Title: Winterset Vacation Rentals from $249: 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

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=181516&startDate=2026-07-31&endDate=2026-08-02&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)

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116930000/116926300/116926284/24eddc56.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)

### Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

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

Winterset

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.

$300 nightly

$336 total

Apr 7 - Apr 8

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)

![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)

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

![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109910000/109908000/109907977/47ddf0ec.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)

### The Hen House Country Living with Farm Life Appeal Indianola, IA

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

Indianola

10/10

Exceptional

(13 reviews)

"This house has everything you can need along with amazing hosts! The house is cozy and comfortable with plenty of space to spread out and relax. Lori does a great job communicating with you and is so friendly! We will be staying again!"

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

Krissy M.

$180 nightly

$189 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489445/4eb87f0d.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)

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

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

NEW VIRGINIA

10/10

Exceptional

(408 reviews)

"Everything was wonderful "

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

Don and Kris M.

$163 nightly

$171 total

Apr 7 - Apr 8

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)

![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)

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

### Historic Valley Junction Loft

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

West Des Moines

9.4/10

Exceptional

(26 reviews)

"Spacious, apartment in a beautiful century-old brick building with an overlook of historic 5th St. Clean and well-maintained, and great location for a fun stay."

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

Gene

$113 nightly

$127 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/b77bc31e.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)

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124564700/124564612/da043f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sherman Hill Hide-a-way

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

Downtown Des Moines

10/10

Exceptional

(3 reviews)

"Good stay."

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

Nick & Heather W.

$161 nightly

$180 total

Apr 7 - Apr 8

Total with taxes and fees

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

### Sleepover | Attractive Studio and Gym - Des Moines

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

Drake

10/10

Exceptional

(2 reviews)

"Clean and quiet for our stay. "

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

Jackie

$160 nightly

$195 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/4c6b7292.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)

![Game room](https://images.trvl-media.com/lodging/106000000/105420000/105412900/105412855/2bcbd66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful home minutes from downtown! 

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

Des Moines

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

Apr 7 - Apr 8

Total with taxes and fees

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

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

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122340000/122339400/122339355/9fa60100.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)

### Cozy pond house nestled in nature waiting for you to enjoy

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

Osceola

9.0/10

Wonderful

(2 reviews)

"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

Apr 7 - Apr 8

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)

![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/d1acc096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleepover | Charming 1BD/1BA - Downtown Des Moines

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

Woodland Heights

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.

$183 nightly

$207 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/102000000/101270000/101263400/101263307/7fffd68b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101270000/101263400/101263307/d2fb77f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101270000/101263400/101263307/cf6d341a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101270000/101263400/101263307/7bee2d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun & Charming 1BR Apt near Drake

[](https://www.expedia.com/Des-Moines-Hotels-Fun-Charming-1BR-Apt-Near-Drake.h101263307.Hotel-Information)

Drake

8.0/10

Very Good

(2 reviews)

"Abner is amazing. Communication was as smooth as can be, the place was left in great condition, and the house rules were respected. I hope to host them again in the future!"

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

AbnerG

$226 nightly

$236 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Fun-Charming-1BR-Apt-Near-Drake.h101263307.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74650000/74642700/74642636/91a42eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74650000/74642700/74642636/809c27b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74650000/74642700/74642636/835e02bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74650000/74642700/74642636/51fab7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Des-Moines-Hotels-DOWNTOWN-4-Bed2-Bath-WOffice-Patio.h74642636.Hotel-Information)

Woodland Heights

10/10

Exceptional

(72 reviews)

"Clean, comfortable, responsive host! Will stay again."

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

Paul R.

$306 nightly

$342 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-DOWNTOWN-4-Bed2-Bath-WOffice-Patio.h74642636.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/124000000/123220000/123214400/123214310/2dfdf7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/124000000/123220000/123214400/123214310/955138b2_edited_6c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123220000/123214400/123214310/b083b8b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/124000000/123220000/123214400/123214310/4e1ddcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 3-bedroom house with AC in adorable Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Beautiful-3-Bedroom-House-With-AC-In-Adorable-Des-Moines.h123214310.Hotel-Information)

Beaverdale

9.6/10

Exceptional

(7 reviews)

"Great location close to friends. Hosts were great with awesome communication. "

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

Karen G.

