A red covered bridge over a narrow stream in a rural landscape.

Vacation Rentals in Madison County

Where to?

Dates

November 2026

December 2026

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

Top cities in Madison County

A red covered bridge over a calm river, surrounded by lush greenery and trees.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Madison County vacation rentals

A deck with a table and chairs, surrounded by a wooden deck and a white railing.

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

Winterset

Nickay M.

￥51,037 total

includes taxes & fees

Nov 30 - Dec 1

A modern kitchen with a central island, bar stools, stainless steel appliances, and pendant lighting.

2. Kasa Downtown Des Moines

Downtown Des Moines

Courtnie

￥21,017 total

includes taxes & fees

Nov 28 - Nov 29

A residential house with a well-maintained lawn, a stone pathway, and a variety of trees and shrubs.

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

West Des Moines

Amy K.

￥26,070 total

includes taxes & fees

Nov 30 - Dec 1

4. Emerald Haven

Downtown Des Moines

Michael W.

￥18,440 total

includes taxes & fees

Nov 16 - Nov 17

A garden with a stream, rocks, and flowers.

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

NEW VIRGINIA

Genevieve P.

￥29,322 total

includes taxes & fees

Nov 8 - Nov 9

A modern building with a reflective pool in front.

6. No Stairs! Upgraded Executive Suite with Garage

West Des Moines

Jon C.

￥39,929 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with lounge chairs, a covered seating area, and a multi-story building with balconies.

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

West Des Moines

Colleen N.

￥40,911 total

includes taxes & fees

Nov 17 - Nov 18

8. Tranquil Escape

Downtown Des Moines

Amber V.

￥17,577 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with a wooden wall, glass sliding doors, and seating areas including a table and chairs.

9. Azure Oasis Studio

Downtown Des Moines

Raphaelle B.

￥18,440 total

includes taxes & fees

Nov 16 - Nov 17

A modern living room with a green sofa, a glass coffee table, and green chairs. There is a sliding glass door leading to a balcony.

10. Evergreen Nook

Downtown Des Moines

Heather

￥19,543 total

includes taxes & fees

Nov 9 - Nov 10

A house by a lake with a covered porch and a satellite dish.

11. Cozy pond house nestled in nature waiting for you to enjoy

Osceola

Eric F.

￥28,598 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

12. Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...

Cumming

Elizabeth V.

￥63,812 total

includes taxes & fees

Nov 8 - Nov 9

A single-story house with a front yard, a mailbox, and a tree.

13. Farmhouse Oasis

Dallas Center

Michael D.

￥26,523 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a sofa, a glass coffee table, and a TV mounted on the wall.

14. Cozy 1B1B w/Wi-Fi, Balcony Views, Coffee + Parking

Downtown Des Moines

Krystal D.

￥28,554 total

includes taxes & fees

Nov 6 - Nov 7

A modern living room with a glass coffee table, a sofa, a TV, and a view of the outdoors.

15. Good Vibes 2-Bedroom Apartment in Waukee - Central Location & Modern Comforts

Waukee

Amy P.

￥37,157 total

includes taxes & fees

Nov 8 - Nov 9

16. Urban Jungle Retreat

Downtown Des Moines

Jessica H.

￥19,345 total

includes taxes & fees

Nov 16 - Nov 17

A two-story house with a front porch, a red garage door, and a brick wall with a star emblem.

17. Spacious Farmhouse beautifully decorated waiting for laughs and memories

New Virginia

Todd W.

￥31,790 total

includes taxes & fees

Nov 6 - Nov 7

A hotel room with two beds, a desk, a TV, and a kitchenette.

18. Central Comfort - Downtown Studio - Near Court Ave

Downtown Des Moines

Joshua

￥25,214 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with wooden cabinets, a stove, and various kitchen appliances.

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

Indianola

Adam b.

￥28,764 total

includes taxes & fees

Nov 8 - Nov 9

A staircase with white railings and a potted plant at the bottom.

20. 2-bedroom apartment close to uptown Creston with WiFi and off street parking.

Creston

Samuel

￥28,731 total

includes taxes & fees

Nov 29 - Nov 30

View all properties

Find vacation rentals that suit your style

Top Madison County Hotel Reviews

A hotel entrance with a stone facade, a sign above the entrance, and a covered walkway.

Cobblestone Inn & Suites - Winterset, IA

Winterset

10/10 Excellent

Anonymous traveler

A covered outdoor area with a wooden ceiling and brick pillars, overlooking a parking lot with cars and a distant landscape.

