Compare Madison Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Madison Rentals

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

0.8 mi from city center
$188 nightly
The price is $216 total per night
$216 total
Sep 30 - Oct 1
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2 out of 5
0.11 mi from city center
$146 nightly
The price is $168 total per night
$168 total
Sep 30 - Oct 1
Total with taxes and fees
Guests of this apartment enjoy features like a water park and laundry facilities.
Rustic cabin just outside of Madison!

Rustic cabin just outside of Madison!

5.33 mi from city center
Guests staying at this cabin have access to laundry facilities, barbecue grills, and a garden.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

8.19 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

5.71 mi from city center
$252 nightly
The price is $290 total per night
$290 total
Sep 30 - Oct 1
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities.
Sunset over the city Suite 201, Sunset over the city Suite 201

Sunset over the city Suite 201, Sunset over the city Suite 201

0.5 mi from city center
$129 nightly
The price is $138 total per night
$138 total
Oct 1 - Oct 2
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind

7.64 mi from city center
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This cabin also has barbecue grills.
Close to Ark Encounter and Creation Museum!

Close to Ark Encounter and Creation Museum!

2 out of 5
32.62 mi from city center
At this cabin, guests have access to features like laundry facilities. This family-friendly cabin also has barbecue grills.
Quaint Cabin - 8 minutes from Ark Encounter!! Country setting, near town!!

Quaint Cabin - 8 minutes from Ark Encounter!! Country setting, near town!!

41.85 mi from city center
$145 nightly
The price is $160 total per night
$160 total
Oct 1 - Oct 2
Total with taxes and fees
This cabin is a smoke-free cabin.
Cozy cabin 8 minutes from Ark Encounter!!

Cozy cabin 8 minutes from Ark Encounter!!

41.86 mi from city center
$131 nightly
The price is $144 total per night
$144 total
Oct 9 - Oct 10
Total with taxes and fees
This cabin is a smoke-free cabin.
The Lodges at Eden Reserve

The Lodges at Eden Reserve

3 out of 5
500 Mercedes Dr, Williamstown, KY
43.48 mi from city center
$264 nightly
The price is $291 total per night
$291 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at The Lodges at Eden Reserve have access to express check-out, barbecue grills, and a picnic area. If you drive, put free parking to good use.
Pickle Factory Hotel

Pickle Factory Hotel

2.5 out of 5
13 Tobacco Aly, Covington, KY
52.63 mi from city center
$152 nightly
The price is $170 total per night
$170 total
Oct 13 - Oct 14
Total with taxes and fees
Free parking is included with your stay.
Don't see what you're looking for?
See all available properties in Madison
View all properties
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.

Madison Large Group Rentals

How to Book Vacation Rentals in Madison



🏠 What is the best price for Madison vacation rentals?

Madison vacation rentals range in price, starting at $138 per night.


🏠 What types of vacation rentals in Madison can I rent?

Orbitz offers a wide range of Madison rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Madison condo rentals.


🏠 Is it free to cancel my Madison vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Madison vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Madison. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Madison?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Madison apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Madison?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Madison package deals will get you even more savings.

More to Explore

More to Explore