Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

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Top guest favourite
The exterior of the house is visible, featuring light-colored siding and traditional shutters on the windows. A charming old wagon wheel is positioned in the foreground, alongside a leafy tree. The inviting front steps lead to the entrance of the home.
Home in Indianola
4.99 out of 5 average rating, 196 reviews

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. The house has 3 bedrooms and 1 1/2 baths. Laundry is available to use as well. Kitchen is fully stocked for your cooking enjoyment and a gas grill is offered as well to use. This house is perfect for families, small groups, or business trips. Situated just 20 minutes from Des Moines airport, and 25 minutes from downtown Des Moines, you will be able to experience the quiet and beautiful scenery to enjoy.

Top guest favourite
A spacious cabin is nestled among tall trees, showcasing a large deck with seating and a campfire ring below. Green grass surrounds the structure, inviting relaxation in a serene natural setting. The exterior features a combination of wood and light-colored siding.
Cabin in Pella
4.93 out of 5 average rating, 120 reviews

Cozy 2 bedroom river cabin with awesome views

Enjoy the beauty of nature from your porch swing on the banks of the Des Moines River. Relax and let go as you watch gulls and eagles soar overhead. Enjoy time together around the campfire as the sun sets over the water. This cozy cabin is the perfect spot to unwind, & reconnect with yourself, your loved ones & nature. Feeling Adventurous? There are abundant recreational activities available at nearby Lake Red Rock. * More traffic on the T-17 bridge in 2025 due to nearby construction.

Guest favourite
The exterior of a ranch-style home is shown, featuring a light-colored siding and a well-maintained lawn. Flower beds with various plants are positioned along the side, and a small concrete path leads to a porch area. A driveway and additional cars are visible in the background.
Home in Knoxville
5 out of 5 average rating, 23 reviews

Nice 3 bedroom ranch home w/ garage

Clean 3 bedroom ranch home in nice neighborhood on large corner lot. Home has full basement. New luxury plank flooring throughout, brand new appliances, FAST 300mb/s Fiber Wi-Fi, 70" LG smart TV.. Has a 2 car detached garage with remote. Has 2 king beds and 2 twins. Basement is wide open. Home has cold central A/C. Use of a nice Yamaha 4 seat golf cart is available to responsible parties. Home has a new custom tile walk in shower w/ built in seat. ONLY ONE BLOCK FROM NICE WALKING/BIKE TRAIL

Top guest favourite
Flat in Knoxville
4.96 out of 5 average rating, 77 reviews

Charming Garden Suite at PineRidge Rose Farm

Experience the quiet beauty of the Iowa countryside at PineRidge Roses. Whether you’re here for the high-octane excitement of the Knoxville Raceway or the Dutch charm of Pella, our suite offers a fragrant, peaceful home base. As a guest, you’re staying on a developing a flower farm. While we are still growing and building our floral dreams, you might see active farm working during the day. The reward is a fresh, hand-picked bouquet waiting in your suite to brighten every morning of your stay.

Top guest favourite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.99 out of 5 average rating, 142 reviews

Charming Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Top guest favourite
An open-concept living area features a cozy dining table with four chairs, complemented by a floral-patterned refrigerator. Two comfortable armchairs are positioned near a light-colored rug, while natural light illuminates the wood-tone cabinets and kitchen space in the background.
Home in Des Moines
4.86 out of 5 average rating, 156 reviews

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!

Top guest favourite
A cozy living area features a plush sofa alongside two armchairs positioned around a low table. Soft lighting from a nearby lamp creates a relaxed ambiance. Decorative elements, including a bookshelf and a neatly arranged rug, enhance the inviting atmosphere.
Cabin in Pella
4.96 out of 5 average rating, 175 reviews

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

Top guest favourite
Cottage in Pella
4.99 out of 5 average rating, 396 reviews

The Strawtown Cottage - in downtown Pella

Completely remodeled 1865 original Strawtown Store of Pella conveniently located in one of the best small towns in Iowa. Three blocks to downtown Pella, 1 1/2 blocks to West Market Park, 2 blocks to Central football, baseball and softball complex. Enjoy the cottage charm with two private bed and bath suites, a family room with dining, full kitchen, front and side porch, laundry and large back yard. Off-street parking in the back. Luxury sheets on queen beds await after your adventures.

Top guest favourite
The historic stone house is illuminated by warm exterior lighting, showcasing its textured stone wall and charming architectural features. Surrounding lights provide a soft glow in the evening, while trees and foliage can be seen in the background, creating a serene outdoor atmosphere.
Home in Winterset
4.96 out of 5 average rating, 309 reviews

The Legacy Stone House

The most unique stay in Winterset! Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.

Guest favourite
Two modern A-frame cabins are showcased amid lush greenery, featuring angular rooftops and large glass windows. A well-maintained gravel path leads to the cabins, while the surrounding lawn is spacious and shaded by mature trees, contributing to a serene outdoor setting.
Cabin in Hartford
5 out of 5 average rating, 6 reviews

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

Escape to one of our three brand-new, fully furnished A-frame cabins at River Oaks RV Park—where modern comfort meets rustic charm. Each A-frame is uniquely designed, stylishly appointed, and perfect for making unforgettable memories. Whether you’re relaxing by the river, roasting s’mores under the stars, or just soaking in the cool, creative vibe of your private space, this family-friendly getaway is anything but ordinary.

Top guest favourite
A log cabin with a green metal roof features a covered porch with two wooden rocking chairs. A pathway leads to the door, and a fire pit is situated in the yard. Surrounding trees create a natural barrier, enhancing the secluded setting.
Cabin in Newton
4.98 out of 5 average rating, 292 reviews

Little Cabin in the Woods - Great for Staycation!

Our little cabin in the woods is a great place for couples to relax, reflect and connect. Nestled on 115 acres of land, there are many trails to explore throughout the woods. Enjoy watching wildlife, laughing around a fire, sitting on the front porch watching the sunset, reading, playing games, and stargazing.

Guest favourite
A charming house is set back from the road, framed by lush greenery and well-maintained lawn. American flags are displayed on either side of the entrance, while a mix of roofing styles adds character to the home.
Home in Knoxville
4.89 out of 5 average rating, 18 reviews

Knoxville Nest, cozy house near racetrack

Relax at Knoxville Nest — a cozy 3BR 1 bath, pet-friendly home just steps from Knoxville Raceway. Features a full kitchen, walk-in shower, Smart TVs, patio with fire pit, and comfy beds for the whole crew. Close to Red Rock Lake, Pella, and only 35 miles from Des Moines. Ask us about suite tickets!

Popular amenities for Pleasantville holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Marion County
  5. Pleasantville