Madison Vacation Rentals

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Madison vacation rentals

Property grounds
Secluded Chalet near Ohiopyle and Seven Springs

Chalet in Bear Rocks

Secluded Chalet near Ohiopyle and Seven Springs
10.0 out of 10, Exceptional, (1)
$255 nightly
The price is $270
Jan 12 - Jan 13
Total with taxes and fees
Secluded Chalet near Ohiopyle and Seven Springs
Spa
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!

Apartment in Connellsville

Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
10.0 out of 10, Exceptional, (7)
"Lovely place and thoughtfully appointed. The coffee was amazingly good!"
United States
Elizabeth K.
$156 nightly
The price is $172
Jan 15 - Jan 16
Total with taxes and fees
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
2 bedrooms, desk, iron/ironing board, free WiFi
Steps to Bella Terra | Pet Friendly | Fire Pit

Apartment in Hunker

Steps to Bella Terra | Pet Friendly | Fire Pit
10.0 out of 10, Exceptional, (8)
"The hosts are gracious and available. The home is well-maintained and they have done a great job in providing instructions for the house and the online guide to the area was greatly appreciated. "
United States
Bo N.
$304 nightly
The price is $320
Jan 11 - Jan 12
Total with taxes and fees
Steps to Bella Terra | Pet Friendly | Fire Pit
Property grounds
Yough Trail Retreat on the Great Allegheny Passage

Apartment in Connellsville

Yough Trail Retreat on the Great Allegheny Passage
10.0 out of 10, Exceptional, (14)
"The accommodation was clean and tastefully decorated. The hosts were very welcoming and helpful. Great location to downtown and easy walk to river and trails. Would definitely stay here again! "
United States
Crystal O.
$233 nightly
The price is $257
Jan 31 - Feb 1
Total with taxes and fees
Yough Trail Retreat on the Great Allegheny Passage
TV, books
3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.

Vacation Home in Mount Pleasant

3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
2.0 star property
$188 nightly
The price is $208
Jan 12 - Jan 13
Total with taxes and fees
3-bd home in Mt.Pleasant; child/pet friendly; festivals, biking, skiing nearby.
Smart TV
Charming 3-bedroom townhome with AC and WiFi in Greensburg

Vacation Home in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
8.8 out of 10, Excellent, (8)
"Great place to stay. Centrally located"
United States
Randall M.
$311 nightly
The price is $343
Jan 9 - Jan 10
Total with taxes and fees
Charming 3-bedroom townhome with AC and WiFi in Greensburg
Property grounds
Cozy Studio with Unique Charm in Private Setting

Apartment in South Park

Cozy Studio with Unique Charm in Private Setting
10.0 out of 10, Exceptional, (72)
"Everything was perfect. Will stay there next trip to see family. "
United States
Joyce P.
$172 nightly
The price is $190
Jan 8 - Jan 9
Total with taxes and fees
Cozy Studio with Unique Charm in Private Setting
2 bedrooms, iron/ironing board, WiFi, bed sheets
Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit

Apartment in East Liberty

Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit
10.0 out of 10, Exceptional, (13)
"Spacious unit with modern fixtures; easy walking distance to lots of good restaurants and shops nearby! Quiet neighbors; check out this VRBO for your next stay in Pittsburgh! "
United States
Alexandra H.
$198 nightly
The price is $224
Feb 2 - Feb 3
Total with taxes and fees
Pittsburgh Delight - Cozy 2B/1B Apt w/ Private Parking, Second Floor Unit
Exterior
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

Cabin in South Park

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
10.0 out of 10, Exceptional, (35)
"Fantastic place, exactly what I was looking for, thank you!"
United States
Matthew
$172 nightly
The price is $190
Jan 8 - Jan 9
Total with taxes and fees
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Interior
Stylish House near Frick Park

Vacation Home in Squirrel Hill South

Stylish House near Frick Park
9.8 out of 10, Exceptional, (9)
"Stayed for the US Open. Check in was easy and property was clean and comfortable. "
United States
Joshua H.
$174 nightly
The price is $198
Jan 8 - Jan 9
Total with taxes and fees
Stylish House near Frick Park
Interior
Pittsburgh Delight - Comfy 2B/1B Apt w/ Private Parking, First Floor Unit

Apartment in East Liberty

Pittsburgh Delight - Comfy 2B/1B Apt w/ Private Parking, First Floor Unit
9.6 out of 10, Exceptional, (4)
"Place did the job, good location, new renovation, clean."
United States
Mark M.
$213 nightly
The price is $241
Jan 8 - Jan 9
Total with taxes and fees
Pittsburgh Delight - Comfy 2B/1B Apt w/ Private Parking, First Floor Unit
Fridge, microwave, oven, stovetop
HostWise Stays - Theater Deck | Podcast Studio | Kid Friendly!

