Title: Winterset Vacation Rentals from $250: Search Short-Term Rentals | Expedia.com

[Winterset Travel Guide](https://expedia.com/Winterset.dx181516)[Hotels in Winterset](https://expedia.com/Winterset-Hotels.d181516.Travel-Guide-Hotels)[Flights to Winterset](https://expedia.com/Cheap-Flights-To-Winterset.d181516.Travel-Guide-Flights)[Car Rentals in Winterset](https://expedia.com/Car-Rentals-In-Winterset.d181516.Car-Rental-Guide)[Winterset Vacation Packages](https://expedia.com/Winterset.d181516.Destination-Travel-Guides)

![hogback covered bridge, summer](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/181516/90035273-eecd-464a-9310-9199852de9b9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winterset vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116930000/116926300/116926284/57d42cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116930000/116926300/116926284/4d1dda04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116930000/116926300/116926284/0dd990a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116930000/116926300/116926284/df69fb75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winterset

[](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Haven-3-Bedroom-House-With-Themed-Rooms-In-Winterset.h116926284.Hotel-Information)

10/10

Exceptional

(5 reviews)

"The house was absolutely gorgeous! It was very comfortable and had everything we needed. I would most definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather G.

$277 nightly

$310 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Winterset-Hotels-Covered-Bridge-Haven-3-Bedroom-House-With-Themed-Rooms-In-Winterset.h116926284.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122340000/122339400/122339355/ce88f62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/123000000/122340000/122339400/122339355/03236268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/123000000/122340000/122339400/122339355/8c4dad00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122340000/122339400/122339355/ead2e8d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Osceola

[](https://www.expedia.com/Osceola-Hotels-Cozy-Pond-House-Nestled-In-Nature-Waiting-For-You-To-Enjoy.h122339355.Hotel-Information)

10/10

Exceptional

(1 review)

"This was our first stay at a place like this. It was an incredibly relaxing stay. Host was very responsive even before our stay with any questions. I plan to come back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristy A.

$160 nightly

$168 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Osceola-Hotels-Cozy-Pond-House-Nestled-In-Nature-Waiting-For-You-To-Enjoy.h122339355.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489445/e2e34c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489445/90-48fb2554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489445/bbd316c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489445/4eb87f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in NEW VIRGINIA

[](https://www.expedia.com/New-Virginia-Hotels-Beautiful-Rustic-Barn-Just-Waiting-For-You-To-Kick-Back-And-Relax.h33489445.Hotel-Information)

10/10

Exceptional

(407 reviews)

"Amazing property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$174 nightly

$183 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/New-Virginia-Hotels-Beautiful-Rustic-Barn-Just-Waiting-For-You-To-Kick-Back-And-Relax.h33489445.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99890000/99887800/99887793/fad2ffd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99887800/99887793/60e050d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99890000/99887800/99887793/15ec9409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99890000/99887800/99887793/f70ab802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Historic-Valley-Junction-Loft.h99887793.Hotel-Information)

9.4/10

Exceptional

(24 reviews)

"Great location, clean and comfy place. The location is charming, with a number of shops and restaurants next door. Would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca S.

$113 nightly

$127 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Historic-Valley-Junction-Loft.h99887793.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113250000/113245000/113244990/4fb7d7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113250000/113245000/113244990/e6f688d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113250000/113245000/113244990/w1242h1242x723y0-b2228195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113250000/113245000/113244990/4d9bf6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-1-Bedroom.h113244990.Hotel-Information)

8.4/10

Very Good

(5 reviews)

"Excellent location and apartment. Very private yet close to everything. Highly recommend it."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mohammad B.

$159 nightly

$178 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-1-Bedroom.h113244990.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/eba8e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/9822ec69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/aa836835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/2cc94ff9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Indianola

[](https://www.expedia.com/Indianola-Hotels-The-Hen-House-Country-Living-With-Farm-Life-Appeal.h109907977.Hotel-Information)

10/10

Exceptional

(10 reviews)

"Lori and Les make you feel right at home. They go above and beyond to ensure you have everything you could need and more. The farm is so peaceful and watching the animals is entertaining."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valerie

$180 nightly

$189 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Indianola-Hotels-The-Hen-House-Country-Living-With-Farm-Life-Appeal.h109907977.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/c2a64d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/acc441e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/8cc9500f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/4c6b7292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Beautiful-Home-Minutes-From-Downtown.h105412855.Hotel-Information)

9.4/10

Exceptional

(30 reviews)

"What a great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annie P.

