Compare Madison Vacation Rentals

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Madison Rentals

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

Madison IN
8.19 mi from city center
Guests staying at this cabin have access to barbecue grills and a garden.
Kitchen
Free WiFi
Red comfy cottage

Red comfy cottage

Madison IN
3.7 mi from city center
Guests of this vacation home enjoy features like an indoor pool, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Madison IN
0.96 mi from city center
$149 nightly
The price is $171 total per night
$171 total
Oct 5 - Oct 6
Total with taxes and fees
This cottage is a smoke-free cottage.
Kitchen
Pet friendly
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!

Madison IN
0.8 mi from city center
$203 nightly
The price is $233 total per night
$233 total
Oct 4 - Oct 5
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Best downtown location! Stablemasters Quarters is awarded winning! Come see why…

Best downtown location! Stablemasters Quarters is awarded winning! Come see why…

Madison IN
0.16 mi from city center
At this apartment, guests have access to features like laundry facilities. Transportation is made easy with limo/town car service. This family-friendly apartment building also has a living plant wall.
Kitchen
Washer
Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind

Madison IN
7.64 mi from city center
$226 nightly
The price is $260 total per night
$260 total
Oct 5 - Oct 6
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This cabin also has barbecue grills.
Hot Tub
Kitchen
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Madison IN
0.43 mi from city center
$215 nightly
The price is $247 total per night
$247 total
Oct 7 - Oct 8
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

Madison IN
0.31 mi from city center
$344 nightly
The price is $396 total per night
$396 total
Oct 7 - Oct 8
Total with taxes and fees
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. This family-friendly vacation home also has barbecue grills.
Hot Tub
Kitchen
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
$241 nightly
The price is $266 total per night
$266 total
Nov 1 - Nov 2
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.
Kitchen
Parking included
The Glamping at Eden Reserve

The Glamping at Eden Reserve

1 out of 5
500 Mercedes Dr Williamstown KY
43.48 mi from city center
$153 nightly
The price is $169 total per night
$169 total
Oct 25 - Oct 26
Total with taxes and fees
Guests staying at The Glamping at Eden Reserve have access to barbecue grills and a picnic area. Free parking is available if you drive.
Parking included
Free WiFi
Pickle Factory Hotel

Pickle Factory Hotel

2.5 out of 5
13 Tobacco Aly Covington KY
52.63 mi from city center
$166 nightly
The price is $187 total per night
$187 total
Oct 13 - Oct 14
Total with taxes and fees
Free parking is included with your stay.
Kitchen
Parking included
Baldwin Flats

Baldwin Flats

4 out of 5
220 E 4th St Covington KY
52.84 mi from city center
$142 nightly
The price is $160 total per night
$160 total
Oct 27 - Oct 28
Total with taxes and fees
Baldwin Flats features free WiFi in public areas and a garden. If you drive, take advantage of free parking.
Kitchen
Washer
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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 $160 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.

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