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Compare 134 Vacation Homes in Winterset with updated reviews, rates, and availability.

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 HV IT ALL!
9.8 out of 10, Exceptional, (27)
"Great place and host! Only slight downfall was the outdoor trash cans were very full and very smelly. Also the yard had not been mowed all year which was just a small inconvenience when playing yard games. But overall a very fun and good experience!"
The price is AED 731
AED 1,864 total
includes taxes & fees
27 May - 28 May
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HV IT ALL!
Private kitchen
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
9.6 out of 10, Exceptional, (27)
"This property has a great location. Lots of games for kids in basement. Clean."
The price is AED 731
AED 2,094 total
includes taxes & fees
27 May - 28 May
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Dining
PARTY BARN 4 GROUPS… PL TBl, PNG PNG, ARCADE, HOT TUB, PATIOS. ACCESS TO POOLS!
9.8 out of 10, Exceptional, (32)
"The property itself was very clean and beautiful. We enjoyed our time and stay. The party barn and playset outside the kids really enjoyed. Us adults spent a lot of time in the hot tub. We are planning on renting another property of steven's at the end of the month. Overall experience was 5 stars in our eyes"
The price is AED 1,098
AED 2,904 total
includes taxes & fees
28 May - 29 May
PARTY BARN 4 GROUPS… PL TBl, PNG PNG, ARCADE, HOT TUB, PATIOS. ACCESS TO POOLS!
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Outdoor dining
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 AED 496
AED 1,207 total
includes taxes & fees
27 May - 28 May
Spacious updated home minutes from Airport and DT!
Create memories here
Good Vibes 2 Bed Home Centrally Located on Quiet St.
9.8 out of 10, Exceptional, (22)
"Very comfortable & nicely decorated. Like the ceiling fans & night lights. Plenty of pillows & blankets. The hosts are very informative & kind."
Good Vibes 2 Bed Home Centrally Located on Quiet St.
Exterior
Grand Home on Grand! Spacious Historic Home
9.6 out of 10, Exceptional, (10)
"A group of friends came up for the DM Women's Run. We had plenty of room to sleep and really enjoyed sitting around in the evening."
The price is AED 918
AED 1,757 total
includes taxes & fees
28 May - 29 May
Grand Home on Grand! Spacious Historic Home
Front of the house
Comfortable and Spacious 3 Bedroom Home
9.6 out of 10, Exceptional, (21)
"Everything was great in this quiet neighborhood. The house was cozy and very welcoming. Loved that there was plenty of towels and all the bath toiletries provided was a plus. There was coffee/hot chocolate pods provided which was nice plus since they are not always offered. The deck area with table and chairs was really nice(although the deck could have used a little tidying up)."
Comfortable and Spacious 3 Bedroom Home
Welcome to Middlebrook Retreat
Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C
The price is AED 694
AED 1,627 total
includes taxes & fees
28 May - 29 May
Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C
Dining
SO MICH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
9.4 out of 10, Exceptional, (25)
"Wonderful house with plenty of space and activities for our competitive friend group! We 100% recommend and will book again in the future!"
The price is AED 915
AED 2,328 total
includes taxes & fees
29 May - 30 May
SO MICH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Welcome to our barn!
Beautiful Rustic Barn just waiting for you to kick back and relax.
10.0 out of 10, Exceptional, (378)
"Convenient"
The price is AED 422
AED 698 total
includes taxes & fees
28 May - 29 May
Beautiful Rustic Barn just waiting for you to kick back and relax.
Private kitchen
Gorgeous Home With Sauna Sleeps 7
9.6 out of 10, Exceptional, (28)
"Nice cozy place where famkly could all be together."
Gorgeous Home With Sauna Sleeps 7
Room
Home in Clive, GREAT location, cozy, spacious, 5BR w/hot tub!
10.0 out of 10, Exceptional, (7)
"This property is the perfect place to stay for large families or groups. We stayed here while in town on a golf trip with 8 friends. The number of bedrooms, bathrooms, and pristine hot tub were perfect! Nice newer fridge and kitchen/bar area, newer big TV, good WiFi, etc. Many nice updates to the home. A few areas are original/older, but still tasteful. Tessa was awesome to deal with, and the house was so clean!! Can’t recommend it enough."
The price is AED 2,288
AED 3,846 total
includes taxes & fees
23 Jun - 24 Jun
Home in Clive, GREAT location, cozy, spacious, 5BR w/hot tub!
1519 46th Street · Cute 2-bedroom / 1 bath house completely remodeled
9.4 out of 10, Exceptional, (24)
"The cleanest rental I have ever stayed in. Neighborhood was very quiet. Linens and towels were soft and plush. Kitchen has all the cookware and utensils you need. Furniture was clean. All new appliances in kitchen. Only drawback was small bathroom that is off the kitchen, but ceilings in bathroom were tall so seems bigger. And shower insert was nice for such a small area."
1519 46th Street · Cute 2-bedroom / 1 bath house completely remodeled
6212 Boston Avenue · 3 bdr / 1 bath Fully Remodeled House off Merle Hay
9.8 out of 10, Exceptional, (19)
"Clean property, well maintained and accurately portrayed on the website. Highly recommend for couples or family."
6212 Boston Avenue · 3 bdr / 1 bath Fully Remodeled House off Merle Hay
downtown skyline view and our corner townhome
Downtown Skyline Views in Modern Townhome with Rooftop Patios
9.0 out of 10, Wonderful, (4)
"A great townhouse in an amazing location!"
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Open layout from the living room to the kitchen on bottom level w/smart TV
A Private Boho-Modern Stay Minutes to Downtown w/ KING Bed and Hidden Nook!
10.0 out of 10, Exceptional, (7)
"We really enjoyed ourselves. The beds were comfortable. Kitchen had everything we need. Very clean!"
A Private Boho-Modern Stay Minutes to Downtown w/ KING Bed and Hidden Nook!
Exterior
Perfect Big Groups~Downtown~Fun Backyard~Pet Frdly
6.4 out of 10, (6)
"Let me start by saying that the property manager Tobias was a good communicator. We had our family Christmas reunion here. The 3 units worked out well for our out of town families to stay. This is an old place that still needs repairs here & there but what house over 100 years old doesn’t. I’m sure it was grand in its early days. I’m happy that the owners have plans for repairs & more updating because I hate to see old homes get run down. There was a leak under one of the kitchen sinks. The...
Perfect Big Groups~Downtown~Fun Backyard~Pet Frdly
Front of the house
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
Exterior
Charming 4 Bedroom Home With Beautiful Backyard
9.4 out of 10, Exceptional, (45)
"Amazing place close to all we needed in Des Moines! Great hosts !"
Charming 4 Bedroom Home With Beautiful Backyard
Exterior
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities
10.0 out of 10, Exceptional, (11)
"Host worked around our needs to make it all work!"
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities
Don't see what you're looking for?
See all available properties in Winterset
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 property types in Winterset

