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Winterset Vacation Rentals

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Oct 10 - Oct 12
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Dec 19 - Dec 21

Vacation Rentals in Winterset

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

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

10.0 out of 10, Exceptional, (62)
"This house was perfect for our little girl's weekend getaway! The hot tub was so nice to relax in."
The price is ￥22,942
￥57,171 total
includes taxes & fees
Sep 30 - Oct 1
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (70)
"A group of art teachers stayed here for a night after professional development. The living room was large and we could all hang out. The game room had ample space and things to do. "
The price is ￥30,810
￥77,538 total
includes taxes & fees
Sep 30 - Oct 1
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (56)
"Excellent location and clean property. Plenty of things to do in the area as well as comfortable living space at the property."
The price is ￥46,955
￥107,675 total
includes taxes & fees
Sep 29 - Sep 30
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Beautiful home minutes from downtown!
Game room

Beautiful home minutes from downtown!

9.4 out of 10, Exceptional, (18)
"Overall we had a nice time and would come back. It was convenient for visiting family without being in each other’s way."
The price is ￥17,490
￥41,355 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful home minutes from downtown!
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (64)
"This was great for our extended family to stay. Plenty of room for everyone. "
The price is ￥40,228
￥97,964 total
includes taxes & fees
Sep 28 - Sep 29
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Charming Beaverdale 4BR/2BA in central DSM - Safe & Cozy
Fridge, microwave, oven, stovetop

Charming Beaverdale 4BR/2BA in central DSM - Safe & Cozy

9.4 out of 10, Exceptional, (26)
"This location had the space, comfort and amenities to make our stay enjoyable. "
Charming Beaverdale 4BR/2BA in central DSM - Safe & Cozy
Velvet Noir - Sultry City Luxe
Microwave, oven, stovetop, dishwasher

Velvet Noir - Sultry City Luxe

10.0 out of 10, Exceptional, (1)
"We truly enjoyed our time at the Velvet Noir. The location was perfect for the activities we wanted to do in downtown Des Moines. The host was very responsive, kind and courteous."
The price is ￥19,912
￥51,433 total
includes taxes & fees
Oct 1 - Oct 2
Velvet Noir - Sultry City Luxe
Recently Remodeled! Charming 2-bedroom bungalow in terrific DSM neighborhood
Microwave, oven, stovetop, dishwasher

Recently Remodeled! Charming 2-bedroom bungalow in terrific DSM neighborhood

9.6 out of 10, Exceptional, (9)
"We stayed for a week and had such a wonderful time. The home is beautiful, clean, comfortable, and the photos are a perfect description. While we were there we saw fireflies, an owl, bunnies, a doe and fawn, chipmunks, squirrels, cardnials, and many others birds. The neighborhood is quiet and beautiful. We absolutely would stay here again."
Recently Remodeled! Charming 2-bedroom bungalow in terrific DSM neighborhood
House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood
Outdoor dining

House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood

9.8 out of 10, Exceptional, (13)
"Great house with plenty of space for hosting a small group get together! The location is close to downtown and easy to get to! "
House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!
Terrace/patio

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

10.0 out of 10, Exceptional, (34)
"Perfect place for is"
Luxury condo. 2 car garage, rooftop patio. Perfect for work or play!
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
Fridge, microwave, oven, stovetop

Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom

9.6 out of 10, Exceptional, (24)
"House is mostly updated and huge! We had a good stay. "
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
Marisol's Cozy House
Fridge, microwave, oven, stovetop

Marisol's Cozy House

9.2 out of 10, Wonderful, (5)
"Family of 6 stayed for 2 nights. Comfortable enough for 2 nights. 4 of us for another 2 nights was much better. 6 is tight. 4 is fairly comfy. Cute place. "
The price is ￥7,952
￥34,904 total
includes taxes & fees
Sep 29 - Sep 30
Marisol's Cozy House
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!
Interior

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

9.8 out of 10, Exceptional, (64)
"Our stay was an amazing experience and the host was very helpful with any and all questions we had. I would recommend this host/property to any of my family or friends!"
The price is ￥33,501
￥109,014 total
includes taxes & fees
Oct 1 - Oct 2
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!
Bright and Spacious Historic Kingman Blvd 3Bdr #1
Living area

Bright and Spacious Historic Kingman Blvd 3Bdr #1

8.4 out of 10, Very Good, (10)
"We had a great stay here. The host was very responsive and was willing to make some accomadations for us. House was clean and a nice space for multiple couples traveling for a weekend wedding."
The price is ￥17,490
￥36,332 total
includes taxes & fees
Sep 30 - Oct 1
Bright and Spacious Historic Kingman Blvd 3Bdr #1
NEW! The Palms Mirage House
Pool

NEW! The Palms Mirage House

10.0 out of 10, Exceptional, (2)
"Perfect location and property for girlfriends to gather and stay for high school reunion. Everything we needed to reconnect and enjoy each others company. "
NEW! The Palms Mirage House
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
Property grounds

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

2.0 star property
8.6 out of 10, Excellent, (29)
"Wonderful property and host! "
The price is ￥15,876
￥42,895 total
includes taxes & fees
Sep 30 - Oct 1
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!
Outdoor spa tub

Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

9.6 out of 10, Exceptional, (23)
"Clean & thoughtful touches! I loved the outdoor patio. The bedroom size is in keeping with the house, comfortable & was well represented from the pictures. The washing machine & dryer were nice to have - especially after using the hot tub."
The price is ￥31,692
￥60,777 total
includes taxes & fees
Sep 28 - Sep 29
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!
Waterbury Treasure!
Exterior detail

Waterbury Treasure!

9.8 out of 10, Exceptional, (10)
"Great home we booked during our time in Iowa for hinterland. It was a great place to escape to after the music festival!"
Waterbury Treasure!
Good Vibes 2 Bed Home Centrally Located on Quiet St.
Fridge, microwave, oven, stovetop

Good Vibes 2 Bed Home Centrally Located on Quiet St.

9.8 out of 10, Exceptional, (44)
"Nice, clean, excellent communication. Would definitely recommend and stay there again. "
Good Vibes 2 Bed Home Centrally Located on Quiet St.
Convenient functional quiet 5 bedroom 3 bath home in Clive.
Dining

Convenient functional quiet 5 bedroom 3 bath home in Clive.

The price is ￥49,118
￥84,866 total
includes taxes & fees
Sep 30 - Oct 1
Convenient functional quiet 5 bedroom 3 bath home in Clive.
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

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA

10/10 Excellent
"Nice clean "
Gerronte 1-night trip
Posted 2 days ago
Motel 6 West Des Moines, IA

Find out more about Winterset

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:

  • View our selection of featured holiday rentals in Winterset
  • Use the map to find apartments and other holiday homes in the Winterset neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winterset while they last

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, Madison County Courthouse 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.