$235 nightly

$263 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Beautiful-3-Bedroom-House-With-AC-In-Adorable-Des-Moines.h123214310.Hotel-Information)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103560000/103556200/103556126/fa72beba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/104000000/103560000/103556200/103556126/e40f386f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103560000/103556200/103556126/5727e32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103560000/103556200/103556126/ddc48009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleepover | Impressive Studio and Gym - Des Moines

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Impressive-Studio-And-Gym-Des-Moines.h103556126.Hotel-Information)

Drake

10/10

Exceptional

(2 reviews)

"The place was located right next door to Drake which made doing a campus visit easily walkable and so were restaurants. Found parking on the street nearby and didn’t have to move the car until checkout. "

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

Thomas

$171 nightly

$194 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-Sleepover-Impressive-Studio-And-Gym-Des-Moines.h103556126.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)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111730000/111725800/111725708/f89e2439.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)

### Farmhouse Oasis

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

Dallas Center

10/10

Exceptional

(21 reviews)

"This was a beautiful rural setting. We enjoyed our stay very much. "

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

Norman Z.

$163 nightly

$171 total

Apr 7 - Apr 8

Total with taxes and fees

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

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/89000000/88620000/88610800/88610734/w903h683x61y0-37be8315.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)

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

### • Lively Cottage 2 King Beds 4 Bed 2 Bath •

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

Indianola

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.

$210 nightly

$235 total

May 6 - May 7

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113250000/113245000/113244990/4d9bf6f2.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)

### 1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU

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

West Des Moines

8.4/10

Very Good

(5 reviews)

"The location was absolutely perfect being on the very edge of Des Moines. It was quiet, no city distractions and very private. The space was very clean and Clayton was very friendly and personable. We definitely would stay again!"

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

Melissa C.

$159 nightly

$178 total

Apr 9 - Apr 10

Total with taxes and fees

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

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120693400/120693317/02341023.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)

### Cozy Cottage Near Downtown Walkable to Dining and Boutique Shopping

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

Woodland Heights

10/10

Exceptional

(5 reviews)

"Great location with a cozy, clean, pet-friendly cottage. Had everything we needed. Will stay here again."

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

Jeff C.

$204 nightly

$228 total

Apr 12 - Apr 13

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)

![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)

![Interior](https://images.trvl-media.com/lodging/104000000/103550000/103548300/103548208/021ca205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleepover | Alluring 1BD/1BA - Des Moines

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

West Des Moines

$183 nightly

$207 total

Apr 7 - Apr 8

Total with taxes and fees

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

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/92000000/91740000/91731000/91730930/fd898fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91740000/91731000/91730930/875ed765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/92000000/91740000/91731000/91730930/235a0ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91740000/91731000/91730930/27c5113f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Des-Moines-Hotels-SO-MUCH-FUN-ARCADE.h91730930.Hotel-Information)

Woodland Heights

9.4/10

Exceptional

(74 reviews)

"Awesome place for a large group! My dance team stayed here and loved it. Would definitely recommend! Lots of great amenities and plenty of room to hang out. They even had it decorated for Christmas which we loved!"

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

Halle R.

$439 nightly

$492 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Des-Moines-Hotels-SO-MUCH-FUN-ARCADE.h91730930.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99670000/99667300/99667246/c04af072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99670000/99667300/99667246/ccd243aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99670000/99667300/99667246/0f618ddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99670000/99667300/99667246/040f6f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carmel/Bold/Massage /Chair Spacious / 3D Wall / Pool / Gym / Tanning Bed

[](https://www.expedia.com/West-Des-Moines-Hotels-The-CarmelBoldMassage-Chair-Spacious-3D-Wall-Pool-Gym-Tanning-Bed.h99667246.Hotel-Information)

West Des Moines

9.8/10

Exceptional

(24 reviews)

"Great location very nice apartment "

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

Cindy P.

