Holiday rentals in Pleasant Hill

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Top-rated holiday rentals in Pleasant Hill

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

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Guest favourite

A vibrant living room features a curvy orange couch, complementing a playful area rug with geometric patterns. A glass window allows natural light to illuminate the space, highlighting the eclectic decor on a nearby shelf. Seating includes a striped chair and a coffee table.

Home in Beaverdale

4.95 out of 5 average rating, 265 reviews

MidCentury, technicolor Ranch w/yard, w+d, parking

- Ranch home in Des Moines' friendly Beaverdale neighborhood - Steps from grocery store, ice cream shop+dining - Blocks to more dining+shops - Less than 5 minutes from Drake University - Around 10 minutes from downtown, Des Moines, Arts Center, parks - Easy access within 15 minutes to suburbs - 1000+ feet with open living, dining and kitchen, 2 beds, 1 bath, laundry and on-site parking - Outdoor front porch, back patio+fire pit - Perfect for a family or two couples ***Send your special requests!

Guest favourite

An open-concept living area features a cozy dining table with four chairs, complemented by a floral-patterned refrigerator. Two comfortable armchairs are positioned near a light-colored rug, while natural light illuminates the wood-tone cabinets and kitchen space in the background.

Home in Des Moines

4.84 out of 5 average rating, 123 reviews

Effortless Landing near Airport

Welcome to the Effortless Landing! Our super clean and comfy, Boho style retreat. Private keyless entry with off street parking. Enjoy a queen bed, additional pull out queen bed in the couch, great local coffee, & all the amenities like fiber wifi, TV, full kitchen, & laundry. Add that to the wonderful surroundings of the city of Des Moines, in a quiet, centrally located neighborhood. Conveniently located 4 minutes from the Des Moines International Airport, & 7 minutes to Downtown Des Moines!

Top guest favourite

A private patio area is sheltered by a wooden overhang, featuring a comfortable seating arrangement. Decorative lights hang from the ceiling, and a small wind chime adds a subtle decorative touch. Lush greenery surrounds the space, offering a sense of privacy.

Guest suite in Des Moines

4.98 out of 5 average rating, 609 reviews

Cozy, Private Guest Suite & Backyard Oasis

Enjoy a peaceful stay in our private basement suite. You'll love the tall ceilings, natural light, and watching wildlife in our backyard! Private entrance from the back patio, & off-street parking for 1 car. Includes: 1 bedroom with queen bed, bathroom with shower/tub, full kitchen, living room with futon couch, floor mattress, and pack 'n play. Ask for pet policy before booking. If interested in a blocked date, message me (new job=less weekly availability). 10% discount for educators 🏫❤️.

Top guest favourite

Barn in Highland Park

4.98 out of 5 average rating, 308 reviews

“The Miles Barn” Gorgeous Industrial Loft

Welcome to our beautiful open concept industrial loft. Upon entering our cozy abode, you'll find a clean, bright, well decorated home with many great amenities where you can kick back, relax and enjoy your stay. If high ceilings and beautiful polished concrete floors are your thing, you will be in heaven. Steel railings give it a true industrial feel. Everything needed for your stay is well thought out and ready to be used. We hope you love our loft as much as we do! ***Pet Fee is $125***

Top guest favourite

A spacious living area is visible, featuring two recliner chairs facing a small circular table. A flat-screen TV is mounted on the wall in front, with light-colored walls and wooden flooring creating a welcoming ambiance. The kitchen area can be seen in the background.

Flat in Ankeny

4.97 out of 5 average rating, 317 reviews

Spacious Private Apartment

Welcome to your retreat! This roomy walkout apartment with a private entrance offers a garden view, perfect for unwinding. The entire lower level is yours to enjoy. With easy interstate access, Ames and Des Moines are just a quick trip away. If you prefer to stay local, Ankeny offers great dining, shopping and entertainment options. We live upstairs, so you may hear us occasionally, but we strive to be as quiet as possible. We can't wait to host you and make your visit a memorable one!

Guest favourite

The exterior of the duplex features a welcoming porch with multiple seating areas, surrounded by a spacious lawn. The house showcases a combination of red and green siding, with a steep roofline and large windows that invite natural light.

Home in Drake

4.9 out of 5 average rating, 108 reviews

The Carol Anne-Charming 2bd/2ba Victorian near DT!

This Victorian-era duplex is the perfect mix of Victorian and modern for all the comforts of home. Perfect for quick or extended trips. Location can't be beat: Walking distance to Drake University. Minutes by car to downtown, hospitals, Ingersoll district and proximity to I-235 gets you anywhere in the city. Off street parking/electronic locks make check-in a easy. 2 large bedrooms w/queen beds, 2 bathrooms, kitchen, laundry, closets, and more making it ideal for multiple guests!

Top guest favourite

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, 201 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.

Top guest favourite

The exterior of a single-story house is showcased, featuring a well-maintained lawn with green grass and landscaped bushes. A large tree provides shade in front of the home, which has a combination of stone and siding. Clear skies and sunlight create a bright environment.

Home in Ankeny

4.96 out of 5 average rating, 195 reviews

Newly Remodeled Home with Walk-In Shower

My home is located in a safe and quiet neighborhood of Ankeny with a 16 min. drive to downtown Des Moines and Wells Fargo Arena. The high trestle trail is about 8 blocks away with a nice park 1 block away. The highlight of my home is the newly remodeled bedrooms and bathroom. There are queen beds in each of the bedrooms. The guest bed is brand new. The living room has a 55” LG OLED 4k TV with a PlayStation 5. I have high-speed cable internet with cable through slingTV.

Guest favourite

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, 170 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 favourite

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, 236 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.

Top guest favourite

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

4.83 out of 5 average rating, 155 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 favourite

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, 521 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!