Covered Bridge Inn

Winterset

10/10 Excellent

We didn't arrive till nearly 1am but they came right up to the desk when we rang the bell. Very friendly. The room was clean and larger than many Hamptons I've been in. The beds were comfortable, there was a coffee pot, shampoo and blow dryer, desk, side chair, and even a free breakfast which I don't always expect to see in a Super 8. It just felt very comfortable. We were there to go to the State Fair and the drive from Winterset to Des Moines was through pretty countryside.

A Holiday Inn Express & Suites hotel with a modern facade, stone exterior, and illuminated signage.

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

West Des Moines

10/10 Excellent

GARY

A modern hotel with a glass facade, a covered entrance, and a landscaped area.

Hyatt Place West Des Moines Jordan Creek

West Des Moines

10/10 Excellent

The room was excellent…clean, spacious, and modern. It was nice to have a little sectional for our family to lounge on instead of always being on the beds. Beds were comfortable…down pillows and comforter. Rooms were nice and quiet! I couldn't ever hear other doors closing or people above us. The breakfast was complimentary and was delicious! My kids loved the French toast! It’s too bad there wasn’t a hot tub but the pool area was nice and warm. The kids swam forever because the water was...

Melissa

A sunroom with a glass ceiling, wicker furniture, and potted plants.

Baymont by Wyndham Des Moines Airport

Southwestern Hills

10/10 Excellent

Andrew

A hotel lobby with a bar area, seating, and a television.

Hampton Inn & Suites West Des Moines/SW Mall Area

West Des Moines

10/10 Excellent

Roger

A modern lobby with a sofa, chairs, a lamp, and a wall with a floral pattern.

Sleep Inn Waukee-West Des Moines

Waukee

10/10 Excellent

Janet

A multi-story building with a stone bridge over a calm water feature, surrounded by trees and well-lit pathways.

Residence Inn by Marriott Des Moines West at Jordan Creek Town Center

West Des Moines

10/10 Excellent

My family loves this hotel. We try to meet here once a year because the location is convenient for all of my relatives and it offers so many amenities on site and close by. The mall next door along with all of the nice restaurants within walking distance is awesome. The hotel staff is by far the most accommodating, professional, and courteous group of individuals I have ever had the pleasure to interact with in this type of setting. The hotel rooms and all the common areas are really nice...

Anonymous traveler

A modern hotel with a covered entrance, a prominent sign, and a well-lit facade.

Hotel Renovo Des Moines Urbandale,Tapestry Collection Hilton

Urbandale

10/10 Excellent

Amanda

A modern hotel lobby with a round coffee table, sofas, and a TV mounted on the wall.

Homewood Suites by Hilton Des Moines Airport

Des Moines

10/10 Excellent

Theodore

A modern lounge area with sofas, a fireplace, a flat-screen TV, and a coffee table.

Courtyard Des Moines West/Jordan Creek

West Des Moines

10/10 Excellent

I was staying on a Monday night on business. I got the king bed with sofa room. The check-in process was fast and staff was very friendly. The room was wonderful - very comfortable, clean and cozy. Check out process was just as efficient - staff just as friendly. I went to my meetings that day and realized I had forgotten my coat in the room. I called and the staff reported it had been turned in and was waiting for me. When I stopped to pick it up they had it ready for me right away and...

A modern hotel lobby with a long dining table, bar stools, round tables, and comfortable seating.

West Des Moines Marriott

West Des Moines

10/10 Excellent

Liz

An indoor swimming pool with tiled flooring, a wooden ceiling, and a seating area with chairs and umbrellas.

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

Clive

10/10 Excellent

Chris

Find out more about Madison County

Vacation Apartments in Madison County

Search for Vacation rentals in Madison County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Madison County using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Madison County!

Vacation Rentals in Madison County

Change your mind

Treat yourself

Be picky

Top cities in Madison County

Winterset

Check prices for these dates

Our top choices for Madison County vacation rentals

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

2. Kasa Downtown Des Moines

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

4. Emerald Haven

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

6. No Stairs! Upgraded Executive Suite with Garage

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

8. Tranquil Escape

9. Azure Oasis Studio

10. Evergreen Nook

11. Cozy pond house nestled in nature waiting for you to enjoy

12. Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...

13. Farmhouse Oasis

14. Cozy 1B1B w/Wi-Fi, Balcony Views, Coffee + Parking

15. Good Vibes 2-Bedroom Apartment in Waukee - Central Location & Modern Comforts

16. Urban Jungle Retreat

17. Spacious Farmhouse beautifully decorated waiting for laughs and memories

18. Central Comfort - Downtown Studio - Near Court Ave

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

20. 2-bedroom apartment close to uptown Creston with WiFi and off street parking.

Find vacation rentals that suit your style

Top Madison County Hotel Reviews

Cobblestone Inn & Suites - Winterset, IA

10/10 Excellent

Find out more about Madison County

Vacation Apartments in Madison County