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

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.

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!

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.

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

Walk to Fairgrounds! | Cozy Bungalow | Fenced Yard
Welcome to the Fairgrounds Bungalow: Your Cozy Escape with Vintage Charm! Step into a one-of-a-kind getaway at our charming Fairgrounds Bungalow, where modern comfort meets nostalgic vibes. This inviting home is perfect for families, small groups, or couples seeking a unique stay near the heart of the Iowa State Fairgrounds. Property includes a cozy 2 bedroom bungalow, vintage camper and a game shed. Very dog friendly! Please include in your reservation dog guests as well(up to two).

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

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.

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***

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.

Restored Victorian, Walk & Bike
Completely restored Victorian home that is walking and biking distance to the East Village, Civic Center, Wells Fargo, world-renowned skate park, and the Iowa Capitol! Bring your bike and enjoys the trails (and indoor bike parking). Walk to a concert at Wells Fargo or a show at the Civic Center. We are dedicated to making your stay simple and easy. This house is special to us, and we want to share it with you!
Popular amenities for Pleasant Hill holiday rentals
Other great holiday rentals in Pleasant Hill

Cozy Retreat | Steps to Yellow Banks Park Sleeps 6

Pleasant home in Pleasant Hill

Cozy Home Near Fairgrounds | Patio-Gazebo-Fencing

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

The Cactus House Large Yard & Back Deck w/ KingBed

New A-Frame Cabin by Des Moines (Milkweed theme)!

Stay in Style at the Iowa State Fair

Spacious home
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