Dining
PARTY BARN 4 GROUPS… PL TBl, PNG PNG, ARCADE, HOT TUB, PATIOS. ACCESS TO POOLS!
9.8 out of 10, Exceptional, (32)
"The property itself was very clean and beautiful. We enjoyed our time and stay. The party barn and playset outside the kids really enjoyed. Us adults spent a lot of time in the hot tub. We are planning on renting another property of steven's at the end of the month. Overall experience was 5 stars in our eyes"
The price is AED 1,098
AED 2,904 total
includes taxes & fees
28 May - 29 May
PARTY BARN 4 GROUPS… PL TBl, PNG PNG, ARCADE, HOT TUB, PATIOS. ACCESS TO POOLS!
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 HV IT ALL!
9.8 out of 10, Exceptional, (27)
"Great place and host! Only slight downfall was the outdoor trash cans were very full and very smelly. Also the yard had not been mowed all year which was just a small inconvenience when playing yard games. But overall a very fun and good experience!"
The price is AED 731
AED 1,864 total
includes taxes & fees
27 May - 28 May
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HV IT ALL!
Private kitchen
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
9.6 out of 10, Exceptional, (27)
"This property has a great location. Lots of games for kids in basement. Clean."
The price is AED 731
AED 2,094 total
includes taxes & fees
27 May - 28 May
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
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.

Recent reviews of Winterset hotels
Expedia verified reviews