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Holiday Rentals in Winterset

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Check prices for these dates

Holiday Rentals in Winterset

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

9.6 out of 10, Exceptional, (51)
"Our large family had a great stay here! There was something for everyone to do! "
The price is €433
includes taxes & fees
23 Feb - 24 Feb
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!

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

2.0 star property
9.6 out of 10, Exceptional, (11)
"Just a handful of us ladies enjoyed a nice night!! Hot tub was fun, spacious, very accommodating! The home is absolutely beautiful! Would definitely stay here again!"
The price is €270
includes taxes & fees
3 Mar - 4 Mar
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

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

10.0 out of 10, Exceptional, (33)
"Good home. Excellent host. "
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!

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 €234
includes taxes & fees
24 Mar - 25 Mar
Downtown Skyline Views in Modern Townhome with Rooftop Patios

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

10.0 out of 10, Exceptional, (21)
"Very quiet location just out of town. Lots of space inside and out. Great hosts. "
Raccoon River Retreat: Indoor Pool & Outdoor Fun!

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

10.0 out of 10, Exceptional, (58)
"It was the perfect place for our family to be together to celebrate and play games in a homey place rather than hotel rooms. The property would have received 5 stars, but the master shower water never got hot, only warmish even after running it for a long time. I was also disappointed that the master bed has two twin mattresses joined, leaving an uncomfortable crack between your partner. I would recommend a foam T wedge being added or a regular king mattress to fix this problem. Otherwise, we...
The price is €922
includes taxes & fees
23 Feb - 24 Feb
SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!

Spacious and clean 4-bedroom townhome in Urbandale with fitness room, WiFi

10.0 out of 10, Exceptional, (1)
"Very welcoming house and very spacious "
Spacious and clean 4-bedroom townhome in Urbandale with fitness room, WiFi

Comfortable and Spacious 3 Bedroom Home

9.8 out of 10, Exceptional, (36)
"We were in town for a funeral and the location of the property was perfect for our location of activities. House was good in person, as advertised in the pictures. "
Comfortable and Spacious 3 Bedroom Home

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

9.4 out of 10, Exceptional, (46)
"Everything was great and really fun!"
The price is €660
includes taxes & fees
24 Feb - 25 Feb
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

2-bedroom vacation home just 3 minutes drive to Drake University

9.8 out of 10, Exceptional, (29)
"My husband and I grew up and lived in this part of town and our children and friends still live there, so the location was perfect. The space was great and everything was clean and well cared for. The only negative is the driveway-there are planters that prevent you from turning around to exit the property easilyand you have to back out a narrow strip of driveway. I would recommend moving those large planters (at least in the winter) for an easier exit. Other than that, it was great!"
2-bedroom vacation home just 3 minutes drive to Drake University

Charming 4BR/2BA in central DSM

9.4 out of 10, Exceptional, (21)
"House worked well for our stay. Property manager Dan was great to work with. "
Charming 4BR/2BA in central DSM

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

9.8 out of 10, Exceptional, (47)
"This property was perfect for our family christmas- plenty of things on the property for everyone to do, and close proximity to so many options for all ages"
The price is €561
includes taxes & fees
3 Mar - 4 Mar
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

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

10.0 out of 10, Exceptional, (24)
"We came to Des Moines to put on a baby shower. This house was perfect for our family!! Our host communicated with us before, during and after our stay. The house was exactly as described. So many extra touches throughout the entire house. We highly recommend! "
The price is €521
includes taxes & fees
23 Feb - 24 Feb
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

Suburban Oasis with Hot Tub Spa

10.0 out of 10, Exceptional, (14)
"The home was inviting, clean, and the check in and check out process were smooth. I’d definitely recommend this place to others and would stay here again. Thanks for being a great host!! "
Suburban Oasis with Hot Tub Spa

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

9.4 out of 10, Exceptional, (160)
"We enjoyed our stay, and the host was very accommodating and pleasant. The place was homey and authentic. The shower/tub on the main floor did not drain well. The host had someone come over and work on it. It helped some, but didn't totally fix the problem. Also, there were no outlets in the upstairs bathroom. We had a lot of people getting ready in the mornings, so this made things a little hectic.All and all, we enjoyed our stay and would recommend our host."
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

Luxury 4 bedroom and 2.5 bath home

9.0 out of 10, Wonderful, (10)
"We were in town for my mom’s funeral. It was nice that my kids and grandkids could all stay together. Location was great, beds comfortable and nice to have 2.5 bathrooms. Would stay again."
The price is €497
includes taxes & fees
23 Mar - 24 Mar
Luxury 4 bedroom and 2.5 bath home

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

10.0 out of 10, Exceptional, (394)
"Comfortable clean we really enjoyed "
The price is €184
includes taxes & fees
23 Feb - 24 Feb
Beautiful Rustic Barn just waiting for you to kick back and relax.

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"Great space for family to gather. Would certainly recommend this property. "
URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..

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

9.4 out of 10, Exceptional, (22)
"This property was the best VRBO we've ever stayed at.so far.We came to town for the holidays and found the house comfortable, with plenty of room to relax between gatherings. Every bedroom has a TV, plenty of pillows, room for your things, and a comfortable bed. The only drawback to the house was the stairs. There are stairs everywhere. We will definitely book this house again. As long as no one is on crutches. "
Hot Tub, Fenced Yard, Games, Office/Gym + Pets Ok!

Spacious updated home minutes from Airport and DT!

8.4 out of 10, Very good, (14)
"My friends and I had a wonderful time at this property. The house was very clean and well equipped with what we needed. There was plenty of room for the 5 of us. The location was perfect for the activities we had planned. The neighborhood was quiet. There were several outdoor areas and we did use the one deck. The owners were very nice and answered any questions or issues we might have had. Would definitely stay in one of their properties again. Jane"
The price is €321
includes taxes & fees
26 Feb - 27 Feb
Spacious updated home minutes from Airport and DT!
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 types of properties in Winterset you may be interested in

Covered Bridge Inn

2.5 star property
9.2 out of 10, Wonderful, (649)
"Very friendly staff. Easy check in. Clean rooms. Will stay again when i am in town "
The price is €62
includes taxes & fees
22 Feb - 23 Feb
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (609)
"This hotel was amazing. All staff welcome you with a smile and help with any detail. The room was very cozy as well. Breakfast eggs were cold already at 7:15 or so but the food itself tasted great. Winterset ,the surroundings and the people here are so calm and inviting."
The price is €125
includes taxes & fees
7 Mar - 8 Mar
Cobblestone Inn & Suites - Winterset, IA

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
9.0 out of 10, Wonderful, (1604)
"This hotel has a little age on it, but the staff was great, breakfast was very good, and the pool area is great for kids. The indoor/outdoor pool was awesome, we swam outside in nice warm water when the temps were in the single digits."
The price is €98
includes taxes & fees
23 Feb - 24 Feb
Stoney Creek Hotel Des Moines - Johnston
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.

Frequently asked questions

Can I find holiday rentals in Winterset?

Yes, there are holiday rentals close to the most popular sights in Winterset, or you can select a more secluded option if you're looking for a relaxing stay. Winterset is known for its shopping and restaurants. Make sure you have time to check out the bars while you're in the area.

What are some of the best holiday rentals that Winterset has to offer?

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!: This holiday home rental outside of Winterset offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Winterset?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Winterset stay.

What can I see and do in Winterset?

Cultural attractions include John Wayne Birthplace Museum and The Winterset Stage, whereas Pammel State Park is one spot to enjoy nature. While here, Madison County Courthouse and Cedar Bridge are other places worth a visit.

What are holiday rentals like in Winterset?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winterset. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.