. Natural light brightens the room through multiple windows with blinds, enhancing the welcoming environment.
Flat in Brooklyn
4.99 out of 5 average rating, 105 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.

Top guest favourite
Home in New Sharon
5 out of 5 average rating, 40 reviews

Niland Nook

Relax with the whole family at this peaceful 3 bedroom, 2 bath house nestled in the farming countryside. Whether your in the cozy living room, sitting out in the screened in porch, or spending time in the private 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.

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, 405 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
4.92 out of 5 average rating, 25 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
Flat in Oskaloosa
4.94 out of 5 average rating, 206 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 out of 5 average rating, 90 reviews

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.

Top 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
4.96 out of 5 average rating, 119 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.

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, 103 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, 132 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
A spacious wooden deck is surrounded by vibrant trees, with a clear blue sky overhead. Sunlight filters through the leaves, casting gentle shadows across the deck's surface. The area feels serene and is set amidst a backdrop of natural greenery.
Home in Ottumwa
4.95 out of 5 average rating, 110 reviews

Crestview Hill Home. Lovely 5.5 acre wooded area.

Welcome to Crestview Hill! Relax with the whole family at this peaceful place to stay. This three bedroom two bath home is in the absolute perfect location. Close to many restaurants and stores, yet tucked away in a quiet, beautiful wooded area with some lovely trails and a creek, you’re definitely going to want to come back often!

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