Holiday rentals in Pleasant Hill

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Top-rated holiday rentals in Pleasant Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A treehouse, elevated on stilts, is surrounded by various trees and greenery. The wooden structure features large windows and a balcony, with a staircase leading up, inviting guests to its elevated entrance. Bright blue skies provide a clear backdrop.
Treehouse in Norwalk
5.0 out of 5 average rating, 99 reviews

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.

Top guest favourite
The kitchen features classic wooden cabinetry and retro-style appliances, including a pale cream refrigerator. A patterned backsplash complements the checkered floor, while shelves display colorful dinnerware. Natural light fills the space, enhancing the inviting atmosphere for cooking and gathering.
Home in Ankeny
4.97 out of 5 average rating, 207 reviews

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.***

Top guest favourite
The exterior of the suite features a covered patio with a small dining set and a pathway lined with vibrant pink flowers. Soft lighting from the wall sconces accentuates the welcoming atmosphere of the entrance.
Guest suite in Des Moines
4.99 out of 5 average rating, 308 reviews

Executive Guest Suite w/ Laundry

Our luxury studio suite is situated on a quiet, up-scale, cul-de-sac - 5 mins from Airport, 10 mins to downtown. Amenities include private entrance and deck, keyless entry, on-suite 3/4 bath, laundry, exercise room w/ rower and 4 person infrared sauna, heated tile floors, dedicated heat & A/C controls, soft water, microwave, coffee maker, minifridge/freezer, 1 GBPS High Speed WIFI , 50" Smart TV, Apple TV, Netfilx, Hulu, Disney+, Windows 10 PC, 27" monitor, printer, iron & board, & hair dryer.

Top guest favourite
A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.
Townhouse in Des Moines
4.94 out of 5 average rating, 150 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.

Top guest favourite
Home in Des Moines
4.96 out of 5 average rating, 105 reviews

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

Top guest favourite
A bright living space is presented, featuring a blue armchair with a floral cushion and a light-colored throw draped over one side. Nearby, a tan chair and round woven ottoman complement the warm wood accents, with a dining area visible in the background.
Bungalow in Des Moines
5.0 out of 5 average rating, 115 reviews

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).

Top guest favourite
An outdoor patio area features a decorative brick fireplace with an oven. Two cushioned chairs are arranged around the fireplace, providing a comfortable space to relax. A patterned rug lies beneath, enhancing the setting. Colorful potted flowers are visible in the background.
Guest suite in Pleasant Hill
4.97 out of 5 average rating, 39 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

Top guest favourite
An open living area showcases comfortable seating and a decorative ottoman on a dark rug. The kitchen is visible in the background, featuring wooden cabinetry and appliances. Walls are adorned with framed art, contributing to a well-appointed and welcoming space.
Guest suite in Pleasant Hill
5.0 out of 5 average rating, 239 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.

Top guest favourite
A queen-size bed is centered against a light grey wall, dressed in crisp white linens. Accent pillows in soft teal are positioned at the head of the bed. A decorative sign rests above the bed, and a nightstand with a lamp is visible to the side.
Home in Bondurant
4.98 out of 5 average rating, 205 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

Superhost
A welcoming living area features a light gray couch and a beige armchair with a soft throw pillow. A small blue ottoman sits nearby. Natural light enters through two large windows, complemented by a green plant and a decorative mirror on the wall. A small table holds a flower arrangement.
Bungalow in Des Moines
4.83 out of 5 average rating, 259 reviews

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.

Top guest favourite
A spacious living area features a gray sectional sofa adorned with a mix of pillows in earthy tones. A glass-top coffee table sits at the center, holding stacked books and a decorative bowl. Natural light filters through the large windows, creating a warm ambiance.
Home in Pleasant Hill
4.86 out of 5 average rating, 180 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.

Guest favourite
A spacious loft living area features dark walls that enhance the character of the exposed pipes and timber accents. A mix of modern and vintage furniture is present, including two comfortable leather sofas and a lengthy wooden coffee table. The open kitchen showcases stainless steel appliances and ample cabinetry.
Flat in Downtown Des Moines
4.95 out of 5 average rating, 154 reviews

Wells Fargo - Huge King Bed Loft - Free Parking

Discover the heart of Des Moines in this vibrant downtown Airbnb! Nestled in the best locale, steps away from nightlife, historical landmarks, groceries, diverse dining, and lively bars. - King bed loft - 12.5 foot ceilings - Walk to Wells Fargo Arena - Walk to Science Center - Private balcony - Restaurants, bars, nightlife and coffee nearby - Fully stocked kitchen - Free parking included - 65" smart TV and Roku - Roll away bed

Popular amenities for Pleasant Hill holiday rentals