$245 nightly

$274 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Beautiful-Home-Minutes-From-Downtown.h105412855.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88620000/88610800/88610734/w904h683x60y0-c1092651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88620000/88610800/88610734/w904h683x60y0-40465e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88620000/88610800/88610734/w903h683x60y0-cd5e00a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88620000/88610800/88610734/w919h683x60y0-99e6acf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Indianola

[](https://www.expedia.com/Indianola-Hotels-Lively-4-Bedroom-2-King-Beds.h88610734.Hotel-Information)

9.4/10

Exceptional

(18 reviews)

"Had a great stay, will come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Spring A.

$217 nightly

$243 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Indianola-Hotels-Lively-4-Bedroom-2-King-Beds.h88610734.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103540000/103536600/103536577/0403159b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103540000/103536600/103536577/708d9ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103540000/103536600/103536577/c5640021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103540000/103536600/103536577/edb3cd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Woodland Heights

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Charming-1BD1BA-Downtown-Des-Moines.h103536577.Hotel-Information)

10/10

Exceptional

(1 review)

"Convenient to Sherman Hill and downtown. Quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abby H.

$197 nightly

$224 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Charming-1BD1BA-Downtown-Des-Moines.h103536577.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111730000/111725800/111725708/3dc40510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, highchair](https://images.trvl-media.com/lodging/112000000/111730000/111725800/111725708/9c5b49b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/112000000/111730000/111725800/111725708/d9293a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111730000/111725800/111725708/f89e2439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dallas Center

[](https://www.expedia.com/Dallas-Center-Hotels-Farmhouse-Oasis.h111725708.Hotel-Information)

10/10

Exceptional

(21 reviews)

"This place was amazing. The host was so helpful and made us feel right at home. The hot tub was easily accessible! Everything was perfect and would definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Naomi

$163 nightly

$171 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Dallas-Center-Hotels-Farmhouse-Oasis.h111725708.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103550000/103548300/103548208/8bce051a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103548300/103548208/29db34bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103548300/103548208/523b9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103550000/103548300/103548208/13bb7af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Alluring-1BD1BA-Des-Moines.h103548208.Hotel-Information)

$174 nightly

$198 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Alluring-1BD1BA-Des-Moines.h103548208.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109440000/109436100/109436032/ea7546e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109436100/109436032/63f5ca94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109436100/109436032/0470eb62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/110000000/109440000/109436100/109436032/d3bf9271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Lovely-1BDBA-High-Ceilings-DSM.h109436032.Hotel-Information)

$174 nightly

$198 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Lovely-1BDBA-High-Ceilings-DSM.h109436032.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103550000/103548700/103548603/b6741da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103548700/103548603/f6316d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103548700/103548603/ea557c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103550000/103548700/103548603/b0107dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Drake

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Attractive-Studio-And-Gym-Des-Moines.h103548603.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Clean and quiet for our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie

$174 nightly

$213 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Attractive-Studio-And-Gym-Des-Moines.h103548603.Hotel-Information)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/89a6b6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/d91defe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/b77bc31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/9ef65f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Sherman-Hill-Hide-A-Way.h124564612.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Good stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick & Heather W.

$138 nightly

$155 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sherman-Hill-Hide-A-Way.h124564612.Hotel-Information)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/a05208fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/a4bf7403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/bf444b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/9d407517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Woodland Heights

[](https://www.expedia.com/Des-Moines-Hotels-Cozy-Cottage-Near-Downtown-Walkable-To-Dining-And-Boutique-Shopping.h120693317.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Responsive host and great little place to stay. This was our second stay here and would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeff C.

$204 nightly

$228 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Cozy-Cottage-Near-Downtown-Walkable-To-Dining-And-Boutique-Shopping.h120693317.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/2e8b3a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/0fe2d328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/4270e768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/109000000/109000000/108998200/108998176/497256e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Windsor Heights

[](https://www.expedia.com/Des-Moines-Hotels-The-Love-Shack-Spacious-Family-Getaway.h108998176.Hotel-Information)

10/10

Exceptional

(20 reviews)

"Very clean home exactly as promoted with exceptionally accommodating hosts."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

MIKE G.

