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Compare 142 Vacation Homes in Winterset with updated reviews, rates, and availability.

Hot Tub, BBQ, Fenced Yard, Games, Office/Gym + Pets Ok!
Living Room

Hot Tub, BBQ, Fenced Yard, Games, Office/Gym + Pets Ok!

9.4 out of 10, Exceptional, (19)
"Easy check-in and access. Great neighborhood. Plenty of parking. Lovely accommodations. Loads of space. Fun extras like fireplace and hot tub. Perfect for our lady’s weekend. 10/10. Highly recommend. "
Hot Tub, BBQ, Fenced Yard, Games, Office/Gym + Pets Ok!
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
Open Dinning & Living Room w/ 65 inch TV and electric fireplace

Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!

10.0 out of 10, Exceptional, (31)
"Very spacious home close to many amenities! Highly recommend!"
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
Exterior

Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom

10.0 out of 10, Exceptional, (11)
"Large modern house, great space both inside and out. Nice fixtures and fittings (couple of minor things need a touch up) but overall wonderful! Comfy living room, beds comfy too. Garden and decking area great space to relax in. Host friendly and super responsive....also able to accommodate extra nights stay."
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
4-Player game with 4000 games to choose from! Golden Tee 2022 & Silver Strike!

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!

9.6 out of 10, Exceptional, (46)
"Our large group of 8 adults and 5 kids had tons of fun in the game room! Kids spent the entire time there. So much fun and things to do in that space! There are lots of beds and they were pretty comfortable. The kitchen is pretty small with minimal counter space and lacking in supplies. The bathroom setup is a little misleading, there is a full bath upstairs, tiny sink & toilet on the main floor and a shower and sink only in the basement which smells super damp and musty. One awesome feature is...
The price is SAR 748
SAR 1,906 total
includes taxes & fees
23 Dec - 24 Dec
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
Comfortable and Spacious 3 Bedroom Home
Front of the house

Comfortable and Spacious 3 Bedroom Home

9.6 out of 10, Exceptional, (34)
"Visiting family for Thanksgiving and this home worked out very well for us. Comfortable stay."
Comfortable and Spacious 3 Bedroom Home
SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!
Game room

SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!

10.0 out of 10, Exceptional, (51)
"This property lived up to its VRBO listing and reviews. It is clean,spacious, well-appointed, and well-stocked with everything from coffee to toothpaste. We had no problems at all. The party barn was perfect for a day after our son's wedding get-together. SO much fun! We would definitely rent again!"
The price is SAR 1,499
SAR 3,446 total
includes taxes & fees
5 Jan - 6 January 2025
SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!
Gem in West Dsm | 4BD/3BA Home | Perfect Location

Gem in West Dsm | 4BD/3BA Home | Perfect Location

9.8 out of 10, Exceptional, (18)
"This house is in a great location and very nice. It was a great place for a girls weekend away for shopping. My only comment would be we didn't have the 6 chairs at the table like we expected. Great host!"
Gem in West Dsm | 4BD/3BA Home | Perfect Location
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

10.0 out of 10, Exceptional, (21)
"We were meeting with extended family for Thanksgiving and need a place for 9 people (3 generations) to stay -- and this one delivered! The house was clean and beautifully furnished. The host was friendly and responded quickly to my questions. The kitchen was outfitted with everything we needed for meals and included the fixings for coffee and tea. Best of all, with five bedrooms, all 9 of us (3 generations) could stay in one place. The laundry facilities were a bonus! The location made it easy...
The price is SAR 691
SAR 1,607 total
includes taxes & fees
23 Dec - 24 Dec
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!
Outdoor spa tub

Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

9.8 out of 10, Exceptional, (15)
"We had nice relaxing stay. Watched movies In the theater area and relaxed in the hot tub. Definitely be going back"
The price is SAR 1,048
SAR 1,839 total
includes taxes & fees
23 Dec - 24 Dec
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!
Downtown Skyline Views in Modern Townhome with Rooftop Patios
downtown skyline view and our corner townhome

Downtown Skyline Views in Modern Townhome with Rooftop Patios

9.8 out of 10, Exceptional, (17)
"Clean and comfortable. A wonderfully responsive host."
The price is SAR 537
SAR 963 total
includes taxes & fees
26 Dec - 27 Dec
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Disco Dreamhouse ✨ Fully Fenced Yard, Pet Friendly, 7 minutes from Downtown
Living area

Disco Dreamhouse ✨ Fully Fenced Yard, Pet Friendly, 7 minutes from Downtown

10.0 out of 10, Exceptional, (14)
"We gathered in the basement and enjoyed our time as a family. Convenient location."
The price is SAR 852
SAR 1,573 total
includes taxes & fees
26 Dec - 27 Dec
Disco Dreamhouse ✨ Fully Fenced Yard, Pet Friendly, 7 minutes from Downtown
Cheerful two bedroom duplex
Dining

Cheerful two bedroom duplex

9.4 out of 10, Exceptional, (9)
"Great safe neighborhood, not far from downtown. Says there is a hot tub, but there is no hot tub. We didnt book soley for that, but if thats what your looking for just know there isnt one, we would book again."
Cheerful two bedroom duplex
URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..
Living area

URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..

