Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

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Top guest favourite
A shaded porch area extends from the entrance of the home, featuring a concrete floor and wooden posts. Wagon wheels are mounted decoratively on the walls. Two chairs are positioned on either side of the entrance, surrounded by grass and greenery.
Home in Indianola
5 out of 5 average rating, 201 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
Cabin in Prole
4.98 out of 5 average rating, 120 reviews

Tranquil Cabin Retreat Near Des Moines

Welcome to Timberlandia! Just south of the Metro, at the border of Madison & Warren counties in the Middle River Valley, the cabin is on 2 acres of shaded lawns with plenty of exploring options on 18 acres of wooded paths & walking trails. Timberlandia is a secluded tranquil getaway, but only 15 minutes from the Airport, 20 minutes from West Des Moines Jordan Creek, and 25 minutes from downtown. Our cabin is great for romantic getaways, family gatherings, festivals, retreats & wedding stays.

Top guest favourite
Flat in Knoxville
4.97 out of 5 average rating, 92 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.

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
4.97 out of 5 average rating, 164 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
Home in Pella
4.99 out of 5 average rating, 150 reviews

Historic Dutch Cottage • Walk to Central • Firepit

The Rock House • Historic• Walk to Central College• Fire Pit Stay in a true piece of Pella history. The Rock House was built in 1856 by Dutch homesteaders and has been beautifully restored with modern comforts. This cozy 2-bedroom cottage sits next to Central College and is just minutes from downtown shops, bakeries, and the famous Vermeer Windmill. Perfect for couples, small families, Central College visitors or a cozy Pella getaway, the home blends historic charm with a peaceful retreat.

Guest favourite
A spacious room features a gray sectional sofa positioned on a warm-toned floor. A cozy bed with green bedding is visible in the background, alongside a desk and lamp. Natural light enters through a window adorned with light curtains.
Guest suite in Pleasantville
5 out of 5 average rating, 10 reviews

Cozy Loft South of Pleasantville

Escape to the countryside with a stay in our charming lofted studio, attached to our family home and nestled on a peaceful farm just 10 minutes from Pleasantville, Iowa. This cozy retreat offers a private studio-style space perfect for a quiet getaway We’re just 15-20 minutes from Knoxville and the famous Knoxville Raceway, making this an ideal spot for race fans. A short drive will also take you to Pella for the stunning Tulip Time Festival or to Des Moines for the iconic Iowa State Fair.

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, 180 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
The exterior of a remodeled house is adorned with warm white lights, highlighting the entrance. A porch with two chairs is visible, alongside decorative plants and stones. The landscape features a welcoming pathway leading to the front door, surrounded by winter foliage.
Cottage in Pella
4.99 out of 5 average rating, 409 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.

Superhost
A modern A-frame cabin showcases its striking triangular silhouette, framed by tall surrounding trees. The front features large glass windows that invite natural light, with a concrete path leading to the entrance. The area around the cabin has recently been landscaped.
Cabin in Hartford
4.86 out of 5 average rating, 7 reviews

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

Make some memories at this unique and family-friendly place. 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 newly remodeled home is showcased, featuring a welcoming facade with a mix of light and dark exterior colors. A concrete driveway leads to the entrance, surrounded by a well-kept lawn and mature trees. A detached garage is visible nearby.
Home in Indianola
4.93 out of 5 average rating, 196 reviews

Charming Home in Indianola

Discover comfort in our newly remodeled 3-bedroom home in the heart of Indianola, Iowa. This charming space boasts modern amenities and stylish decor, providing a cozy retreat for your stay. Enjoy a fully equipped kitchen, spacious living areas, and a modern bathroom. Perfect for families or groups, our home offers a blend of convenience and warmth. Explore nearby attractions or simply relax in our inviting space. Your home away from home awaits in Indianola!

Top guest favourite
The exterior of a single-level bungalow is shown, featuring light-colored siding and blue shutters. A manicured lawn is visible, with flowering shrubs near the front porch. The attached garage is seen on the right, and trees are present in the background under a clear sky.
Home in Knoxville
5 out of 5 average rating, 52 reviews

"Ms. Becky's Bungalow"

Discover Ms. Becky’s Bungalow! A 2-bedroom, fully furnished home for up to 4-6 guests . Features include one queen bed, two twin beds, air mattresses available for more guests, attached garage, laundry, shade tree in front, backyard firepit, and deck. Pet-friendly, non-smoking, and all one level for easy access. Close to great hunting, fishing, and wildlife areas, as well as the Knoxville Raceway.

Guest favourite
A cozy bedroom is highlighted by a spacious bed covered with a floral-patterned quilt. A ceiling fan provides air circulation, while a closet is accessible through a door on the right. Decorative wall art adds interest to the room’s neutral tones.
Flat in Knoxville
4.95 out of 5 average rating, 20 reviews

Vintage Downtown Loft

Welcome to your cozy retreat in the heart of downtown Knoxville, Iowa. This thoughtfully furnished apartment sits just a flight of stairs above a local business, offering both privacy and convenience in one of the most walkable parts of town. Enjoy original architectural charm with modern updates—perfect for solo travelers, couples, or visiting professionals.

Popular amenities for Pleasantville holiday rentals

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