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Vacation rentals in Pleasantville

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Top-rated vacation rentals in Pleasantville

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Apartment in Pleasantville

4.89 out of 5 average rating, 36 reviews

Small town living close to big town fun

Comforts of home while you travel. Small safe neighborhood while close to Des Moines , capital of Iowa. Completely furnished duplex. 12 miles from Knoxville, IA home of, the National sprint car track , museum, Slideways go-kart track, original Peace Tree Brewing Co & tap room and Lake Red Rock. 25 mile distance to Des Moines activities which include Wells Fargo Arena and Hy- Vee Hall, Civic Center, Principal Park (Iowa Cubs),Prairie Meadows Casino& Horse Racing and DSM International Airport.

Aug 16 – 23

R3,135 ZAR per night

Cabin in Pella

4.96 out of 5 average rating, 131 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.

Sep 28 – Oct 5

R2,298 ZAR per night

Farm stay in Baxter

4.99 out of 5 average rating, 106 reviews

The Henhouse Retreat

The Henhouse Retreat is a beautifully restored 2 bedroom home converted from an original henhouse on our property. With breathtaking country views out every window, you are sure to find this country retreat relaxing and enjoyable with many things to do close by like fishing, hiking, and a bike trail. Cute little towns to explore or cuddle up with a book & enjoy relaxation that comes with a deep breath in the country. Come as a family, some couples, or a little getaway, this home sleeps 7.

Oct 21 – 28

R2,610 ZAR per night

Home in Winterset

4.97 out of 5 average rating, 194 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.

Jul 26 – 31

R2,985 ZAR per night

Apartment in Oskaloosa

4.95 out of 5 average rating, 127 reviews

Downtown Oskaloosa Square

Brand new in 2021! 650 sf studio apartment in downtown Oskaloosa. Located on 3rd floor of commercial building, across the street from the iconic bandstand and Oskaloosa square. Elevator access to private 3rd floor. 10 foot ceilings, washer & dryer in unit, (2) 50" smart tvs with high speed wifi and cable tv included. Nectar memory foam Queen mattress, double reclining sofa. Plenty of closet space and furnishings for long stays. Professional property management office on main floor.

Nov 19 – 26

R1,538 ZAR per night

Condo in Pella

4.91 out of 5 average rating, 141 reviews

Heart of Downtown Pella

Welkom to Heart of Downtown Pella! This charming stay is within steps of Pella’s most popular features: Quaint shops, vibrant restaurants, and of course Jaarsma & Vader Ploeg Bakeries, Vermeer Windmill, the Pella Historical Village, and more! !CAUTION! The stairway is very steep and is the only way to access the condo. Please take this into consideration if you have limited mobility and/or other reasons that may prohibit you from utilizing the stairs. PLEASE BOOK AT YOUR OWN DISCRETION.

Aug 15 – 22

R2,179 ZAR per night

Home in Des Moines

4.91 out of 5 average rating, 132 reviews

Cheerful 2 bedroom, 3 bed home near Adventureland

You will able to enjoy everything when you stay at this centrally-located small (700 square feet) cottage. A 7 min drive to Adventureland, 11 min drive to the Iowa State Fair Grounds, and 13 min drive to the Iowa Events Center will keep you on your feet with events! Enjoy the entire newly redone 2 bedroom house with free parking, enhanced cleaning, self check in/out, full kitchen with Keurig coffee maker, full washer/dryer, full bathroom, Smart TV, AC/heat, and quality safety features.

Sep 2 – 9

R1,838 ZAR per night

Cottage in Pleasantville

4.9 out of 5 average rating, 77 reviews

Pleasantville Country Cabin

Comfortable, cozy cottage nestled in a valley between cornfields and green pastures. Located approximately 1.5 miles off the pavement, this cottage provides a peaceful, serene experience. It's nestled at the bottom of a hill, next to our family's pond. (Please note, the pond is unavailable for fishing, swimming, kayaking, etc. It is off limits.) The loft is off limits to guests. Please let us know if you have any questions about our place. We can't wait for you to stay!

Dec 18 – 25

R2,019 ZAR per night

Home in Indianola

4.99 out of 5 average rating, 144 reviews

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. Just a three minute drive to Lake Ahquabi that offers many family fun outdoor activities, hiking and biking trails. 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 that rural Iowa has to offer.

Apr 8 – 15

R2,676 ZAR per night

Apartment in Pella

4.99 out of 5 average rating, 290 reviews

60's Inspired Studio

Our awesome 60's Inspired studio has a mid-century vintage vibe! A quick walk to explore the unique city of Pella. Including the city park, historical buildings, restaurants, bakeries, meat markets, stores, Central College, movie theater and much more to explore. This is a second story walk-up; you will have a flight of steps to enter and exit. Private entrance and parking in driveway.

Oct 22 – 29

R1,588 ZAR per night

Home in Winterset

4.99 out of 5 average rating, 186 reviews

Debbie’s Komfy Diggs Winterset

Whole home, two bedroom, full kitchen, pet friendly and close to beautiful downtown historic Winterset. Home of John Wayne and the Bridges of Madison County. My name is Debbie, I have lived in Winterset for over fifty years. Can keep you informed of coming events and maps of the area. Located 13 miles from Interstate 35 and Interstate 80.

Dec 15 – 22

R1,789 ZAR per night

Cabin in Newton

4.98 out of 5 average rating, 252 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.

Dec 13 – 20

R2,308 ZAR per night

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Popular amenities for Pleasantville vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Pleasantville

Apartment in Melcher-Dallas

5.0 out of 5 average rating, 42 reviews

Never Lost Nest - Historic Small Town - 1 Bedroom

May 22 – 29

R2,057 ZAR per night

Place to stay in Knoxville

5.0 out of 5 average rating, 38 reviews

Sprint car races, lake Red Rock, Ragbri, Pella

Jan 30 – Feb 6

R2,805 ZAR per night

Farm stay in Knoxville

4.97 out of 5 average rating, 62 reviews

Tamra's Country Cottage " Vintage Charm"

Sep 8 – 15

R1,427 ZAR per night

Dome in Knoxville

5.0 out of 5 average rating, 11 reviews

Fantastic Geodesic tent by lake red rock

Jan 6 – 13

R2,330 ZAR per night

Home in Indianola

5.0 out of 5 average rating, 19 reviews

3 Bedroom 1.5 Story One Block from the Town Square

Sep 19 – 26

R2,597 ZAR per night

Home in Milo

4.82 out of 5 average rating, 49 reviews

Updated 2 Bedroom Ranch In Mayberry Setting

Jun 10 – 17

R2,632 ZAR per night

Tiny home in Norwalk

5.0 out of 5 average rating, 15 reviews

Charming Waterfront Tiny House & Sauna

Aug 6 – 13

R2,121 ZAR per night

Farm stay in Knoxville

4.97 out of 5 average rating, 34 reviews

Spring Valley Farm Cabin

Dec 21 – 28

R1,975 ZAR per night

Destinations to explore