Holiday houses 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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Top Guest favourite
A spacious bedroom features a queen bed with an orange floral decorative pillow alongside a room with two Twin XL beds. A cozy reading nook is viewed in the corner, complete with cushioned seating, books, and string lights.
Townhouse in Des Moines
4.97 out of 5 average rating, 127 reviews

Taste of Iowa: NearDowntownDSM w/ Fun Reading Nook

Stay at The Taste of Iowa! A Perfect location central to many DSM staples nestled off a quiet residential side street! The space has a queen bed in room 1, two Twin XL beds & a fun reading nook in room 2, & full bath. Easy remote check-in w/ both driveway parking & free street parking offered. A quick drive to: ☀ ~8 min to DSM Airport ☀ ~7 min to Wells Fargo Arena ☀ ~8 min to the Zoo ☀ ~7 min to the Grays Lake ☀ ~14 min to the Fairgrounds ☀ ~22 min to Jordan Creek ☀ ~20 min to Adventureland

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, 119 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 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, 344 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 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, 606 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, 306 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 warm living area features a brown leather sofa with decorative blue pillows, positioned next to a round coffee table on a soft area rug. A blue armchair complements the seating arrangement, and natural light enters through nearby windows. Archways lead into the adjoining rooms.
Home in Drake
4.99 out of 5 average rating, 213 reviews

Peaceful Setting & Modern Style

Escape the hustle and bustle of the city and retreat to your own private oasis with this charming 2 Bedroom Airbnb. The house provides present-day amenities while still honoring the original 1930s character. You’ll enjoy a new and sparkling clean kitchen, complete with all the appliances and utensils you need. The bathroom, laundry, dining room, reading nook and living room have all been beautifully updated as well, ensuring that you'll feel right at home from the moment you arrive.

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
4.89 out of 5 average rating, 104 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, 198 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 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, 235 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, 153 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, 516 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!

Popular amenities for Pleasant Hill holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Polk County
  5. Pleasant Hill