Search Vacation Homes in Pleasantville

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Pleasantville

5 Min to Adventureland and Casino - Fenced in yard

Altoona
9.8 out of 10, Exceptional, (7)
"This little house was perfect for our holiday weekend! Quiet neighborhood (even during fireworks) and easily accessible in Altoona. Property manager was easy to communicate with! Thanks for the great place to stay!"
United States
Krista D.
The price is SAR 242
SAR 964 total
includes taxes & fees
8 Dec - 9 Dec
5 Min to Adventureland and Casino - Fenced in yard

Peaceful, Historic Pella Cottage w/Firepit

Pella
10.0 out of 10, Exceptional, (66)
"We loved the rock house! It was a great place to stay for our anniversary!"
United States
Jon and Carrie T.
The price is SAR 491
SAR 849 total
includes taxes & fees
3 Jan - 4 January 2026
Peaceful, Historic Pella Cottage w/Firepit

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

NEW VIRGINIA
10.0 out of 10, Exceptional, (403)
"Needed a a quick getaway....it was perfect "
United States
Lee F.
The price is SAR 432
SAR 713 total
includes taxes & fees
8 Dec - 9 Dec
Beautiful Rustic Barn just waiting for you to kick back and relax.

Family & Pet-Friendly 2BR Retreat Near Downtown

Greater South Side
10.0 out of 10, Exceptional, (12)
"Great location and had everything we needed! "
United States
Cooper R.
The price is SAR 338
SAR 925 total
includes taxes & fees
8 Dec - 9 Dec
Family & Pet-Friendly 2BR Retreat Near Downtown

• Lively Cottage 2 King Beds 4 Bed 2 Bath •

Indianola
9.4 out of 10, Exceptional, (18)
"This is our 4th stay at the property. It's just as advertised and perfect for our needs. The neighborhood is very quiet and perfect for walking our dog. This time we extended our stay by one day at the start. I messaged the host and he made the process very easy."
United States
Mary W.
• Lively Cottage 2 King Beds 4 Bed 2 Bath •

Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella

Knoxville
9.8 out of 10, Exceptional, (12)
"Clean property, great backyard area for grilling and a bonfire, comfortable indoor space, and no issues that we found during our stay. "
United States
Ryan F.
The price is SAR 582
SAR 1,850 total
includes taxes & fees
8 Dec - 9 Dec
Walk to Knoxville Raceway! 3BR, Fire Pit, Near Lake Red Rock & Pella

The Hen House Country Living with Farm Life Appeal Indianola, IA

Indianola
10.0 out of 10, Exceptional, (7)
"Our host was amazing. Went above to make sure we had a great stay. Very personable..We both enjoyed visiting with her and learning more about the area. We will definitely return to the Hen House"
United States
Madonna
The price is SAR 507
SAR 717 total
includes taxes & fees
11 Dec - 12 Dec
The Hen House Country Living with Farm Life Appeal Indianola, IA

Spacious Pella family cottage w/ideal location

Pella
10.0 out of 10, Exceptional, (46)
"Our family really enjoyed the large dining table. Many memories were shared and a birthday celebrated there. Lovely home!"
United States
Carolyn N.
The price is SAR 656
SAR 1,478 total
includes taxes & fees
3 Jan - 4 January 2026
Spacious Pella family cottage w/ideal location

Beautiful Home in Town Acreage

Altoona
10.0 out of 10, Exceptional, (41)
"just what we needed for stay the Iowa State Fair"
United States
Russell J.
The price is SAR 718
SAR 1,367 total
includes taxes & fees
8 Dec - 9 Dec
Beautiful Home in Town Acreage

Charming 3-bedroom ADU in delightful Des Moines with WiFi, AC

Columbus Park
8.8 out of 10, Excellent, (10)
"This place was awesome and close the the Iowa fairgrounds. We enjoyed our stay! "
United States
Jessica G.
The price is SAR 503
SAR 1,366 total
includes taxes & fees
13 Dec - 14 Dec
Charming 3-bedroom ADU in delightful Des Moines with WiFi, AC

Newly Remodeled Brick Home with wall Sculptures by the Airport

Southwestern Hills
9.8 out of 10, Exceptional, (50)
"Great place"
United States
Rebecca E.
The price is SAR 548
SAR 824 total
includes taxes & fees
5 Jan - 6 January 2026
Newly Remodeled Brick Home with wall Sculptures by the Airport

Beautiful home minutes from downtown!

Des Moines
9.6 out of 10, Exceptional, (25)
"This worked out great for us while we were in town for a wedding. Plenty of room for 4 of us and a dog!"
United States
Mona J.
The price is SAR 439
SAR 1,030 total
includes taxes & fees
8 Dec - 9 Dec
Beautiful home minutes from downtown!

Blending Luxury with Historic Elegance Steps from Downtown

Downtown Des Moines
9.8 out of 10, Exceptional, (6)
"We loved the house and all the gathering spaces. "
United States
Pat L.
The price is SAR 518
SAR 1,563 total
includes taxes & fees
8 Dec - 9 Dec
Blending Luxury with Historic Elegance Steps from Downtown

Downtown Skyline Views in Modern Townhome with Rooftop Patios

Downtown Des Moines
10.0 out of 10, Exceptional, (42)
"A great place to stay if visiting Des Moines!"
United States
Justine
The price is SAR 488
SAR 946 total
includes taxes & fees
1 Jan - 2 January 2026
Downtown Skyline Views in Modern Townhome with Rooftop Patios

Modern Comfort. Perfect location, close to I-80 and sparkling clean!

Des Moines
9.8 out of 10, Exceptional, (10)
"Good clean and close to fair grounds "
United States
Kyle D.
The price is SAR 450
SAR 853 total
includes taxes & fees
8 Dec - 9 Dec
Modern Comfort. Perfect location, close to I-80 and sparkling clean!

•Spacious 4 - bedroom 2 king beds•

Altoona
9.0 out of 10, Wonderful, (4)
"The house was perfect!"
United States
Tony w.
The price is SAR 662
SAR 1,350 total
includes taxes & fees
8 Dec - 9 Dec
•Spacious 4 - bedroom 2 king beds•

Western themed 5 bedrooms 2 full baths. Walking distance to Iowa State Fair

Des Moines
9.4 out of 10, Exceptional, (3)
"Great property, very clean and had plenty of room for the family. We will definitely be staying again!"
United States
Justin B.
The price is SAR 413
SAR 799 total
includes taxes & fees
5 Jan - 6 January 2026
Western themed 5 bedrooms 2 full baths. Walking distance to Iowa State Fair

Fun, group friendly house close to fair! Sleeps 8

Fairground
8.8 out of 10, Excellent, (23)
"Comfortable beds, close to fair, clean, and nice. Jessica, the host was a super host with immediate feedback and getting what we needed. Highly recommend!"
United States
Tammy
The price is SAR 525
SAR 874 total
includes taxes & fees
4 Jan - 5 January 2026
Fun, group friendly house close to fair! Sleeps 8

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

2.0 star property
Greater South Side
8.6 out of 10, Excellent, (34)
"Nice place for the family! "
United States
Brandon G.
The price is SAR 462
SAR 1,206 total
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

Family Cottage w/ epic game room, downtown Pella

2.0 star property
Pella
The price is SAR 574
SAR 1,206 total
includes taxes & fees
2 Jan - 3 January 2026
Family Cottage w/ epic game room, downtown Pella
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasantville Hotel Reviews