Holiday rentals in Pleasant Hill

Downtown Loft Skyline View 2BR

Welcome to Downtown Des Moines! The perfect centrally located 2 bedroom 2 bathroom Loft condo in the middle of it all! Walk to nightlife, shopping, restaurantes and entertainment. > Cozy and Convenient - the best location downtown! > 24/7 Fitness center > City view rooftop courtyard and dog park > Direct access to skywalk system > 1x King & 1x Queen Bed > Smart TV's in bedroom & living space > Dedicated work space > High speed Wifi > Fully Equipped Kitchen > In unit free Laundry > Pet Friendly!

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.***

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

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!

Cozy, Private Guest Suite & Backyard Oasis

Enjoy a peaceful stay in our private basement suite. You'll love the tall ceilings, natural light, and watching wildlife in our backyard! Private entrance from the back patio, & off-street parking for 1 car. Includes: 1 bedroom with queen bed, bathroom with shower/tub, full kitchen, living room with futon couch, floor mattress, and pack 'n play. Ask for pet policy before booking. If interested in a blocked date, message me (new job=less weekly availability). 10% discount for educators 🏫❤️.

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.

Briarwood Retreat

Lovely remodeled basement apartment located in a quiet neighborhood close to I-35. Newly remodeled apartment has a full kitchen with fridge, stove, microwave, dishwasher, coffee maker and cooking basics. Enjoy an electric fireplace in the living room. The sizable bedroom has a comfy queen bed and a large walk-in closet. A twin size daybed is in the family room. A pack-n-play is available. Enjoy the pool/ping-pong table and TV. Close to public golf course.

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

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.

Great location + Price Clean and Comfortable

Cozy 2BR, 1.5BA townhome in a quiet Altoona neighborhood. Perfect for families, small groups, or business travelers. Just minutes from Adventureland Theme Park, Prairie Meadows Casino, and 12 min to downtown Des Moines. Features 2 queen beds, fully equipped kitchen, high-speed Wi-Fi, free parking, and easy self check-in. Close to restaurants, shopping, and entertainment—ideal for all stays!

1947’s Bungalow in the Historic Highland Park Area

Welcome to my 1947 Highland Park Bungalow in the Post WWII/Art Deco style with some modern touches. Wonderful location to many amenities. Downtown, Drake University, a Major bike trail and marina for canoeing/kayaking the Des Moines River. Clean and cozy with a slightly challenging driveway. There is off street parking though and you can use the garage.