
Holiday rentals in Pleasant Hill
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Top-rated holiday rentals in Pleasant Hill
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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.

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.

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.

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.

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!

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".

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

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.*

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.

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.

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.

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
Other great holiday rentals in Pleasant Hill

Fairground Boho Bungalow

The Draper-MCM Spacious Ranch minutes to it all

Cozy Retreat | Steps to Yellow Banks Park Sleeps 6

Cozy two bedroom house

Modern Luxury • Hot Tub • Game Room • Pickleball

The Cactus House Large Yard & Back Deck w/ KingBed

FairWestern

Downtown Historic Studio - Free Parking - Gym
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