
Holiday rentals in Pleasant Hill
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Top-rated holiday rentals in Pleasant Hill
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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
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
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.
4.97 out of 5 average rating, 98 reviews
Modern Comfort- spacious, clean & best location!
Enjoy an almost new house of almost 1900 square feet! 4 large bdrms and 2 full baths. 1 King bed! Sleeps 11. Large deck for outside dining. Full kitchen. Washer & Dryer. Space for 3 cars. Playpen & highchair. Great neighborhood of newer houses. Only 6 min. from I-80 & 3-4 minutes from major shopping centers, Adventureland, & Prairie Meadows. 9 minutes from Iowa State Fair, 13 minutes from downtown DM. Sparkling clean & private. We're always looking to improve and are ready to serve you!
4.83 out of 5 average rating, 63 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, 123 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, 42 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 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
4.98 out of 5 average rating, 211 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.
4.86 out of 5 average rating, 184 reviewsPopular amenities for Pleasant Hill holiday rentals
Other great holiday rentals in Pleasant Hill

“Taylormade” for you!
4.72 out of 5 average rating, 76 reviews
Modern Luxury • Hot Tub • Game Room • Pickleball
5.0 out of 5 average rating, 32 reviews
Pickleball, Hot Tub & Family Getaway | Sleeps 14
5.0 out of 5 average rating, 33 reviews
Farmhouse-ish - all the charm without the farm
5.0 out of 5 average rating, 17 reviews
Opal House|COZY Retreat|Sleeps 6|Yellow Banks Park
5.0 out of 5 average rating, 21 reviews
Greece Retreat: hot tub, huge yard, pet friendly
5.0 out of 5 average rating, 8 reviews
Warm and inviting ranch
4.88 out of 5 average rating, 98 reviews
Sun Porch & Rec Area! STEPS from IA State Fair!
4.93 out of 5 average rating, 15 reviewsDestinations to explore
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