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Holiday Rentals in Winterset

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Holiday Rentals in Winterset

SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!
9.8 out of 10, Exceptional, (33)
"We loved this property. We had children of all ages and there was something for all of them. So many thoughtful things were included. It was clean and nicely furnished. The only thing that would have made it better would be if there was a bathroom out in the party barn."
The price is €888
per night
17 Jun - 18 Jun
SPACIOUS LUXURY- PARTY BARN… PL TBl, PNG PNG, ARCADE, PATIOS. ACCESS TO POOLS!
SO MICH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
9.4 out of 10, Exceptional, (27)
"The house was nice! It is an older house that has been remodeled. Obviously, like with any older house, there were some small issues but Steven took care of them immediately. Don't expect anything fancy, but for the price, it was great! The game room downstairs was awesome to keep kids entertained! We would definitely stay there again."
The price is €725
per night
24 Jun - 25 Jun
SO MICH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
6212 Boston Avenue · 3 bdr / 1 bath Fully Remodeled House off Merle Hay
10.0 out of 10, Exceptional, (22)
"My wife and I booked this home for a few nights stay during participation in the Ironman DesMoines 70.3. It was close to the city, and located in a quiet neighborhood area. The house was ready and clean, and Charlton was quick to respond to questions or concerns we had during our stay. If we come back to the area, I would definitely stay again."
6212 Boston Avenue · 3 bdr / 1 bath Fully Remodeled House off Merle Hay
Studio Sleeps 4 - Next to 3 Breweries!
10.0 out of 10, Exceptional, (1)
"Nice little appointment, we were just there to sleep really quite at night seemed like a nice neighborhood."
The price is €163
per night
30 Jun - 1 Jul
Studio Sleeps 4 - Next to 3 Breweries!
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
9.6 out of 10, Exceptional, (28)
"I had a group of 16 college students planning for a student organization and they loved this place! It was in a great location close to lots of options to eat, coffee shops, etc. also lots of space to have large groups together in the basement."
The price is €672
per night
19 Jun - 20 Jun
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 HV IT ALL!
9.8 out of 10, Exceptional, (30)
"Clean and well-kept property in Des Moines with ready access to the fun things to do in the area. Close to Merle Hay mall, easy access to the interstate for travel. Decent neighborhood with quiet neighbors! We had a blast being together for the weekend with all our kids and grandkids."
The price is €486
per night
20 Jun - 21 Jun
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HV IT ALL!
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
Bold Edgy /Massage /Chair Spacious / 3D Wall / Pool / Gym / Tanning Bed
9.6 out of 10, Exceptional, (5)
"The host was great! The check in instructions were very helpful in finding the garage that was for our use while staying at this rental. We had one request and the host took care of this request. The location is close to shopping and restaurants. Will definitely use this rental if in Des Moines again."
The price is €231
per night
17 Jun - 18 Jun
Bold Edgy /Massage /Chair Spacious / 3D Wall / Pool / Gym / Tanning Bed
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!
10.0 out of 10, Exceptional, (8)
"This place is amazing! Super clean and very convenient for walking to downtown restaurants. The pictures of the place do not do it justice. The host could not have been more accommodating and helpful! I would highly recommend it to anyone looking for a place to stay in Des Moines, this is the perfect place."
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!
Beautiful Rustic Barn just waiting for you to kick back and relax.
10.0 out of 10, Exceptional, (379)
"Great Place!"
The price is €183
per night
17 Jun - 18 Jun
Beautiful Rustic Barn just waiting for you to kick back and relax.
Casa Mackie - Sophisticated Split Level, 5 Bedroom, 3 Bathroom
9.2 out of 10, Wonderful, (7)
"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
Quiet Studio on Grand - Downtown DSM!
8.4 out of 10, Very good, (5)
"Though I messaged the manager, I never heard back. Also, there was no hot water"
The price is €163
per night
17 Jun - 18 Jun
Quiet Studio on Grand - Downtown DSM!
3 BR for 9 Guests -Large Beautiful 3 Story Duplex
The price is €315
per night
17 Jun - 18 Jun
3 BR for 9 Guests -Large Beautiful 3 Story Duplex
Charming 4BR/2BA in central DSM
10.0 out of 10, Exceptional, (14)
"Close to Drake Neighborhood and other restaurants and amenities. Easy to find and get into. Accommodated 10 people (6 adults and 4 kids) Great location and size for what we needed."
The price is €334
per night
23 Jun - 24 Jun
Charming 4BR/2BA in central DSM
✧Odyssey at Keystone | Elegant 1BD Apartment✧
8.8 out of 10, Excellent, (5)
"The location was perfect, right off the interstate and centrally located between everywhere we wanted to be. Very Modern style apartment but able to feel like home and still sit back and watch TV. The washer and dryer in the apartment made it very easy to head home and not have to dread doing all the laundry. Definitely will be staying here again!"
✧Odyssey at Keystone | Elegant 1BD Apartment✧
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
9.4 out of 10, Exceptional, (149)
"This property was a perfect place for my family to stay and friends too! All the history that is shown in that home was breathtaking! All the rooms were clean and ready for us! A great game room and bedrooms that were unique in their own ways!"
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
Luxurious New Apartment with Gym and Social Room
10.0 out of 10, Exceptional, (10)
"This property was perfect for our family trip to the Des Moines area for a concert at Vibrant Hall! The check-in/check-out process was very easy. The property manager was very responsive. The property itself was exactly as described- we will definitely stay again!"
The price is €170
per night
8 Jul - 9 Jul
Luxurious New Apartment with Gym and Social Room
Cozy Home is the Heart of Des Moines
10.0 out of 10, Exceptional, (89)
"Great communication from host. Nice location for our events. The amenities at the house were perfect for our stay."
The price is €213
per night
24 Jun - 25 Jun
Cozy Home is the Heart of Des Moines
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
The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
10.0 out of 10, Exceptional, (10)
"Property was as advertised. It was perfect for our group. This is an older house, but bedrooms have window unit AC which work great to keep you cool. Backyard is nice with hot tub, fire pit, etc. Owners we’re great to work with. Nice property."
The price is €380
per night
19 Jun - 20 Jun
The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
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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 types of properties in Winterset you may be interested in

Covered Bridge Inn
2.5 star property
9.4 out of 10, Exceptional, (585)
"Quiet place "
The price is €91
per night
17 Jun - 18 Jun
Covered Bridge Inn
Cobblestone Inn & Suites - Winterset, IA
2.5 star property
9.2 out of 10, Wonderful, (537)
"Beautiful little spot in a quintessential town"
The price is €106
per night
30 Jun - 1 Jul
Cobblestone Inn & Suites - Winterset, IA
Stoney Creek Hotel Des Moines - Johnston
2.5 star property
8.8 out of 10, Excellent, (1242)
"There was a terrible smell in the hallway. There was food, stuck to the hallway carpet. There were wrappers on the hallway floor. "
The price is €114
per night
23 Jun - 24 Jun
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.

Everything you need to know about Winterset holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winterset holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winterset holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winterset holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterset. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winterset holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winterset holiday rentals we have selected for you start as low as €163 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winterset rentals

At Expedia, we put the best Winterset holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winterset rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winterset holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterset. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

PARTY BARN 4 GROUPS… PL TBl, PNG PNG, ARCADE, HOT TUB, PATIOS. ACCESS TO POOLS!: This holiday home rental outside of Winterset offers a fireplace, a balcony 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. 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, Madison County Courthouse and Roseman 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.

Recent reviews of Winterset properties
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