$436 nightly

$488 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-The-Love-Shack-Spacious-Family-Getaway.h108998176.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103540000/103537000/103536979/e1e4d900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/104000000/103540000/103537000/103536979/925a1420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103540000/103537000/103536979/8d6c2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103540000/103537000/103536979/3ec82092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Woodland Heights

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Dreamy-1BD1BA-Downtown-Des-Moines.h103536979.Hotel-Information)

8.0/10

Very Good

(1 review)

"Newer apartment complex close to downtown. The space was clean and we felt safe in our surroundings. Positives: It was bigger than the basic hotel and cheaper so we were happy with our stay. Once we found the pool/game room on the 3rd floor, we enjoyed. Appreciated the hangers in the closet and ice trays in the freezer. Cons: No private patio, the couch is actually a futon and uncomfortable, the street parking was about 2 blocks away each night and the TV connection was painfully slow; we ended...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

M R.

$200 nightly

$227 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Dreamy-1BD1BA-Downtown-Des-Moines.h103536979.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78050000/78040100/78040035/92beff31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78050000/78040100/78040035/5c85e6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78050000/78040100/78040035/1181db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/79000000/78050000/78040100/78040035/14e4c629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Urbandale

[](https://www.expedia.com/Des-Moines-Hotels-The-Aurora-Fun-For-Everyone-Games-Galore-Perfect-For-Group-Entertaining.h78040035.Hotel-Information)

9.4/10

Exceptional

(76 reviews)

"Loved the stay just wish the pool was on site, overall no complaints "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arika R.

$381 nightly

$427 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-The-Aurora-Fun-For-Everyone-Games-Galore-Perfect-For-Group-Entertaining.h78040035.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96520000/96511200/96511111/0cdd134a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96520000/96511200/96511111/744d6582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96520000/96511200/96511111/653980db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96520000/96511200/96511111/6064b9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in West Des Moines

[](https://www.expedia.com/West-Des-Moines-Hotels-The-Cascades-At-Jordan-Creek-WDSMPoolTanningGym.h96511111.Hotel-Information)

10/10

Exceptional

(22 reviews)

"Well equipped, clean unit on 3rd floor, easy checkin and very responsive host. Great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jennifer d.

$219 nightly

$245 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/West-Des-Moines-Hotels-The-Cascades-At-Jordan-Creek-WDSMPoolTanningGym.h96511111.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/eae3a39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/988a4359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/ffba3f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127170000/127164900/127164826/a1ac9a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Clive

[](https://www.expedia.com/Des-Moines-Hotels-Endless-Fun-Family-Home-W-Spacious-Yard-In-Clive.h127164826.Hotel-Information)

$410 nightly

$460 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Endless-Fun-Family-Home-W-Spacious-Yard-In-Clive.h127164826.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&regionId=181516&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America&regionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America&regionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America&regionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America&regionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winterset%2C+Iowa%2C+United+States+of+America&regionId=181516&latLong=41.330824%2C-94.013839&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO)

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## Top Winterset Hotel Reviews

![Stoney Creek Hotel Des Moines - Johnston](https://images.trvl-media.com/lodging/2000000/1160000/1152300/1152222/43001d37_y.jpg)

### Stoney Creek Hotel Des Moines - Johnston

10/10 Excellent

"Great stay! "

[](https://expedia.com/Des-Moines-Hotels-Stoney-Creek-Hotel-Des-Moines-Johnston.h1152222.Hotel-Information)

![Hotel Fort Des Moines, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/10000/9400/9375/72ac6d3b_y.jpg)

### Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent

"Very nice. "

[](https://expedia.com/Des-Moines-Hotels-Hotel-Fort-Des-Moines.h9375.Hotel-Information)

![Days Inn & Suites by Wyndham Des Moines Airport](https://images.trvl-media.com/lodging/1000000/50000/49900/49826/fcd8bd89_y.jpg)

### Days Inn & Suites by Wyndham Des Moines Airport

10/10 Excellent

"Staff handle unexpected influx of guests very well. Would recommend if your flight is diverted to Des Moines ;)"

[](https://expedia.com/Des-Moines-Hotels-Days-Inn-Suites-By-Wyndham-Des-Moines-Airport.h49826.Hotel-Information)

![SpringHill Suites Des Moines West](https://images.trvl-media.com/lodging/1000000/560000/554000/553975/2e2cdb05_y.jpg)

### SpringHill Suites Des Moines West

10/10 Excellent

"Excellent price for a clean hotel with a great breakfast"

[](https://expedia.com/Des-Moines-Hotels-SpringHill-Suites-Des-Moines-West.h553975.Hotel-Information)

![Home2 Suites by Hilton Des Moines at Drake University](https://images.trvl-media.com/lodging/49000000/48260000/48251500/48251406/b9f3330e_y.jpg)

### Home2 Suites by Hilton Des Moines at Drake University

10/10 Excellent

"Friendly front desk staff. Room was clean and nice. Easy parking."

