Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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

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Top guest favorite
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
5.0 out of 5 average rating, 203 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.

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Top guest favorite
Cabin in Prole
4.98 out of 5 average rating, 122 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.

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Top guest favorite
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, 149 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.

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Top guest favorite
Apartment in Knoxville
4.97 out of 5 average rating, 93 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.

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Top guest favorite
Home in Pella
4.99 out of 5 average rating, 154 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.

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Guest favorite
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, 166 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.

LocationFamilySleep quality

Guest favorite
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
5.0 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.

LocationAir conditioningIndoor spaces

Top guest favorite
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, 414 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.

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Top guest favorite
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, 181 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.

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Top guest favorite
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, 201 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!

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Guest favorite
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
5.0 out of 5 average rating, 12 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.

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Top guest favorite
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
5.0 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.

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Popular amenities for Pleasantville vacation rentals