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, (56)
"It is nice, roomy, and reasonable."
The price is NZ$493
per night
4 Jun - 5 Jun
Kasa Downtown Des Moines
Cozy one bedroom in home with shared bathroom! In the heart of DSm!
10.0 out of 10, Exceptional, (1)
"This property it’s very recommendable. It was all clean and on a good neighborhood. It feels like home, very quiet place and it counts with all you need from a place. "
The price is NZ$274
per night
30 May - 31 May
Cozy one bedroom in home with shared bathroom! In the heart of DSm!
Beautiful Rustic Barn just waiting for you to kick back and relax.
10.0 out of 10, Exceptional, (378)
"Convenient"
The price is NZ$311
per night
4 Jun - 5 Jun
Beautiful Rustic Barn just waiting for you to kick back and relax.
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Cheerful 2 Bedroom Home only a mile to Fairgrounds
10.0 out of 10, Exceptional, (17)
"We stayed at the Cleveland House while attending a Valais sheep show at the fairgrounds. It was only 6 minutesaway and so convenient! The house was perfect and everything was so clean and in great condition. The beds were super comfortable!We will definitely stay here again!"
The price is NZ$468
per night
3 Jun - 4 Jun
Cheerful 2 Bedroom Home only a mile to Fairgrounds
Cozy Boho-Chic Downtown 2BD/2BR
10.0 out of 10, Exceptional, (8)
"We needed a quick overnight stop on the way from Denver to West Michigan that would allow pets. We arrived very late and getting in was a breeze. The apartment was very nice, easily accessible, and just down the street from a great bakery/coffee shop for our early departure. Just what we needed. Would happily stay again."
The price is NZ$238
per night
3 Jun - 4 Jun
Cozy Boho-Chic Downtown 2BD/2BR
Downtown Loft Skyline View 2BR
10.0 out of 10, Exceptional, (4)
"What an awesome loft in downtown Des Moines. Everything was as we expected. City living and access to tons of restaurants and shopping. Our Host was on point and made sure that we received a 5-Star experience and we did! The dog area on the 6th floor was perfect for our Papillion Loco."
The price is NZ$290
per night
3 Jun - 4 Jun
Downtown Loft Skyline View 2BR
Quiet Studio on Grand - Downtown DSM!
8.4 out of 10, Very good, (5)
"Though I messaged the manager, I never heard back. Also, there was no hot water"
The price is NZ$277
per night
30 May - 31 May
Quiet Studio on Grand - Downtown DSM!
Spacious updated home minutes from Airport and DT!
7.8 out of 10, Good, (7)
"We were in Des Moines for state wrestling and it was nice to come back to a comfortable, quiet spot to regroup. Lots of space and the host was quick to answer any questions."
The price is NZ$535
per night
30 May - 31 May
Spacious updated home minutes from Airport and DT!
The Cartier Lux DT Apt w/Skyline view
9.6 out of 10, Exceptional, (12)
"Beautiful modern apartment with great views and in walking distance of many restaurants and bars! Very clean and had everything we needed! Really enjoyed this place!"
The price is NZ$489
per night
10 Jun - 11 Jun
The Cartier Lux DT Apt w/Skyline view
Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom
10.0 out of 10, Exceptional, (6)
"We were in town for a 10u baseball tournament. 4 parents and 2 ball players. Worked perfectly!"
Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom
Cozy 4br Home - Close To Downtown!
9.8 out of 10, Exceptional, (10)
"Dan, our host, thought of absokutely everything we would need home from home. The house is beautifully decorated with THE most confortable beds. This is our go to home whenever we come to Des Moines and I cannot recommend the property more highly"
The price is NZ$317
per night
3 Jun - 4 Jun
Cozy 4br Home - Close To Downtown!
Beautiful 2BR/2BA in Bldg connected to Skywalk
6.8 out of 10, (3)
"Overall this was a great place for a quick night away. Property managers were wonderful. They quickly responded and took care of any issues. The bathroom outlets did not work. We were able to use an outlet from the kitchen island for curling iron- just enough cord to reach. But could not use the master outlets. One bedroom had no pillow cases but the property manager quickly handled and had the cleaner bring some over- they were wadded up when she gave them to us, so I'm not sure they were...
The price is NZ$467
per night
30 May - 31 May
Beautiful 2BR/2BA in Bldg connected to Skywalk
Studio Sleeps 4 - Next to 3 Breweries!
10.0 out of 10, Exceptional, (1)
"Nice little appointment, we were just there to sleep really quite at night seemed like a nice neighborhood."
The price is NZ$277
per night
30 May - 31 May
Studio Sleeps 4 - Next to 3 Breweries!
Historic Cottage- The Rock House
10.0 out of 10, Exceptional, (13)
"Idyllic. The Rock House reminded us of the adorable, cozy, and charming cottage from the movie Holiday. Thank you for sharing your special place to create some priceless memories!"
The price is NZ$456
per night
30 May - 31 May
Historic Cottage- The Rock House
Stylish Split Foyer - The Sullivan 4 Bedrooms | 2 Bathrooms
9.8 out of 10, Exceptional, (22)
"Exactly as described and well worth the value"
Stylish Split Foyer - The Sullivan 4 Bedrooms | 2 Bathrooms
Downtown Loft Livin' | 2BD/2BR
10.0 out of 10, Exceptional, (8)
"Stayed in the downtown loft over St Patrick’s weekend and it was perfect. Perfect location and walking distance to everything downtown Des Moines. The host was great and answered any questions we had. Beautiful, accommodating apartment that had all that we needed. We will definitely be back in the future!"
The price is NZ$288
per night
10 Jun - 11 Jun
Downtown Loft Livin' | 2BD/2BR
Private Waterfront Cabins
9.8 out of 10, Exceptional, (37)
"Enjoyed our nice quiet getaway!"
Private Waterfront Cabins
The Capitol House-East Village/Downtown, King Bed
10.0 out of 10, Exceptional, (9)
"We drove up for a baseball game with family and rather all staying in separate hotel rooms we chose to get a house that could accamodate all of us! This house was the perfect fit for us! They even provided toys for our littles { 4, 2, 1, and infant} We truly loved it! Will definitely be visiting again!"
The Capitol House-East Village/Downtown, King Bed
Quiet Studio on Grand Ave - Heart of Downtown
10.0 out of 10, Exceptional, (1)
"The location is great! Close to the sculpture park downtown and lots of places you can walk to. We didn't spend a lot of time in the room, other than to sleep. Simple amenities were perfect for us."
Quiet Studio on Grand Ave - Heart of Downtown
Private Water Side Cabins
10.0 out of 10, Exceptional, (8)
"The cabin is located on a farm in a very peaceful setting. The resident dog greeted us daily and was a welcome sight. The cabin is comfortable and overlooks the water. It was a very peaceful stay! Would recommend it if you want to unplug!"
Private Water Side Cabins
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See all available properties in Pleasantville
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.