[](https://expedia.com/Des-Moines-Hotels-Home2-Suites-By-Hilton-Des-Moines-At-Drake-University.h48251406.Hotel-Information)

![Cobblestone Inn & Suites - Winterset, IA](https://images.trvl-media.com/lodging/11000000/10450000/10446900/10446857/221411cd_y.jpg)

### Cobblestone Inn & Suites - Winterset, IA

10/10 Excellent

"Winterset is a lovely small town! And this hotel fit right in! Friendly staff, comfortable bed, clean room, and a great breakfast! "

[](https://expedia.com/Winterset-Hotels-Cobblestone-Inn-Suites-Winterset.h10446857.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Des Moines West Clive](https://images.trvl-media.com/lodging/1000000/60000/50200/50111/e35bf7c7_y.jpg)

### La Quinta Inn & Suites by Wyndham Des Moines West Clive

8/10 Good

"Perfect"

[](https://expedia.com/Des-Moines-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Des-Moines-West-Clive.h50111.Hotel-Information)

![Hampton Inn Des Moines-Airport](https://images.trvl-media.com/lodging/1000000/20000/17400/17394/9e02de50_y.jpg)

### Hampton Inn Des Moines-Airport

8/10 Good

"Clean and nice-looking room, but we found the beds not the most comfortable, and the proximity to the airport did mean we heard the air traffic overnight which wasn't super distracting but also was noticeable. I'm a light sleeper and the beds/air traffic meant I didn't get the most restful sleep. "

[](https://expedia.com/Des-Moines-Hotels-Hampton-Inn-Des-Moines-Airport.h17394.Hotel-Information)

![Covered Bridge Inn](https://images.trvl-media.com/lodging/1000000/440000/440000/439956/cf139e75_y.jpg)

### Covered Bridge Inn

10/10 Excellent

"The staff were so kind and friendly. Breakfast was fresh and yummy, and they even held our bags while we went on a tour. I definitely recommend staying here. "

[](https://expedia.com/Winterset-Hotels-Covered-Bridge-Inn.h439956.Hotel-Information)

## Find out more about Winterset

**Everything you need to know about Winterset vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winterset vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Winterset vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winterset in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $250 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Winterset rentals**

At Expedia, we put the best Winterset vacation 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 vacation.

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.

## Explore a world of travel with Expedia

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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Winterset ](https://expedia.com/Winterset-Private-Vacation-Homes.d181516-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Winterset ](https://expedia.com/Winterset-Apartments.d181516-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Winterset ](https://expedia.com/Winterset-Cottages.d181516-aaCottages.Travel-Guide-Accommodation)
- [Motels in Winterset ](https://expedia.com/Winterset-Motels.d181516-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Winterset ](https://expedia.com/Winterset-Condos.d181516-aaCondos.Travel-Guide-Accommodation)
- [Farmstay in Winterset ](https://expedia.com/Winterset-Agritourism.d181516-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Winterset ](https://expedia.com/Winterset-Apart-Hotels.d181516-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Winterset ](https://expedia.com/Winterset-Inns.d181516-aaInns.Travel-Guide-Accommodation)
- [B&B in Winterset ](https://expedia.com/Winterset-Bed-And-Breakfast.d181516-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Winterset ](https://expedia.com/Winterset-Cabins.d181516-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Winterset?

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### What are vacation rentals like in Winterset?

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Cars

- [Car rentals in Davenport](https://expedia.com/Car-Rentals-In-Davenport.d10445.Car-Rental-Guide)
- [Car rentals in Iowa City](https://expedia.com/Car-Rentals-In-Iowa-City.d10426.Car-Rental-Guide)
- [Car rentals in Cedar Rapids](https://expedia.com/Car-Rentals-In-Cedar-Rapids.d838.Car-Rental-Guide)

General

- [Visit Iowa City](https://expedia.com/Iowa-City.dx10426)
- [Visit Davenport](https://expedia.com/Davenport.dx10445)

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