$204 nightly

$229 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/West-Des-Moines-Hotels-The-CarmelBoldMassage-Chair-Spacious-3D-Wall-Pool-Gym-Tanning-Bed.h99667246.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=2026-04-20&endDate=2026-04-21&regionId=181516&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME)

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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE)

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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO)

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## Top Winterset Hotel Reviews

![Sonesta Simply Suites Des Moines](https://images.trvl-media.com/lodging/1000000/90000/84500/84463/ac0224f3_y.jpg)

### Sonesta Simply Suites Des Moines

10/10 Excellent

"Yes "

[](https://expedia.com/Des-Moines-Hotels-Sonesta-Simply-Suites-Des-Moines.h84463.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

8/10 Good

"Room was clean, near college"

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

![Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/120000/119100/119096/46a14b38_y.jpg)

### Revel Hotel Des Moines Urbandale, Tapestry Collection by Hilton

10/10 Excellent

"Zac and Michelle were amazing!"

[](https://expedia.com/Des-Moines-Hotels-Revel-Hotel-Des-Moines-Urbandale.h119096.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

6/10 Okay

"Front desk friendly and helpful. Found 2 old candy bars and wrappers in pull out sofa. The remote was also found under the sofa when moved. No trash liners in trash cans. Tub/shower wouldn’t drain. Showered with standing water in the tub. No bedding/sheets for pull out sofa. Had to take apart bedding from one of the queen beds and people had incomplete linens. The room design and layout was good. Some safety related items like an outlet that had been pushed into the wall by sofa being forced back into place with plugs being plugged in. Receptacle was cracked and pushed into the wall. Light switches were a little like an Easter egg hunt at times, but it was Easter weekend."

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

![Wildwood Lodge](https://images.trvl-media.com/lodging/8000000/7600000/7599000/7598985/dde52107_y.jpg)

### Wildwood Lodge

10/10 Excellent

"Everything was amazing. The check-in was the most friendly experience I’ve ever had checking into a motel. Unfortunately, the hot tub was not working when we were there. It had just happened and they hadn’t gotten a chance to fix it. Completely understandable that these things happen but it was disappointing not to be able to use it after a long day in the car."

[](https://expedia.com/Des-Moines-Hotels-Wildwood-Lodge.h7598985.Hotel-Information)

![Drury Inn & Suites West Des Moines](https://images.trvl-media.com/lodging/2000000/1840000/1836200/1836184/a1ae2959_y.jpg)

### Drury Inn & Suites West Des Moines

10/10 Excellent

"Excellant location, clean and friendly sraff."

[](https://expedia.com/Des-Moines-Hotels-Drury-Inn-Suites-West-Des-Moines.h1836184.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

6/10 Okay

"Friendly front desk staff. The property, although clean was definitely dated and shows signs of wear. We would probably chose a different place near the airport next time."

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

![Hyatt Place West Des Moines Jordan Creek](https://images.trvl-media.com/lodging/17000000/16120000/16112600/16112546/018a0ab2_y.jpg)

### Hyatt Place West Des Moines Jordan Creek

8/10 Good

"Clean room, hotel had a certain odor to it. It was fine, but just noticeable "

[](https://expedia.com/Des-Moines-Hotels-Hyatt-Place-West-Des-Moines-Jordan-Creek.h16112546.Hotel-Information)

![Country Inn & Suites by Radisson, Des Moines West, IA](https://images.trvl-media.com/lodging/1000000/100000/99800/99780/563c32d8_y.jpg)

### Country Inn & Suites by Radisson, Des Moines West, IA

10/10 Excellent

"Great stay. The bed was comfortable and it was easy to get there and near lots of shopping and restaurants."

[](https://expedia.com/Des-Moines-Hotels-Country-Inn-Suites-By-Radisson.h99780.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 $249 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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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
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- [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)
- [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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- [Hotel Rooms in Sioux City](https://expedia.com/Sioux-City-Hotels.d601710.Travel-Guide-Hotels)
- [Hotel Rooms in Clinton](https://expedia.com/Clinton-Hotels.d6059981.Travel-Guide-Hotels)
- [Hotel Rooms in Davenport](https://expedia.com/Davenport-Hotels.d10445.Travel-Guide-Hotels)
- [Hotel Rooms in Fort Dodge](https://expedia.com/Fort-Dodge-Hotels.d6059970.Travel-Guide-Hotels)

Flights

- [Flights to CID](https://expedia.com/Cheap-Flights-To-Iowa-City.d10426.Travel-Guide-Flights)
- [Cedar Rapids Cheap Flights](https://expedia.com/lp/flights/838/flights-from-cedar-rapids)
- [Flights to CID](https://expedia.com/Cheap-Flights-To-Cedar-Rapids.d838.Travel-Guide-Flights)

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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