Apartment in Shadyside

HostWise Stays - Theater Deck | Podcast Studio | Kid Friendly!
2.0 star property
10.0 out of 10, Exceptional, (2)
"The home was decorated in the most charming and esthetic manner. It was very clean, maki g us think we were the first guest. My kids loved the ride on car!"
United States
Lindsay B.
$243 nightly
The price is $276
Jan 14 - Jan 15
Total with taxes and fees
HostWise Stays - Theater Deck | Podcast Studio | Kid Friendly!
Dining
Hydee's Hideaway

Apartment in Swissvale

Hydee's Hideaway
10.0 out of 10, Exceptional, (25)
"The location was great and the property owners were kind and helped us during our stay. "
United States
Cathy K.
$322 nightly
The price is $364
Jan 8 - Jan 9
Total with taxes and fees
Hydee's Hideaway
Interior
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Vacation Home in Monongahela

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
10.0 out of 10, Exceptional, (11)
"Great girls trip at the Blue Peacock. House has plenty of room and is cozy. Location is good too.Andres answered all our questions promptly.Would recommend & stay again!"
United States
Stephanie M.
$235 nightly
The price is $260
Jan 13 - Jan 14
Total with taxes and fees
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Terrace/patio
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!

Vacation Home in Plum

Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
10.0 out of 10, Exceptional, (15)
"We had to stay after my daughter’s surgery and Shelly was wonderful. There were snacks and water for us. It was clean and inviting."
United States
heather m.
$241 nightly
The price is $273
Jan 8 - Jan 9
Total with taxes and fees
Pet-friendly home next to Oakmont & Veltre's + a few miles to Pittsburgh events!
Dining
2615 Jane Down - Southside

Apartment in South Side Flats

2615 Jane Down - Southside
2.0 star property
10.0 out of 10, Exceptional, (2)
"Location was excellent. The place was very nice, we had a great time."
United States
Leah W.
$169 nightly
The price is $191
Jan 8 - Jan 9
Total with taxes and fees
2615 Jane Down - Southside
Terrace/patio
McEarth’s Haven - Your Home Away From Home

Apartment in North Versailles

McEarth’s Haven - Your Home Away From Home
2.0 star property
8.0 out of 10, Very Good, (1)
$142 nightly
The price is $160
Jan 8 - Jan 9
Total with taxes and fees
McEarth’s Haven - Your Home Away From Home
Interior
Steel City Stay- 4B/2B Getaway

Vacation Home in Highland Park

Steel City Stay- 4B/2B Getaway
10.0 out of 10, Exceptional, (4)
"Great stay"
United States
Parm S.
$304 nightly
The price is $344
Jan 8 - Jan 9
Total with taxes and fees
Steel City Stay- 4B/2B Getaway
Property grounds
Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5

Mobile Home in Mount Pleasant

Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5
$229 nightly
The price is $253
Jan 8 - Jan 9
Total with taxes and fees
Soothing RV with AC in charming Mount Pleasant/ 2021 Georgetown 5 Series 31L5
Interior
Stunning 2 BR King Bed Suite ~ Steps from Walnut

Apartment in Shadyside

Stunning 2 BR King Bed Suite ~ Steps from Walnut
2.0 star property
10.0 out of 10, Exceptional, (2)
"Host was very helpful and great with responding quickly. Apartment was very roomy and well appointed. Beds very comfortable and great location. I would definitely stay here again."
United States
Mary Beth R.
$149 nightly
The price is $187
Jan 8 - Jan 9
Total with taxes and fees
Stunning 2 BR King Bed Suite ~ Steps from Walnut
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison Hotel Reviews

Find out more about Madison

Everything you need to know about Madison 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 Madison 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 Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. 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 Madison 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 $175 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 Madison rentals

At Expedia, we put the best Madison 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 Madison 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 Madison 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 Madison. 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

Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to well known attractions in Madison, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Madison has to offer?

King bed I 1 block to Carson l Game Room l Fire Pit l BBQ l Sleeps 10 l AC l: This vacation home near Madison has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Madison?

Explore the area and family-friendly sights such as Stone Villa Wine Cellars, or get out into nature at a spot like Madison Park. In the larger area, you’ll find Seton Hill University and The Palace Theatre.

What are vacation rentals like in Madison?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Madison. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.