
Holiday rentals in Pleasant Hill
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pleasant Hill
Guests agree: these stays are highly rated for location, cleanliness and more.

Historic Home on 4 Acres - Hot Tub, Pool, Tiki Bar
Our 1948 vacation home is on 4 acres & boasts 3 bedrooms, 3 full baths, 2 half baths, Bridal Suite (4th bedroom), 70s TV/Game Room, Tiki Bar, & Children's Playroom. Outside we have a pool (guaranteed to be open 5/26 - 9/5) & hot tub (year round). Located 15min away from Downtown DSM & a mile away from a grocery store/restaurants. Up to 2 dogs allowed for an additional fee. ***Events/photo shoots are allowed with written permission only and will be an added fee. No events larger than 25 total.***
4.97 out of 5 average rating, 212 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.
4.93 out of 5 average rating, 30 reviews
FairWestern
Truly a rare find! Western themed 5 bedrooms, (1 with King!) 2 full baths just 3 minute walk from gate 6 of the Iowa State Fair. Over 1700 Sq ft. Quiet, safe area. Two living room areas with 5 Smart TVs & 130 channels. Deck with outside dining set, gas grill and large, fenced in back yard. Room for 4 cars. Kitchen fully equipped. Washer and dryer. Air purifier. Family friendly, high chair & playpen for toddlers. Fenced yard. You can´t go wrong with this one, especially for a larger group.
4.96 out of 5 average rating, 72 reviews
Quaint 4bd Home - 3 min to Adventureland & Casino!
Welcome to your home away from home at this comfy and cozy 4 bedroom Altoona home! > 3 minutes to Adventureland and Prairie Meadows! Close to new movie theater & Altoona Fashion Outlets > 15 minutes to downtown Des Moines > 4 bedrooms w/ 1 King and 3 queen beds > Smart TV's in ALL rooms & living area > Fully equipped kitchen > Safe, family friend neighborhood > Outdoor fire pit area & BBQ grill on deck > High speed wifi > FREE parking > Dogs allowed > Hassle free smart lock entry > Large Yard
4.85 out of 5 average rating, 114 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.
4.94 out of 5 average rating, 153 reviews
Country Charm Homestead
Our farmhouse homestead retreat offers the quiet and private country space, while being conveniently located near the airport and downtown Des Moines and the Iowa State Fairgrounds. This 5400 sq ft home offers 5 bedrooms and 4 bathrooms with a 500 sq ft Master Suite that has it’s own private bathroom with a whirlpool tub. The property sits on over 2 acres with a comfortable walkout back porch with a fire pit. It is perfect for extended work trips, short term rental opportunities and groups.
4.81 out of 5 average rating, 114 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!
4.96 out of 5 average rating, 125 reviews
The Norwood
Your family will be close to everything when you stay at this centrally-located place. very close to the Iowa state Fair, Adventureland Park,Grandview Golf Course,Shops of Iowa,Teachout swimming Pool,Grandview Park Sargent's Park, Grace Church,Hilltop Restraunt (highly recommend) Restraunts . Grocery stores, gas stations, {Caseys, Quick Trip, Git N GO, Kum N Go, Kwik Star] Bike Trails, Shopping, Interstate 235 & I-80. right inbetween Des Moines, Altoona, close to Pleasant hill, Bondurant
4.96 out of 5 average rating, 107 reviews
Luxury 4 BR Mid-Century Modern home
Mid-Century Modern home unlike any other! This home was built by an architect who designed it with such quality and appeal that you will be amazed. Inside, an open layout allows a seamless flow where multiple entertainment spaces beckon. A fabulous location means you are only moments away from some of Des Moines’ best attractions. This home sits less than 10 minutes from downtown and close to biking trails, putting you within blocks of the city’s many restaurants, bars and shops.
4.89 out of 5 average rating, 152 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
4.98 out of 5 average rating, 43 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.
5.0 out of 5 average rating, 241 reviews
8000sqft Barndo | Indoor Court + 2 Living Qtrs
Welcome to The Lodge on 3rd - a massive 8000 sq ft Barndominum. Nestled in the heart of Des Moines, Iowa, this stunning retreat offers the perfect blend of rustic charm and modern elegance. With 4 spacious bedrooms and a large loft, there is plenty of room for you and your guests to unwind in style. This property is next door to Luxury Living on Third. airbnb.com/h/luxurylivingonthird These combined properties are ideal for family reunions, etc. ***$200 Pet Fee***
5.0 out of 5 average rating, 175 reviewsPopular amenities for Pleasant Hill holiday rentals
Other great holiday rentals in Pleasant Hill

Spacious home
4.91 out of 5 average rating, 46 reviews
Modern Luxury • Hot Tub • Game Room • Pickleball
5.0 out of 5 average rating, 33 reviews
Greece Retreat: hot tub, huge yard, pet friendly
5.0 out of 5 average rating, 8 reviews
Opal House|COZY Retreat|Sleeps 6|Yellow Banks Park
5.0 out of 5 average rating, 21 reviews
“Taylormade” for you!
4.72 out of 5 average rating, 76 reviews
Pickleball, Hot Tub & Family Getaway | Sleeps 14
5.0 out of 5 average rating, 35 reviews
Sun Porch & Rec Area! STEPS from IA State Fair!
4.94 out of 5 average rating, 16 reviews
CozyHouse w/ HotTub, Sleeps 8,3BR,2BA,2LvngRms
4.97 out of 5 average rating, 98 reviewsDestinations to explore
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Minneapolis Holiday rentals
- Omaha Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Sioux Falls Holiday rentals
- Wisconsin Dells Holiday rentals
- Lincoln Holiday rentals
- Madison Holiday rentals
- Lake Geneva Holiday rentals
- Overland Park Holiday rentals