2.0 star property
10.0 out of 10, Exceptional, (6)
"This home was fantastic and will be out go to place when visiting family in Des Moines. The location was a safe neighborhood with close access to Jordan creek mall, coffee, and restaurants! The house has a great layout, a nice deck and backyard. And a fun game room in the basement which kept the kids busy! Also check in super easy and owner responded to my questions quickly and was super helpful. This home is clean, well decorated and had nice touches like toothbrushes, paper towels,...
URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..
Beautiful home minutes from downtown!
Exterior

Beautiful home minutes from downtown!

9.4 out of 10, Exceptional, (6)
"This house had everything we needed. The location was within 20 minutes of everything we needed and wanted to do. There’s plenty of room so you’re not on top of each other. The owner was responsive and friendly. We will stay here again when we need to see family. "
The price is SAR 488
SAR 1,094 total
includes taxes & fees
25 Dec - 26 Dec
Beautiful home minutes from downtown!
Charming 2-bedroom house in serene Creston with AC
Exterior

Charming 2-bedroom house in serene Creston with AC

2.0 star property
9.2 out of 10, Wonderful, (5)
"We needed a last minute place to stay and the property manager was amazing! This home was perfect and just what we needed!"
The price is SAR 548
SAR 698 total
includes taxes & fees
23 Dec - 24 Dec
Charming 2-bedroom house in serene Creston with AC
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Game room

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

9.4 out of 10, Exceptional, (42)
"Worked great for us. Plenty of beds for everyone, held a couple day meeting. Close to restaurants and easy to get too. "
The price is SAR 1,311
SAR 2,874 total
includes taxes & fees
25 Dec - 26 Dec
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Private kitchen

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

9.8 out of 10, Exceptional, (42)
"Beautiful house, plenty of beds to accommodate everyone & the basement game room was a hit. Something for everyone, ages 15-62."
The price is SAR 939
SAR 2,398 total
includes taxes & fees
2 Jan - 3 January 2025
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
Front View

Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

9.4 out of 10, Exceptional, (157)
"The house was amazing- so many conversation pieces. We played games, watched movies and enjoyed the overall comfort of this home. Beds were very comfortable- bathrooms well stocked and clean!! Parking is great!!!! Highly recommend!!!"
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
Gorgeous Home With Sauna Sleeps 7
Private kitchen

Gorgeous Home With Sauna Sleeps 7

9.6 out of 10, Exceptional, (35)
"A good place to stay with a larger group. An old home on a busy street, but clean with a nice kitchen. Worked great for our family and friends. "
Gorgeous Home With Sauna Sleeps 7
The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
Living room is located off the entryway & dining room. Two queen sofa sleepers

The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14

10.0 out of 10, Exceptional, (16)
"The property was very homey. We all had a great time. We celebrated Thanksgiving, played cards, watched movies and had a great time visiting with family. On Monday my granddaughter from TN worked using WiFi."
The price is SAR 509
SAR 1,399 total
includes taxes & fees
5 Jan - 6 January 2025
The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
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 property types in Winterset

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Private kitchen

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

9.8 out of 10, Exceptional, (42)
"Beautiful house, plenty of beds to accommodate everyone & the basement game room was a hit. Something for everyone, ages 15-62."
The price is SAR 939
SAR 2,398 total
includes taxes & fees
2 Jan - 3 January 2025
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
4-Player game with 4000 games to choose from! Golden Tee 2022 & Silver Strike!

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!

9.6 out of 10, Exceptional, (46)
"Our large group of 8 adults and 5 kids had tons of fun in the game room! Kids spent the entire time there. So much fun and things to do in that space! There are lots of beds and they were pretty comfortable. The kitchen is pretty small with minimal counter space and lacking in supplies. The bathroom setup is a little misleading, there is a full bath upstairs, tiny sink & toilet on the main floor and a shower and sink only in the basement which smells super damp and musty. One awesome feature is...
The price is SAR 748
SAR 1,906 total
includes taxes & fees
23 Dec - 24 Dec
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
Open Dinning & Living Room w/ 65 inch TV and electric fireplace

Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!

10.0 out of 10, Exceptional, (31)
"Very spacious home close to many amenities! Highly recommend!"
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
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.