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Holiday Rentals in Winterset

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Holiday Rentals in Winterset

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 €743
includes taxes & fees
2 Dec - 3 Dec
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

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

10.0 out of 10, Exceptional, (50)
"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 €898
includes taxes & fees
2 Dec - 3 Dec
SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!

The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10

10.0 out of 10, Exceptional, (52)
"We had a great time! There were plenty of things for everyone to do and space for our family"
The price is €318
includes taxes & fees
11 Dec - 12 Dec
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10

1519 46th Street · Cute 2-bedroom / 1 bath house completely remodeled

9.2 out of 10, Wonderful, (31)
"Great place, awesome quiet neighborhood. Very clean!!!"
1519 46th Street · Cute 2-bedroom / 1 bath house completely remodeled

Good Vibes 2 Bed Home Centrally Located on Quiet St.

10.0 out of 10, Exceptional, (31)
"Didnt spend much time at the property. Beds are comfortable. Quite neighborhood. "
Good Vibes 2 Bed Home Centrally Located on Quiet St.

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

9.4 out of 10, Exceptional, (41)
"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 €742
includes taxes & fees
16 Dec - 17 Dec
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!

10.0 out of 10, Exceptional, (17)
"My husband and I met another couple for the weekend. It was clean and a great location. The rooftop patio was a nice place to sit and share a bottle of wine while catching up. "
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!

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

9.6 out of 10, Exceptional, (45)
"We were transferred to another property due to an unforseen issue. Communication was excellent and the house was amazing. So much to do and lots of little touches. Would stay again!"
The price is €492
includes taxes & fees
2 Dec - 3 Dec
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!

Perfect Big Groups~Downtown~Fun Backyard~Pet Frdly

7.0 out of 10, Good, (10)
"There were 14 of us total and we had room to spare.The house is located literally minutes from everything we wanted to do and was the perfect location for our family reunion. We all definitely had some amazing adventures in IA."
The price is €529
includes taxes & fees
1 Dec - 2 Dec
Perfect Big Groups~Downtown~Fun Backyard~Pet Frdly

Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom

9.6 out of 10, Exceptional, (16)
"Corner property in quiet neighborhood, tranquil, commodious! Sense of space and peace. Highly recommend!"
Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom

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

10.0 out of 10, Exceptional, (390)
"Was very clean. Check-in was super easy. Would definitely think about going again "
The price is €185
includes taxes & fees
1 Dec - 2 Dec
Beautiful Rustic Barn just waiting for you to kick back and relax.

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 €318
includes taxes & fees
8 Dec - 9 Dec
Spacious updated home minutes from Airport and DT!

Studio Sleeps 4 - Next to 3 Breweries!

8.6 out of 10, Excellent, (10)
"All as advertised. Great little place to stay."
The price is €138
includes taxes & fees
2 Dec - 3 Dec
Studio Sleeps 4 - Next to 3 Breweries!

Charming 4 Bedroom Home With Beautiful Backyard

9.2 out of 10, Wonderful, (57)
"Excellent location, "bigger on the inside" house. The only drawback is there's only one bathroom, but it wasn't an issue since I was only staying with one other person. I would definitely stay here again."
Charming 4 Bedroom Home With Beautiful Backyard

Trendy West Des Moines Bungalow

9.6 out of 10, Exceptional, (9)
"We came to town for a girls wknd. We each got our own bedroom w/super comfy beds & lots of space to chill. Location was great for all the activities we had planned. Would definately stay here again! 😃 "
Trendy West Des Moines Bungalow

Comfortable and Spacious 3 Bedroom Home

9.8 out of 10, Exceptional, (31)
"Cozy with lots of room!"
Comfortable and Spacious 3 Bedroom Home

Nice 2 bedroom in Sherman Hill-8

10.0 out of 10, Exceptional, (8)
"Small apartment in a charming neighborhood close to everything! "
The price is €148
includes taxes & fees
8 Dec - 9 Dec
Nice 2 bedroom in Sherman Hill-8

Serenity Heights - Peaceful Country Acres with beautiful view in every direction

10.0 out of 10, Exceptional, (70)
"Great place to stay. "
Serenity Heights - Peaceful Country Acres with beautiful view in every direction

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

Quiet Studio on Grand - Downtown DSM!

6.6 out of 10, (7)
"Though I messaged the manager, I never heard back. Also, there was no hot water"
Quiet Studio on Grand - Downtown DSM!
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, (640)
"Welcoming, clean, recommended an amazing restaurant. Good price. Would gladly stay again if ever that way again. "
The price is €61
includes taxes & fees
1 Dec - 2 Dec
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (598)
"Always a clean, welcoming place with delicious hot coffee and breakfast! Great service! "
The price is €95
includes taxes & fees
13 Dec - 14 Dec
Cobblestone Inn & Suites - Winterset, IA

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
9.0 out of 10, Wonderful, (1120)
"Lighting excellent for visually impaired daughter. Bed height good. "
The price is €85
includes taxes & fees
20 Dec - 21 Dec
Fairfield Inn and Suites by Marriott Des Moines West
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?

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!: This holiday home rental outside of Winterset is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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, Roseman Bridge and Madison County Courthouse 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.