Pleasantville Holiday Rentals

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Holiday Rentals in Pleasantville

Kasa Downtown Des Moines

4.0 star property
9.2 out of 10, Wonderful, (67)
"Great place! We loved it!"
The price is AU$126
includes taxes & fees
15 Dec - 16 Dec
Kasa Downtown Des Moines

The Cartier Lux DT Apt w/Skyline view

9.6 out of 10, Exceptional, (24)
"My adult son and I had an awesome time at this rental. It was more than enough space for us, beautifully decorated and thoughtfully appointed. In a great location walking distance to a lot of cool spots. The host was super responsive as well. You won’t regret booking this place!"
The price is AU$416
includes taxes & fees
17 Dec - 18 Dec
The Cartier Lux DT Apt w/Skyline view

Downtown Loft Skyline View 2BR

10.0 out of 10, Exceptional, (14)
"This is a great unit in a perfect location. Short walking distance to restaurants, bars & the wonderful Des Moines Farmers Market is directly below. The unit is clean and looks exactly like the pictures. Would definitely stay again if ever back in Des Moines."
The price is AU$284
includes taxes & fees
10 Dec - 11 Dec
Downtown Loft Skyline View 2BR

Beautiful Rustic Barn just waiting for you to kick back and relax.

10.0 out of 10, Exceptional, (390)
"Was very clean. Check-in was super easy. Would definitely think about going again "
The price is AU$295
includes taxes & fees
1 Dec - 2 Dec
Beautiful Rustic Barn just waiting for you to kick back and relax.

Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom

9.6 out of 10, Exceptional, (16)
"Corner property in quiet neighborhood, tranquil, commodious! Sense of space and peace. Highly recommend!"
Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom

This house is in a quiet neighborhood near major attractions.

9.8 out of 10, Exceptional, (85)
"Property is nice, for all the house rules and remarks about leaving everything clean and items in their “home” property was not that clean. Oven was a disaster that required cleaning to use. Otherwise nice if you do not mind taxidermy and possible daycare with 3 dogs next door."
This house is in a quiet neighborhood near major attractions.

Spacious updated home minutes from Airport and DT!

8.4 out of 10, Very good, (14)
"My friends and I had a wonderful time at this property. The house was very clean and well equipped with what we needed. There was plenty of room for the 5 of us. The location was perfect for the activities we had planned. The neighborhood was quiet. There were several outdoor areas and we did use the one deck. The owners were very nice and answered any questions or issues we might have had. Would definitely stay in one of their properties again. Jane"
The price is AU$511
includes taxes & fees
4 Dec - 5 Dec
Spacious updated home minutes from Airport and DT!

Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!

10.0 out of 10, Exceptional, (17)
"My husband and I met another couple for the weekend. It was clean and a great location. The rooftop patio was a nice place to sit and share a bottle of wine while catching up. "
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!

Studio Sleeps 4 - Next to 3 Breweries!

8.6 out of 10, Excellent, (10)
"All as advertised. Great little place to stay."
The price is AU$221
includes taxes & fees
2 Dec - 3 Dec
Studio Sleeps 4 - Next to 3 Breweries!

Historic Cottage- The Rock House

9.8 out of 10, Exceptional, (29)
"My husband and I spent two weeks in the Rock House in Pella. We highly recomend this site. Communication was good and the cozy cottage could not have suited us better. We were sad to leave . . . . "
The price is AU$360
includes taxes & fees
2 Dec - 3 Dec
Historic Cottage- The Rock House

Quiet Studio on Grand - Downtown DSM!

6.6 out of 10, (7)
"Though I messaged the manager, I never heard back. Also, there was no hot water"
Quiet Studio on Grand - Downtown DSM!

Cheerful 2 Bedroom Home only a mile to Fairgrounds

10.0 out of 10, Exceptional, (23)
"This property is in such a conveniently located spot for time in Des Moines as its minutes away from downtown, the fair grounds and an excellent spot for an Adventureland weekend. Interiror was clean and cute with the right amenities.The hosts had excellent communication. We had a small blip with our check in process (which normally would have been very convenient) and I was very satisfied with the speed, professionalism and ability of thr hosts were able to communicate with us and resolve it...
Cheerful 2 Bedroom Home only a mile to Fairgrounds

Downtown Loft Livin' | 2BD/2BR

10.0 out of 10, Exceptional, (18)
"Our stay was great. The host was very responsive and gave us recommendations for local eateries and entertainment spots, which we appreciated We totally recommend this spot as a great downtown location."
The price is AU$329
includes taxes & fees
29 Dec - 30 Dec
Downtown Loft Livin' | 2BD/2BR

Cozy 4br Home - Close To Downtown!

