Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Search Vacation Homes in Winterset

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
14 Rab. I - 16 Rab. I
In two weeks
21 Rab. I - 23 Rab. I
In one month
4 Rab. II - 6 Rab. II
In two months
2 Jum. I - 4 Jum. I

Compare 151 Vacation Homes in Winterset with updated reviews, rates, and availability.

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
9.4 out of 10, Exceptional, (13)
"Good. Close to many places we needed to go"
The price is SAR 375
SAR 1,042 total
includes taxes & fees
11 Mar - 12 Mar
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Terrace/patio

Downtown Skyline Views in Modern Townhome with Rooftop Patios

9.8 out of 10, Exceptional, (19)
"The location was great for getting to the IA Events Center. Quick and easy. There was great restaurants nearby. If you are a light sleeper, the traffic may bother you. Overall great stay. Clean and comfy!"
The price is SAR 450
SAR 887 total
includes taxes & fees
22 Mar - 23 Mar
Downtown Skyline Views in Modern Townhome with Rooftop Patios
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
Smart TV, video games, table tennis

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 SAR 559
SAR 1,672 total
includes taxes & fees
23 Mar - 24 Mar
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
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!

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 SAR 934
SAR 2,849 total
includes taxes & fees
10 Mar - 11 Mar
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!
Fridge, microwave, oven, stovetop

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 SAR 747
SAR 2,143 total
includes taxes & fees
10 Mar - 11 Mar
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..
Terrace/patio

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

2.0 star property
10.0 out of 10, Exceptional, (11)
"Had a good weekend, house was nice. "
URBAN RETREAT - 4 BEDROOM HOUSE, FAMILY FRIENDLY with ARCADE, GAMES..
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines
Dining

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

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

10.0 out of 10, Exceptional, (395)
"Beautiful cottage. Worked out great for our girls weekend. Just wished we could have enjoyed the outside area but Iowa weather didn't cooperate. We have marked this location as one we will visit again. "
The price is SAR 431
SAR 713 total
includes taxes & fees
11 Mar - 12 Mar
Beautiful Rustic Barn just waiting for you to kick back and relax.
Farmhouse Oasis
Outdoor spa tub

Farmhouse Oasis

The price is SAR 263
SAR 465 total
includes taxes & fees
10 Mar - 11 Mar
Farmhouse Oasis
Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!
Fridge, microwave, oven, stovetop

Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!

2.0 star property
9.6 out of 10, Exceptional, (12)
"We had an amazing stay at this home. Perfect to gather family for dinners and playing games. Very spacious and appreciated the off-street parking a ton!! Very comfortable stay and would highly recommend! "
The price is SAR 1,219
SAR 2,042 total
includes taxes & fees
10 Mar - 11 Mar
Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!
Charming house - minutes from downtown, walking distance to Ingersoll!
Outdoor dining

Charming house - minutes from downtown, walking distance to Ingersoll!

2.0 star property
10.0 out of 10, Exceptional, (6)
"totally perfect experience. comfortable, complete and easy. This place is a gem."
Charming house - minutes from downtown, walking distance to Ingersoll!
Suburban Oasis with Hot Tub Spa
Pool

Suburban Oasis with Hot Tub Spa

10.0 out of 10, Exceptional, (15)
"Our stay was absolutely perfect and the host was very responsive and accommodating on allOur requests. Will be back next year!!!"
Suburban Oasis with Hot Tub Spa
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, (55)
"Stayed 4 nights in town for our daughter’s wedding. Great location. Very nice and clean property. Everything went very smoothly. Highly recommend."
The price is SAR 421
SAR 1,236 total
includes taxes & fees
11 Mar - 12 Mar
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
Comfortable and Spacious 3 Bedroom Home
Interior

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

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

10.0 out of 10, Exceptional, (41)
"We came to Des Moines for state wrestling. The house is big, was very clean and accommodating. I had one question about the internet while we were there and the owner was very responsive. Check in and out were very easy. They have games, exercise equipment and plenty of room for everyone to spread out. We would definitely stay there again!"
The price is SAR 938
SAR 2,282 total
includes taxes & fees
10 Mar - 11 Mar
Beautiful remodeled historic Drake Univ home minutes from downtown and all metro
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
Terrace/patio

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

10.0 out of 10, Exceptional, (36)
"Not specific to here, but please talk # of beds, business guys do not stay 2 to a king size bed. Otherwise great."
Executive Living 2min to Jordan Creek 6 bed/5 bath near Jordan Creek Mall!
Charming 4BR/2BA in central DSM
Fridge, microwave, oven, stovetop

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
Spacious and clean 4-bedroom townhome in Urbandale with fitness room, WiFi
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"We loved our stay in this clean, beautiful home!"
Spacious and clean 4-bedroom townhome in Urbandale with fitness room, WiFi
Lux 4-Bedroom DSM Home, Great Location!
Fridge, microwave, oven, stovetop

Lux 4-Bedroom DSM Home, Great Location!

10.0 out of 10, Exceptional, (20)
"This property is fantastic. It is very updated, with all the amenities you'd hope to have. The location is literally steps away from the Drake University campus and the Drake Diner. The furnishings and beds are super comfortable and convenient. And the manager was very accommodating and responsive to our needs! I seriously doubt you can find a better option!"
Lux 4-Bedroom DSM Home, Great Location!
Good Vibes 2 Bed Home Centrally Located on Quiet St.
Fridge, microwave, oven, stovetop

Good Vibes 2 Bed Home Centrally Located on Quiet St.

10.0 out of 10, Exceptional, (35)
"Nicely decorated & Clean property. Bathroom needs newer tub surround. Hooks for hanging clothes, towels, & coats, which was nice. Quiet neighborhood. We would stay here again."
Good Vibes 2 Bed Home Centrally Located on Quiet St.
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.
Don't see what you're looking for?
See all available properties in Winterset
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Winterset

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
9.4 out of 10, Exceptional, (13)
"Good. Close to many places we needed to go"
The price is SAR 375
SAR 1,042 total
includes taxes & fees
11 Mar - 12 Mar
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
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, (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 SAR 747
SAR 2,143 total
includes taxes & fees
10 Mar - 11 Mar
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 HAVE IT ALL!
Smart TV, video games, table tennis

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 SAR 559
SAR 1,672 total
includes taxes & fees
23 Mar - 24 Mar
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
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.