Book Holiday Homes in Pleasantville

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Featured Holiday Homes in Pleasantville

Historic Cottage- The Rock House

Historic Cottage- The Rock House

Pella
With a stay at this vacation home in Pella, you'll be a 4-minute walk from Central College and within a 5-minute drive of Historical Village, Vermeer Windmill ...
Historic Cottage- The Rock House
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

2 out of 5
Des Moines
The price is AU$468 per night from 29 Apr to 30 Apr
AU$468
includes taxes & fees
29 Apr - 30 Apr
With a stay at this vacation home in Des Moines (Greater South Side), you'll be within a 15-minute drive of Wells Fargo Arena and Drake University.
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
Downtown Skyline Views in Modern Townhome with Rooftop Patios

Downtown Skyline Views in Modern Townhome with Rooftop Patios

Des Moines
The price is AU$447 per night from 27 Apr to 28 Apr
AU$447
includes taxes & fees
27 Apr - 28 Apr
With a stay at this vacation home, you'll be centrally located in Des Moines, within a 5-minute drive of Wells Fargo Arena and Drake University.
Downtown Skyline Views in Modern Townhome with Rooftop Patios
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• Casa Dean sleeps 20 close to Fairgrounds and Downtown Des Moines •

• Casa Dean sleeps 20 close to Fairgrounds and Downtown Des Moines •

Des Moines
The price is AU$857 per night from 28 Apr to 29 Apr
AU$857
includes taxes & fees
28 Apr - 29 Apr
With a stay at this vacation home in Des Moines, you'll be a 4-minute drive from Wells Fargo Arena and 5 minutes from Iowa State Fairgrounds.
• Casa Dean sleeps 20 close to Fairgrounds and Downtown Des Moines •
Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM

Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM

Des Moines
With a stay at this vacation home in Des Moines (Indianola Hills), you'll be a 4-minute drive from Wells Fargo Arena and 5 minutes from Drake University.
Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM
Spacious updated home minutes from Airport and DT!

Spacious updated home minutes from Airport and DT!

Des Moines
The price is AU$522 per night from 7 May to 8 May
AU$522
includes taxes & fees
7 May - 8 May
Located in Des Moines, this vacation home is within a 15-minute drive of Wells Fargo Arena and Drake University.
Spacious updated home minutes from Airport and DT!
Beautiful Home in Town Acreage

Beautiful Home in Town Acreage

Altoona
The price is AU$383 per night from 8 May to 9 May
AU$383
includes taxes & fees
8 May - 9 May
With a stay at this vacation home in Altoona, you'll be within a 10-minute drive of Prairie Meadows Racetrack and Casino and Adventureland.
Beautiful Home in Town Acreage
Cozy & Stylish Single Family Home in Down Town DSM

Cozy & Stylish Single Family Home in Down Town DSM

Des Moines
With a stay at this vacation home in Des Moines (Indianola Hills), you'll be a 4-minute drive from Wells Fargo Arena and 6 minutes from Drake University.
Cozy & Stylish Single Family Home in Down Town DSM
Newly Remodeled Brick Home with wall Sculptures by the Airport

Newly Remodeled Brick Home with wall Sculptures by the Airport

Des Moines
With a stay at this vacation home in Des Moines (Southwestern Hills), you'll be within a 10-minute drive of Drake University and Wells Fargo Arena.
Newly Remodeled Brick Home with wall Sculptures by the Airport
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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.

Pleasantville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pleasantville vacation homes are the perfect way for you to wing it.

Holiday houses in Pleasantville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pleasantville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pleasantville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pleasantville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pleasantville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Pleasantville Holiday Homes essential information

Accommodation
91 Holiday Homes
Lowest Price
AU$104
Highest Price
AU$857
Popular accommodation
Historic Cottage- The Rock House, Charming 3-bedroom house with WiFi and fitness room and hot tub, playground , Downtown Skyline Views in Modern Townhome with Rooftop Patios, • Casa Dean sleeps 20 close to Fairgrounds and Downtown Des Moines •, Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM, Spacious updated home minutes from Airport and DT!, Beautiful Home in Town Acreage, Cozy & Stylish Single Family Home in Down Town DSM, Newly Remodeled Brick Home with wall Sculptures by the Airport

Top trending hotels in Pleasantville

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 out of 5
1000 Walnut St, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 26 May to 27 May
AU$238
includes taxes & fees
26 May - 27 May
With a stay at Hotel Fort Des Moines, Curio Collection by Hilton, you'll be centrally located in Des Moines, within a 5-minute drive of Wells Fargo Arena and ...
Hotel Fort Des Moines, Curio Collection by Hilton
Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

2 out of 5
1901 Hackley Ave, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$104 per night from 27 Apr to 28 Apr
AU$104
includes taxes & fees
27 Apr - 28 Apr
Located in Des Moines (Greater South Side), Days Inn & Suites by Wyndham Des Moines Airport is within a 10-minute drive of Drake University and Wells Fargo ...
Days Inn & Suites by Wyndham Des Moines Airport
Surety Hotel

Surety Hotel

4 out of 5
206 6th Ave., Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 8 May to 9 May
AU$245
includes taxes & fees
8 May - 9 May
With a stay at Surety Hotel, you'll be centrally located in Des Moines, a 7-minute walk from Des Moines Civic Center and 13 minutes by foot from Iowa Events ...
Surety Hotel
Save an average of 15% on thousands of hotels when you're signed in
Des Lux Hotel

Des Lux Hotel

3.5 out of 5
800 Locust St, Des Moines, IA
Fully refundableReserve now, pay when you stay
The price is AU$295 per night from 27 Apr to 28 Apr
AU$295
includes taxes & fees
27 Apr - 28 Apr
You'll be centrally located in Des Moines with a stay at Des Lux Hotel, within a 15-minute walk of Iowa Events Center and Wells Fargo Arena.
Des Lux Hotel
Don't see what you're looking for?
See all available properties in Pleasantville
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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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^Subject to availability and chosen travel dates.