9.6 out of 10, Exceptional, (21)
"Enjoyed a two night stay at this property. Comfortable beds, clean rooms. Nice space to play board games, watch movies, shoot pool and visit. Property manager was attentive."
The price is AU$328
includes taxes & fees
1 Dec - 2 Dec
Cozy 4br Home - Close To Downtown!

A Modern and Industrial Loft with Rooftop Patio in the Heart of the East Village

10.0 out of 10, Exceptional, (11)
"Our stay for the weekend was perfect at this Verbo! They provided everything that we wanted for the weekend"
A Modern and Industrial Loft with Rooftop Patio in the Heart of the East Village

Beautiful Home in Town Acreage

9.8 out of 10, Exceptional, (29)
"Myself, with my 2 longtime best friends, stayed 3 nights at the home, from the 13th to the 16th. We visited the Fair, enjoyed some shopping and a lot of time together. The house is welcoming, the reservation process and communication with the owner were hassle-free and prompt. It was very clean, spacious, comfortable. The location was easily accessible and very quiet. I would recommend staying here, 3 separate bedrooms and bathrooms offer a great deal of privacy and space. "
The price is AU$519
includes taxes & fees
29 Dec - 30 Dec
Beautiful Home in Town Acreage

Cozy Boho-Chic Downtown 2BD/2BR

10.0 out of 10, Exceptional, (16)
"We only stayed on night but it was perfect, The apt was clean, in a good area and close enough to several restaurants, breweries, some tourist spots and a DG for last minute items. Beds were comfy and location of bedrooms provided privacy. We would definitely stay there again if ever in the area. Host was.very responsive and provided clear instructions. Thank you"
The price is AU$234
includes taxes & fees
18 Dec - 19 Dec
Cozy Boho-Chic Downtown 2BD/2BR

Quiet Studio on Grand Ave - Heart of Downtown

10.0 out of 10, Exceptional, (2)
"So glad we found this place! We needed a place to stay for 9 days between an alumni reunion and a family wedding and hotel prices were prohibitive. This roomy efficiency was perfect for our stay in a great location at a great price that saved us a lot of cash, making the trip possible. But, what may have made the stay best were the rapid, friendly, and helpful responses I always got from the host whenever I had a question or needed assistance. I'll definitely stay here next time. P. S. The bed...
Quiet Studio on Grand Ave - Heart of Downtown

Stylish Split Foyer - The Sullivan 4 Bedrooms, 2 Bathrooms

9.8 out of 10, Exceptional, (26)
"Beautiful house in a nice neighborhood. The home was clean and was fully stocked with towels and clean bedding. The property owners were polite and accommodating for the duration of our stay. The beds were especially comfortable after a long motorcycle ride across country. We thoroughly e joyed our stay and would stay at this property again when we return to Des Moines. "
Stylish Split Foyer - The Sullivan 4 Bedrooms, 2 Bathrooms

Modern Industrial Apartment with Skywalk

9.4 out of 10, Exceptional, (3)
"Towels were very basic. Could go to Walmart and get a few nice sets to have in unit instead of ones so thin they should be in the rag bucket. A hide-abed would be a great addition to this space. the tables & chairs were nice. Owner seemed to over communicate. We were in town for a tournament so just needed a place to sleep. The rooftop access was nice if only it was warmer. Parking garage & skywalk were nice and convenient. Just don't park near the ramp bc homeless guy broke into my truck &...
The price is AU$255
includes taxes & fees
11 Dec - 12 Dec
Modern Industrial Apartment with Skywalk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Pleasantville you may be interested in

Surety Hotel

4.0 star property
9.4 out of 10, Exceptional, (871)
"Great hotel and staff "
The price is AU$131
includes taxes & fees
22 Dec - 23 Dec
Surety Hotel

La Quinta by Wyndham Altoona Des Moines

2.5 star property
9.0 out of 10, Wonderful, (1639)
"The property was very nice. Clean and comfortable. However the toilet didn’t flush well. They may need to check details like that. I did online check in to avoid delays at the desk. I still had to fill out a paper form and show id and credit card. Online is not worth doing. "
The price is AU$132
includes taxes & fees
1 Dec - 2 Dec
La Quinta by Wyndham Altoona Des Moines

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
8.4 out of 10, Very good, (1467)
"It was ok for the price and 24 hour shuttle service was perfect. "
The price is AU$108
includes taxes & fees
1 Dec - 2 Dec
Days Inn & Suites by Wyndham Des Moines Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Pleasantville?

Yes, there are holiday rentals close to the most popular sights in Pleasantville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasantville has to offer?

Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom : This holiday home rental outside of Pleasantville offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Pleasantville?

While exploring the area, visit family-friendly sights like National Sprint Car Hall of Fame, or get outside and enjoy nature at Lake Red Rock. Knoxville Raceway and Simpson College are a couple of places you'll find in the wider area.

What’s a holiday rental in Pleasantville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasantville. Holiday rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family gatherings.