Vacation rentals in Pleasant Hill

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Top-rated vacation rentals in Pleasant Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.

Townhouse in Des Moines

4.92 out of 5 average rating, 117 reviews

This is the best Des Moines has to offer!

Welcome to a beautiful 3 story townhome in the heart of Des Moines. If an upscale modern home with an incredible view is your thing, you will be in heaven. Inside you’ll find a clean, bright and well decorated home with all the amenities you'll need to kick back, relax and enjoy your stay. Minutes from shopping, dining and nightlife. The bike trail is across the street where you can ride to Gray’s Lake or stroll to downtown DSM and enjoy the Farmer's Market, Civic Center and Principal Park.

Top guest favorite

A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.

Tiny home in Norwalk

4.98 out of 5 average rating, 118 reviews

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.

Superhost

A contemporary tiny house exterior is showcased, featuring a wooden facade and a garage below. A private deck rests atop, surrounded by greenery. Large windows allow natural light, while the entrance is framed by two sleek doors, blending modern aesthetics with a welcoming appeal.

Tiny home in Des Moines

4.82 out of 5 average rating, 171 reviews

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! 🛖

Top guest favorite

A comfortable living area features a black leather sofa adorned with light-colored pillows, complemented by a dark brown ottoman. Soft light emanates from a floor lamp against a navy wall, while sheer curtains gently filter natural light. A massage chair is visible in the background.

Place to stay in Sherman Hill

4.98 out of 5 average rating, 321 reviews

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.

Top guest favorite

A two-story house is shown with a light yellow exterior and a dark grey roof. There are multiple windows allowing natural light to enter. A driveway leads to a single-car garage on the right. Flower pots frame the entrance, and lush green grass surrounds the home.

Apartment in Des Moines

4.95 out of 5 average rating, 927 reviews

Unique "Little Italy" Apartment

Drive into the attached garage and go upstairs where you will find your very private entrance to a quiet, peaceful, and restful living. Located 1 mile from the downtown area on a street loaded with large Oak and Walnut trees. A huge back yard in which to stroll or barbecue. It is the top half of my house complete with it's own kitchen, bathroom, and bedroom. My residence is the bottom half of the house. Lots of excellent restaurants nearby. Check out the "Guide to Restaurants".

Top guest favorite

An open living area showcases comfortable seating and a decorative ottoman on a dark rug. The kitchen is visible in the background, featuring wooden cabinetry and appliances. Walls are adorned with framed art, contributing to a well-appointed and welcoming space.

Guest suite in Pleasant Hill

5 out of 5 average rating, 184 reviews

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.

Guest favorite

The image features a collage showcasing different areas of the duplex. A bathroom area displays essential amenities. A living room contains comfortable chairs and a television. A bedroom includes a spacious bed with a plaid blanket, while the kitchen is equipped with basic appliances, including a refrigerator.

Home in Des Moines

4.93 out of 5 average rating, 183 reviews

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.

Top guest favorite

A balcony view reveals a vibrant sunset casting shades of pink and orange across the sky. Silhouetted trees frame the scene, with distant buildings emerging in the background. A round glass table with colorful cushions offers a place to enjoy the view.

Home in Des Moines

4.97 out of 5 average rating, 168 reviews

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.

Guest favorite

A queen-size bed is centered against a light grey wall, dressed in crisp white linens. Accent pillows in soft teal are positioned at the head of the bed. A decorative sign rests above the bed, and a nightstand with a lamp is visible to the side.

Home in Bondurant

4.97 out of 5 average rating, 157 reviews

Quintessential Iowa Stay -Quiet, Cozy & Convenient

Bring the family and settle into our newer ranch home in tranquil Bondurant — just minutes from Des Moines and all the area’s top attractions! *Adventureland Park 2 miles *Prairie Meadows Casino 2 miles *Outlets of DSM 2 miles *Civic Center 12 miles *Jack Trice Stadium Ames 34 miles *Newton Speedway 27 miles *The District at Prairie Trail Ankeny 12 miles *Blank Park Zoo 17 miles *Iowa State Fairgrounds 11 miles *Des Moines Farmers’ Market 12 miles

Guest favorite

A welcoming living area features a light gray couch and a beige armchair with a soft throw pillow. A small blue ottoman sits nearby. Natural light enters through two large windows, complemented by a green plant and a decorative mirror on the wall. A small table holds a flower arrangement.

Bungalow in Des Moines

4.85 out of 5 average rating, 229 reviews

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.

Guest favorite

A spacious living area features a gray sectional sofa adorned with a mix of pillows in earthy tones. A glass-top coffee table sits at the center, holding stacked books and a decorative bowl. Natural light filters through the large windows, creating a warm ambiance.

Home in Pleasant Hill

4.82 out of 5 average rating, 147 reviews

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.

Top guest favorite

A bright living room features a vivid blue couch and two green accent chairs surrounding a wooden coffee table. Shelves display various decorative items, and a flat-screen television is mounted on the wall. Natural light enters through a window adorned with textured curtains.

Bungalow in Des Moines

4.97 out of 5 average rating, 486 reviews

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!