Holiday houses in Pleasant Hill

Hillside Haven | Private Entry | Near Downtown

Escape to this charming apartment in the Indianola Hills neighborhood- minutes from downtown Des Moines, the airport, & some of the city’s best dining & entertainment. Pull up the driveway and enter through your private entrance. Inside, enjoy a warm & welcoming space designed for comfort: ✨Queen-size bed 📚Cozy reading nook 📺 55” smart TV 🛁Full-size tub Whether you’re here for business, a romantic escape, or just passing through, this little hideaway has everything you need to feel at home.

Modern Luxury • Hot Tub • Game Room • Pickleball

Escape to this modern Midwest retreat in a peaceful neighborhood just 15 minutes from top Des Moines attractions. Clean, spacious, and designed for comfort and convenience, the home features two en-suite masters, a spa-style soaking tub and rainfall shower, a game room, and a fully equipped open-concept kitchen. Enjoy a private outdoor oasis with a hot tub and fire pit in a fenced yard. Pickleball courts and a playground are just steps away. This home is perfect for relaxing and making memories!

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.

Effortless Landing near Airport & Downtown

Welcome to the Effortless Landing! Our super clean and comfy, Boho style retreat. Private keyless entry with off street parking. Enjoy a queen bed, additional pull out queen bed in couch, local coffee, & all the amenities like fiber wifi, TV, linens, full kitchen, & laundry. Add that to the wonderful surroundings of the city of Des Moines, in a quiet, centrally located neighborhood. Conveniently located 4 minutes from the Des Moines International Airport, & 7 minutes to Downtown Des Moines!

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.

Cozy Retreat | Steps to Yellow Banks Park Sleeps 6

Escape to this charming, fully renovated home nestled in a peaceful, scenic setting. Designed for comfort & relaxation, with access to nature right out your back door. Two queen bedrooms + 1 full bathroom upstairs, plus a bonus queen bed in unfinished basement. Surrounded by mature trees and open skies, enjoy a private, quiet atmosphere just steps from outdoor fun. Perfect for an adventure or a serene retreat close to nature. We look forward to hosting you!

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.

Spacious 3BR Twin Home–Near Attractions

Forget your worries in this spacious and serene space. Quiet cul-de-sac road. Great location! 10-13 minutes to Adventure Land, Prarie Meadows Casino & Horse Track, Altoona Outlet Mall, Two miles to Iowa State Fair Grounds, 10-15 minutes to Downtown Des Moines and Capitol, 1 mile to Highway 65 for a quick route to DSM Airport and West Des Moines. Perfect for respectful guests. No parties/events; registered guests only; Quiet hours enforced.