Holiday rentals in Pleasant Hill

Charming Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Des Moines' coolest Tiny Home! +Deck/garage

Kick back and enjoy this calm, stylish tiny house. In an awesome location near downtown, it's the perfect place for a memorable stay in Des Moines! (Aug 2025*, please note there is an active new construction project next door- which shouldn't effect your peace or experience.) You can easily walk to great bars, restaurants, grocery, etc. Peaceful and large deck to relax and unwind.. Convenient garage parking included! *Large trucks may not fit fully in garage. Tiny house experience! 🛖

Historic 1-bedroom carriage house apartment

Located in the heart of the Sherman Hill Historic District, this charming one bedroom carriage house has everything you need whether you’re visiting for business or pleasure. It features a plush king bed that guests rave about, a 50” television, massage chair, fully stocked kitchen, large shower, high end linens and beautiful courtyard. The property is within walking distance to downtown, historic Hoyt Sherman Place Theater, restaurants, a world class sculpture park and live entertainment.

Windy Pines Suite

Windy Pines offers a spacious bedroom with a comfortable king sized bed and large bathroom. The kitchen and living room are great. This clean, comfortable, & uncluttered space is a home away from home! You will be surrounded by beautiful greenery, in a safe neighborhood with accessible parking. Close to interstate 80 & 35, the Iowa State Fair Grounds, and Downtown Des Moines. WP is attached to our home but with its own separate outside entrance. Please send me any questions.

The Office, Pet Friendly 2 BD/1 BA-near Downtown!

“The Office" is a 2-bedroom, 1-bathroom Dunder Mifflin themed duplex near downtown Des Moines. It's decorated with inspiration from the TV show, featuring themed decor and iconic quotes. The bedrooms offer comfortable sleeping arrangements, and the living room is a cozy space dedicated to "The Office" ambiance. The duplex has a kitchen, a flat-screen TV, board games, and offers a unique and central location with plenty of free parking for fans and travelers alike.

Woodland Heights hist. district house on the hill.

Beautiful historic duplex house in the heart of woodland heights. Walking distance to downtown and next to Ingersoll avenue which is full of shops, bars, restaurants and more. Our place allows 2 parking spots on site with a side entrance to your upstairs Airbnb. The 800+ sq ft space includes a private kitchen, bathroom, bedroom, living room, and balcony with views of downtown. Picnic table and grassy area below balcony can be used on those nice Iowa days.

Cozy bungalow steps away from IA State Fairgrounds

Located just steps away from the Iowa State Fairgrounds, this cozy bungalow will make you feel right at home. Whether you're here for one of the many events at the Fairgrounds or just visiting Des Moines, this house has just what you need to make your stay comfortable and convenient. The house is located on a 4-lane, main city street so please be aware if you are sensitive to noise. However, majority of guests don't notice any noise disturbances.

Large Home Near Adventureland, Fair, downtown DSM

Speedy access to the best that Des Moines and eastern Polk County have to offer--downtown, the fairgrounds, and Adventureland! Spacious, comfortable, and classic home tucked away in a quiet, lush, established Pleasant Hill neighborhood just minutes away from most of the capital's popular destinations. The Hill on Tyler provides space for multi-family getaways or medium- and large-sized groups. Walking and biking trails are quite close.

Etta’s Place - private 1b/1b - MidCentury Modern

We love our neighborhood and are excited to share it with you! We have partnered with local restaurants, bars, coffee shops, boutiques, & tea shops to offer exclusive discounts to guests of “Etta’s Place.” It’s our hope that this Airbnb allows you to enjoy the wonderful Ingersoll District. Des Moines is a great place to visit, lots of outdoor activities, amazing food, and unique experiences around every corner!