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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Top guest favourite
A treehouse, elevated on stilts, is surrounded by various trees and greenery. The wooden structure features large windows and a balcony, with a staircase leading up, inviting guests to its elevated entrance. Bright blue skies provide a clear backdrop.
Treehouse in Norwalk
5.0 out of 5 average rating, 100 reviews

RARE Spacious Treehouse & Sauna Near Des Moines

Come home to luxury in nature in this spacious, double king-bed treehouse and sleep among the stars. Expansive views of rolling hills greet you as you sip your pour-over coffee on the wrap around balcony twenty feet above ground. Rain? No problem. Tuck away on the three-season screened-in porch to watch the iconic Iowa pink sunsets. Built with special touches including stained glass and intricate woodwork, this treehouse boasts warmth throughout and is sure to be a once-in-a-lifetime get-away.

Superhost
Home in Pleasant Hill
4.92 out of 5 average rating, 25 reviews

Family Friendly Spacious House W/ Gameroom

Nestled in a quiet residential neighborhood, this home offers the perfect balance of peace and convenience—ideal for families, groups, or travelers visiting the Des Moines area. Inside, you’ll find a clean, cozy space designed for comfort and ease. Whether you’re here for a weekend getaway or an extended stay, the home is thoughtfully set up to help you relax after a long day. Enjoy spacious living areas, comfortable sleeping arrangements, and all the essentials you need for a stress-free stay.

Guest favourite
Home in Des Moines
4.95 out of 5 average rating, 21 reviews

Stay in Style at the Iowa State Fair

Enjoy this spacious, brand new 2 bedroom, 2 bathroom home centrally located less than a mile to the state fairgrounds and interstate I-235/80, and a short 5 minute drive to the capital, East Village, and downtown Des Moines. Highlights include a full Kitchen with plenty of seating, a large gathering area with a 55” smart TV, as well As a 50” smart TV in each bedroom. Great outdoor entertaining space with two covered patios and a fire pit. Plenty of off street parking as well as garage space.

Top guest favourite
Home in Altoona
4.97 out of 5 average rating, 95 reviews

CozyHouse w/ HotTub, Sleeps 8,3BR,2BA,2LvngRms

Old world charm with modern conveniences! 2 Living Areas, 3 bedrooms, 2 baths, large patio with HOT TUB. plenty of seating and fire pit. Laundry, privacy-fenced yard. 72" TV in main level living room, 55" upstairs; all bedrooms have TV's with Roku. Quiet residential neighborhood. 5 minutes to Adventureland, Prairie Meadows Racetrack/Casino and the Outlets of Des Moines. 10 minutes to the Iowa State Fairgrounds and 15 minutes to downtown Des Moines. Garage space not included. Bedding may vary.

Top guest favourite
An aerial view captures the property adjacent to the Terrace Hills Golf Course, showcasing expansive green lawns and a well-maintained golf course. The image includes a view of the clubhouse and mini golf area, highlighting the outdoor amenities and surrounding landscape.
Home in Altoona
4.96 out of 5 average rating, 121 reviews

Enjoy golf course views with hot tub and fire pit.

Leann and I are your hosts and our goal is not only to provide you with a clean and safe environment but also the opportunity to create lasting memories with friends and family. Our home is adjacent to Terrace Hills GC and you will find outdoor deck amenities that you will not find at any other Altoona area daily rental; golf course views, hot tub, and fire pit! Our calendar nightly rate is for 2 guests. Additional guest(s), $20.00 per person, per night. Thanks for viewing our information!

Top guest favourite
Flat in Des Moines
4.95 out of 5 average rating, 994 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 favourite
An outdoor patio area features a decorative brick fireplace with an oven. Two cushioned chairs are arranged around the fireplace, providing a comfortable space to relax. A patterned rug lies beneath, enhancing the setting. Colorful potted flowers are visible in the background.
Guest suite in Pleasant Hill
4.98 out of 5 average rating, 41 reviews

A Touch of Pleasant

Welcome travelers! Enjoy a quiet and comfortable stay in our ranch-style home with a private entrance to the lower-level apartment. You'll have a spacious living room, bedroom, bathroom, home theater, and cozy kitchen with a dining area. Whether you're in town for business or leisure, our clean, quiet space provides a restful retreat. We look forward to hosting you! Easy access to bike trails 10 mins to fairgrounds 15 mins to Downtown 15 mins Altoona Outlets 20 mins Airport

Superhost
Home in Des Moines
5.0 out of 5 average rating, 4 reviews

Greece Retreat: hot tub, huge yard, pet friendly

Escape to your own slice of Santorini in the heart of Des Moines! This Mediterranean-inspired retreat features a private hot tub, fully fenced yard, dog run, kids’ play area, outdoor games, and a signature indoor swing bed perfect for relaxing. Enjoy the patio lounge and outdoor dining area with premium outdoor speakers for the perfect staycation vibe. Walking distance to the Iowa State Fairgrounds! *NOTE: Main house ONLY; detached backyard guest cottage (ADU) not included.*

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
5.0 out of 5 average rating, 241 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
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, 199 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.

Superhost
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
4.84 out of 5 average rating, 261 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
4.86 out of 5 average rating, 180 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.

Popular amenities for Pleasant Hill holiday rentals