Winterset Vacation Rentals

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Vacation Rentals in Winterset

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

Woodland Heights
9.4 out of 10, Exceptional, (60)
"Thanks so much! We enjoyed the stay with our family"
United States
Julia C.
The price is ¥20,857
¥76,316 total
includes taxes & fees
Nov 23 - Nov 24
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!

West Des Moines
9.8 out of 10, Exceptional, (67)
"Beautiful, private location! Felt like being in the country, but right next door to all the city amenities. Party barn is a fun addition! "
United States
Valerie T.
The price is ¥34,854
¥112,722 total
includes taxes & fees
Dec 1 - Dec 2
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!

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

Waukee
9.8 out of 10, Exceptional, (68)
"There was a lot of room to spread out. Three bathrooms was a big bonus. Had a great space in the living room for our team meeting, and everyone liked hanging out together in the spacious basement. Enjoyed breakfast all together, with plenty of seating. Nice to have Hy-Vee nearby to grab breakfast food."
United States
Chris H.
The price is ¥27,855
¥85,373 total
includes taxes & fees
Nov 24 - Nov 25
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

Downtown Skyline Views in Modern Townhome with Rooftop Patios

Downtown Des Moines
10.0 out of 10, Exceptional, (40)
"A great place to stay if visiting Des Moines!"
United States
Justine
The price is ¥20,219
¥39,368 total
includes taxes & fees
Dec 2 - Dec 3
Downtown Skyline Views in Modern Townhome with Rooftop Patios

Charming 4 Bedroom Home With Beautiful Backyard

North of Grand
9.4 out of 10, Exceptional, (70)
"We really enjoyed our stay. Check in was easy. "
United States
Jenny W.
Charming 4 Bedroom Home With Beautiful Backyard

Velvet Noir - Sultry City Luxe - Sleeps 8+

Downtown Des Moines
10.0 out of 10, Exceptional, (2)
"Clean and well-furnished home with comfortable beds. Great location near downtown and steps away from fun bars and good restaurants. Property managers were available and attentive to our needs."
United States
Nicole P.
The price is ¥20,297
¥52,870 total
includes taxes & fees
Nov 23 - Nov 24
Velvet Noir - Sultry City Luxe - Sleeps 8+

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

Drake
9.6 out of 10, Exceptional, (34)
"Nice, clean property with lots of space. Conveniently located, a very short distance from city of Des Moines. Papa John's Pizza and a gas/convenience store is within walking distance. The hot tub was great, well maintained. "
United States
Sheila G.
Hot Tub, Fenced Yard, Games, Office/Gym + Pets Ok!

Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.

Urbandale
9.6 out of 10, Exceptional, (11)
"Clean and well kept, nice place to stay "
United States
Cooper L.
The price is ¥21,696
¥46,772 total
includes taxes & fees
Nov 23 - Nov 24
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.

Beautiful home minutes from downtown!

Des Moines
9.6 out of 10, Exceptional, (25)
"Very comfortable. Nice Location. Wanted to stay there again next year but it was already booked."
United States
Rick P.
The price is ¥18,197
¥42,677 total
includes taxes & fees
Nov 23 - Nov 24
Beautiful home minutes from downtown!

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

Woodland Heights
10.0 out of 10, Exceptional, (66)
"Wonderful, Close to everything we wanted to do. Very clean and had comfy bed "
United States
M&S D.
The price is ¥17,461
¥51,259 total
includes taxes & fees
Nov 23 - Nov 24
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10

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

West Des Moines
9.4 out of 10, Exceptional, (180)
"Lovely place to stay! Well cared for and lots of amenities. Thank you for such a charming place to rest while we were visiting Des Moines!"
United States
Christine H.
The price is ¥38,883
¥74,730 total
includes taxes & fees
Nov 25 - Nov 26
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

Spacious 4-bedroom house central to Des Moines near Drake Univ. Fenced yard

Drake
9.8 out of 10, Exceptional, (6)
"Great location. Close to Drake. Clean home. Great space for our trip."
United States
Katie H.
The price is ¥28,773
¥68,632 total
includes taxes & fees
Nov 23 - Nov 24
Spacious 4-bedroom house central to Des Moines near Drake Univ. Fenced yard

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

Waveland Park
9.8 out of 10, Exceptional, (49)
"Great place to stay"
United States
Ben C.
2-bedroom vacation home just 3 minutes drive to Drake University

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

2.0 star property
Greater South Side
8.4 out of 10, Very Good, (33)
"Nice place for the family! "
United States
Brandon G.
The price is ¥19,130
¥49,993 total
includes taxes & fees
Nov 23 - Nov 24
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

Cozy Cottage Near Downtown Walkable to Dining and Boutique Shopping

2.0 star property
Woodland Heights
Cozy Cottage Near Downtown Walkable to Dining and Boutique Shopping

Convenient functional quiet 5 bedroom 3 bath home in Clive.

Clive
10.0 out of 10, Exceptional, (2)
"Spacious, comfortable and welcoming. Well supplied. "
United States
Patricia D.
The price is ¥59,257
¥95,807 total
includes taxes & fees
Nov 23 - Nov 24
Convenient functional quiet 5 bedroom 3 bath home in Clive.

Lovely 2-bedroom apartment in Sherman Hill-4

Downtown Des Moines
8.4 out of 10, Very Good, (18)
"Great place for overnight stay! Clean and parking was easy. Upstairs neighbors were a little loud, but other than that it was a great place to stay after our concert."
United States
ADRIENNE C.
The price is ¥16,993
¥29,855 total
includes taxes & fees
Nov 23 - Nov 24
Lovely 2-bedroom apartment in Sherman Hill-4

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 ¥17,886
¥29,885 total
includes taxes & fees
Nov 23 - Nov 24
Beautiful Rustic Barn just waiting for you to kick back and relax.

Forest Ave Historic Rutledge home 8 beds close to everything in the metro.

Drake
9.6 out of 10, Exceptional, (5)
"Very clean and nice place - lots of room and very cozy. Fit all 6 people just fine and was in a good location for things to do. "
United States
Sydney O.
The price is ¥23,330
¥59,401 total
includes taxes & fees
Nov 21 - Nov 22
Forest Ave Historic Rutledge home 8 beds close to everything in the metro.

Beautiful remodeled historic Drake Univ home minutes from downtown and all metro

Drake
10.0 out of 10, Exceptional, (54)
"We had 2 families of young adults and teens. Plenty of space for our needs and well located. "
United States
Jessica O.
The price is ¥62,056
¥124,200 total
includes taxes & fees
Nov 24 - Nov 25
Beautiful remodeled historic Drake Univ home minutes from downtown and all metro
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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Top Winterset Hotel Reviews

Find out more about Winterset

Search for holiday rentals in Winterset on Expedia! You can easily find your home rentals, villas, holiday apartments in Winterset using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winterset!

Frequently asked questions

Can I find vacation rentals in Winterset?

Yes, you can find vacation rentals close to well known local attractions in Winterset, or you can choose a secluded option if you're looking for relaxation. 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 vacation rentals in Winterset?

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!: Visitors like this Winterset vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Winterset?

With 5 Expedia vacation rentals, you're sure 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, Clark Tower and Cedar Bridge are other places worth a visit.

What are vacation rentals like in Winterset?

Vacation rentals are private properties you can stay in for several days or longer in Winterset. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.