Other types of properties in Pleasantville you may be interested in

Surety Hotel
4.0 star property
9.4 out of 10, Exceptional, (690)
"Staff and hotel were wonderful! Pillows were great and showers were perfect. Location is amazing. Style of hotel is a dream. Restaurant and coffee shop were delicious! Would have been 5 stars but the BEDS were miserable. Definitely a bummer to have a hotel be this close to perfect but use discount mattresses. "
The price is NZ$297
per night
2 Jun - 3 Jun
Surety Hotel
Days Inn & Suites by Wyndham Des Moines Airport
2.0 star property
8.4 out of 10, Very good, (1169)
"Nice room. Pleasant staff. Great breakfast. "
The price is NZ$128
per night
30 May - 31 May
Days Inn & Suites by Wyndham Des Moines Airport
Hotel Fort Des Moines, Curio Collection by Hilton
4.5 star property
9.6 out of 10, Exceptional, (716)
"The service was amazing from the moment we checked in. I appreciated the texts during our stay to see if we needed anything. We also dine at Proudfoot & Bird and our Waiter Eric made it a wonderful experience. After we a few drinks at the speak easy to complete our evening. "
The price is NZ$250
per night
23 Jun - 24 Jun
Hotel Fort Des Moines, Curio Collection by Hilton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pleasantville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pleasantville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pleasantville. Seeing all the best attractions is bound to make you fall in love with Pleasantville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pleasantville short-term rentals, that won’t be hard to do.

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?

Cozy one bedroom in home with shared bathroom! In the heart of DSm!: This holiday home rental outside of Pleasantville offers a BBQ, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.

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