Vacation Rentals in Madison County

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Top cities in Madison County

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

Winterset

Winterset

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Winterset
10.0 out of 10, Exceptional, (15 reviews)
"The house in Winterset was perfect in every way. It was beautifully furnished and extremely comfortable. We are so glad we stayed there."
United States
Nickay M.
$276 nightly
The price is $309
Nov 9 - Nov 10
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
A room with a foosball table, two arcade machines, and a sofa with colorful cushions.

2. Kasa Downtown Des Moines

Kasa Downtown Des Moines
4.0 star property
Downtown Des Moines
9.0 out of 10, Wonderful, (129 reviews)
"Cute little area, close to downtown. Parking is close - do not risk parking on the road!"
United States
Courtnie
$115 nightly
The price is $129
Nov 28 - Nov 29
Total with taxes and fees
Kasa Downtown Des Moines
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

1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
West Des Moines
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful place to stay and very accommodating host."
United States
Amy K.
$147 nightly
The price is $165
Nov 30 - Dec 1
Total with taxes and fees
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
Room

4. Emerald Haven

Emerald Haven
Downtown Des Moines
9.2 out of 10, Wonderful, (23 reviews)
"Clean studio in a convenient location. But don’t park in the apartment lot. I got towed within one hour! Had to wait until the next morning to get my car out of the tow lot and pay 200."
United States
Michael W.
$107 nightly
The price is $116
Nov 8 - Nov 9
Total with taxes and fees
Emerald Haven
A garden with a stream, rocks, and flowers.

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

Beautiful Rustic Barn just waiting for you to kick back and relax.
NEW VIRGINIA
10.0 out of 10, Exceptional, (416 reviews)
"This place was so incredibly cute. We loved our little getaway for our first anniversary and we had everything we needed and more. Thank you for providing such a great place, we’ll definitely be back!!"
United States
Genevieve P.
$176 nightly
The price is $185
Nov 8 - Nov 9
Total with taxes and fees
Beautiful Rustic Barn just waiting for you to kick back and relax.
A modern building with a reflective pool in front.

6. No Stairs! Upgraded Executive Suite with Garage

No Stairs! Upgraded Executive Suite with Garage
West Des Moines
9.6 out of 10, Exceptional, (22 reviews)
"Modern new and like a bedroom suite at a hotel but cheaper."
United States
Jon C.
$223 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
No Stairs! Upgraded Executive Suite with Garage
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

The Carmel/Bold/Massage /Chair Spacious / 3D Wall / Pool / Gym / Tanning Bed
West Des Moines
9.8 out of 10, Exceptional, (32 reviews)
"This VRBO is located in a safe, clean area. The unit itself was clean and comfortable, Everything was as described and communication was great. It was nice to have a private garage. Definitely would stay there again."
United States
Colleen N.
$204 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
The Carmel/Bold/Massage /Chair Spacious / 3D Wall / Pool / Gym / Tanning Bed
Property grounds

8. Tranquil Escape

Tranquil Escape
Downtown Des Moines
8.8 out of 10, Excellent, (5 reviews)
"We really enjoyed our stay at this cute little Studio in Des Moines. The location is great - right next to the Capital and Interstate. Will be back again soon :)"
United States
Amber V.
$102 nightly
The price is $111
Nov 16 - Nov 17
Total with taxes and fees
Tranquil Escape
An outdoor patio with a wooden wall, glass sliding doors, and seating areas including a table and chairs.

9. Azure Oasis Studio

Azure Oasis Studio
Downtown Des Moines
9.0 out of 10, Wonderful, (2 reviews)
"I wasn't all that impressed with the cleanliness of the room when I arrived but our host was gracious and eager to make things right away. Best customer service I've experienced in a long time. Will come back!"
United States
Raphaelle B.
$107 nightly
The price is $116
Nov 8 - Nov 9
Total with taxes and fees
Azure Oasis Studio
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

Evergreen Nook
Downtown Des Moines
9.0 out of 10, Wonderful, (8 reviews)
"Awesome !!"
United States
Heather
$113 nightly
The price is $123
Nov 9 - Nov 10
Total with taxes and fees
Evergreen Nook
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

Cozy pond house nestled in nature waiting for you to enjoy
Osceola
9.8 out of 10, Exceptional, (6 reviews)
"It was more than we expected, a perfect place to get away for some peace and quiet. Super clean and very well equipped with everything we needed. Can't wait to stay again!"
United States
Eric F.
$172 nightly
The price is $181
Nov 15 - Nov 16
Total with taxes and fees
Cozy pond house nestled in nature waiting for you to enjoy
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...

Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...
Cumming
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay!"
United States
Elizabeth V.
$360 nightly
The price is $403
Nov 8 - Nov 9
Total with taxes and fees
Middlebrook Retreat, "Luxurious Retreat in Iowa's First Agrihood: Minutes to Des Moines & Steps to C...
A single-story house with a front yard, a mailbox, and a tree.

13. Farmhouse Oasis

Farmhouse Oasis
Dallas Center
10.0 out of 10, Exceptional, (33 reviews)
"The property was great and would stay again and recommend to family and friends if ciming into town."
United States
Michael D.
$159 nightly
The price is $167
Nov 11 - Nov 12
Total with taxes and fees
Farmhouse Oasis
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

Cozy 1B1B w/Wi-Fi, Balcony Views, Coffee + Parking
Downtown Des Moines
10.0 out of 10, Exceptional, (27 reviews)
"This was a great place, clean, comfortable and location is amazing."
United States
Krystal D.
$161 nightly
The price is $180
Nov 6 - Nov 7
Total with taxes and fees
Cozy 1B1B w/Wi-Fi, Balcony Views, Coffee + Parking
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

Good Vibes 2-Bedroom Apartment in Waukee - Central Location & Modern Comforts
Waukee
10.0 out of 10, Exceptional, (15 reviews)
"Perfect location, very clean, would definitely stay again! "
United States
Amy P.
$210 nightly
The price is $235
Nov 8 - Nov 9
Total with taxes and fees
Good Vibes 2-Bedroom Apartment in Waukee - Central Location & Modern Comforts
Room

16. Urban Jungle Retreat

Urban Jungle Retreat
Downtown Des Moines
8.2 out of 10, Very good, (14 reviews)
"Very comfortable and convenient for a single traveler. "
United States
Jessica H.
$112 nightly
The price is $122
Nov 16 - Nov 17
Total with taxes and fees
Urban Jungle Retreat
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

Spacious Farmhouse beautifully decorated waiting for laughs and memories
New Virginia
10.0 out of 10, Exceptional, (21 reviews)
"Very nice place to stay."
United States
Todd W.
$191 nightly
The price is $201
Nov 6 - Nov 7
Total with taxes and fees
Spacious Farmhouse beautifully decorated waiting for laughs and memories
A hotel room with two beds, a desk, a TV, and a kitchenette.

18. Central Comfort - Downtown Studio - Near Court Ave

Central Comfort - Downtown Studio - Near Court Ave
Downtown Des Moines
8.4 out of 10, Very good, (13 reviews)
"Convenient location downtown."
United States
Joshua
$151 nightly
The price is $159
Nov 8 - Nov 9
Total with taxes and fees
Central Comfort - Downtown Studio - Near Court Ave
A kitchen with wooden cabinets, a stove, and various kitchen appliances.

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

The Hen House Country Living with Farm Life Appeal Indianola, IA
Indianola
10.0 out of 10, Exceptional, (19 reviews)
"Loved it, every thing was awesome."
United States
Adam b.
$173 nightly
The price is $182
Nov 8 - Nov 9
Total with taxes and fees
The Hen House Country Living with Farm Life Appeal Indianola, IA
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.

2-bedroom apartment close to uptown Creston with WiFi and off street parking.
Creston
10.0 out of 10, Exceptional, (10 reviews)
"Great little apartment-like spot for stays on Creston. Easy checkin, clean spot, easy checkout."
United States
Samuel
$162 nightly
The price is $181
Nov 29 - Nov 30
Total with taxes and fees
2-bedroom apartment close to uptown Creston with WiFi and off street parking.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find vacation rentals that suit your style

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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

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
Winterset

10/10 Excellent

Loved the easy access and first floor room we had. Very quiet building and plenty of choices for breakfast. Staff was very accommodating.
United States
Anonymous traveler
Reviewed July 2, 2021
Cobblestone Inn & Suites - Winterset, IA

Frequently Asked Questions

How many vacation rentals are available in Madison County?

Expedia has plenty of vacation rentals to choose from in and around Madison County, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Madison County?

The selection of Madison County vacation rentals we have selected for you start as low as $111 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Madison County?

Vacation rentals in Madison County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Madison County vacation rentals to suit everyone.


Why should I choose a vacation rental in Madison County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Madison County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.


How do I find the best deal on a vacation rental in Madison County?

Find vacation rentals in Madison County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Madison County.


What amenities are available in a vacation rental in Madison County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Madison County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Madison County?

Everytime is a great time to head to Madison County! Staying in a Madison County vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Madison County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Madison County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Madison County, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Madison County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.