Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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Top guest favorite

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

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.

4.99 out of 5 average rating, 108 reviews

Top guest favorite

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

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.***

4.97 out of 5 average rating, 214 reviews

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

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.

5.0 out of 5 average rating, 209 reviews

Guest favorite

A spacious living area features large windows that allow natural light to fill the room and provide views of the surrounding landscape. Comfortable seating options include plush sofas and bean bags arranged around a decorative coffee table on a patterned rug. A flat-screen TV is positioned near a stone fireplace.

Cabin in Norwalk

Private lake, lodge & 23 acres south of Des Moines

Amazing, secluded 23 acres of property highlighted with a 6 BR lodge and your own PRIVATE lake. For the bike enthusiast, the famous 17 mile Great Western bike trail is located right at the driveway. For the kids or kid-at-heart, enjoy numerous activities & games: - basketball court - sand VB court - 6 kayaks - 2 ping pong tables - billiards table - air hockey - 2 foosball tables - numerous board & card games - ladder ball, bag toss Located <15 miles south of Des Moines/Jordan Creek Mall.

4.95 out of 5 average rating, 104 reviews

Top guest favorite

Cabin in Prole

Autumn Oasis Cabin with Firepit 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.

4.98 out of 5 average rating, 126 reviews

Guest favorite

A spacious farmhouse is situated on a grassy expanse, framed by a serene sunset. The two-story structure features large windows, providing ample natural light. The building's exterior is painted in a calm gray with white accents, complemented by a welcoming front entrance.

Farm stay in Carlisle

Country Charm Homestead

Our farmhouse homestead retreat offers the quiet and private country space, while being conveniently located near the airport and downtown Des Moines and the Iowa State Fairgrounds. This 5400 sq ft home offers 5 bedrooms and 4 bathrooms with a 500 sq ft Master Suite that has it’s own private bathroom with a whirlpool tub. The property sits on over 2 acres with a comfortable walkout back porch with a fire pit. It is perfect for extended work trips, short term rental opportunities and groups.

4.81 out of 5 average rating, 114 reviews

Top guest favorite

An aerial view captures the property adjacent to the Terrace Hills Golf Course, showcasing expansive green lawns and a well-maintained golf course. The image includes a view of the clubhouse and mini golf area, highlighting the outdoor amenities and surrounding landscape.

Home in Altoona

Enjoy golf course views with hot tub and fire pit.

Leann and I are your hosts and our goal is not only to provide you with a clean and safe environment but also the opportunity to create lasting memories with friends and family. Our home is adjacent to Terrace Hills GC and you will find outdoor deck amenities that you will not find at any other Altoona area daily rental; golf course views, hot tub, and fire pit! Our calendar nightly rate is for 2 guests. Additional guest(s), $20.00 per person, per night. Thanks for viewing our information!

4.96 out of 5 average rating, 126 reviews

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

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.

5.0 out of 5 average rating, 11 reviews

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

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.

4.96 out of 5 average rating, 185 reviews

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

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.

4.99 out of 5 average rating, 422 reviews

Top guest favorite

Home in Pella

Pristine getaway for groups; 5 BR - sleeps 16+

Wildflower on Independence was designed to provide you with a relaxing, spacious, peaceful house to gather with family and friends! With five bedrooms, a fully equipped kitchen, open dining room, seven TVs, capacious family room, and beautiful bathrooms, you will have ample room to relax and fellowship. Whether you are planning a family reunion, girls getaway, or bridal shower, Wildflower will not disappoint! Come and be our guest while you enjoy the history and flavor of Pella, Iowa.

5.0 out of 5 average rating, 137 reviews

Top guest favorite

A spacious living area features a modern design with a large sofa and two green accent chairs. A sleek entertainment unit with a fireplace is centered on the wall. Large windows provide natural light, enhancing the open and airy atmosphere.

Barn in Des Moines

8000sqft Barndo | Indoor Court + 2 Living Qtrs

Welcome to The Lodge on 3rd - a massive 8000 sq ft Barndominum. Nestled in the heart of Des Moines, Iowa, this stunning retreat offers the perfect blend of rustic charm and modern elegance. With 4 spacious bedrooms and a large loft, there is plenty of room for you and your guests to unwind in style. This property is next door to Luxury Living on Third. airbnb.com/h/luxurylivingonthird These combined properties are ideal for family reunions, etc. ***$200 Pet Fee***

5.0 out of 5 average rating, 177 reviews