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Madison Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Madison vacation rentals

2 bedrooms, desk, iron/ironing board, WiFi (free)

1. Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (14 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
$285 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
Walk to BTV Winery | Near Corporate Offices
Property grounds

2. Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.

Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
Jeannette
10.0 out of 10, Exceptional, (1 review)
"Nancy was an incredible host. Everyone at the property was so wonderful, welcoming, and helpful. We had everything we needed in the most beautiful, peaceful place."
United States
Jen U.
$196 nightly
The price is $216
Sep 7 - Sep 8
Total with taxes and fees
Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
Interior

3. Charming 3-bedroom house in soothing West Newton neighborhood

Charming 3-bedroom house in soothing West Newton neighborhood
West Newton
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay a lot ! Beautiful home ."
United States
Sara R.
$243 nightly
The price is $268
Sep 15 - Sep 16
Total with taxes and fees
Charming 3-bedroom house in soothing West Newton neighborhood
1 bedroom, internet

4. Small room, full bathroom/kitchen, great for business travelers or relocations.

Small room, full bathroom/kitchen, great for business travelers or relocations.
Jeannette
$182 nightly
The price is $201
Sep 12 - Sep 13
Total with taxes and fees
Small room, full bathroom/kitchen, great for business travelers or relocations.
Smart TV, fireplace

5. The Upper Room

The Upper Room
McKeesport
9.6 out of 10, Exceptional, (13 reviews)
"Great place and an awesome host!"
United States
John B.
$177 nightly
The price is $200
Sep 9 - Sep 10
Total with taxes and fees
The Upper Room
Smart TV

6. Charming 3-bedroom townhome with AC and WiFi in Greensburg

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
9.2 out of 10, Wonderful, (11 reviews)
"Everything so nice do clean perfect for our stay thank you"
United States
Linda T.
$312 nightly
The price is $344
Sep 7 - Sep 8
Total with taxes and fees
Charming 3-bedroom townhome with AC and WiFi in Greensburg
TV

7. The Light Room

The Light Room
McKeesport
8.4 out of 10, Very Good, (18 reviews)
"Loved it here "
United States
Ciara S.
$170 nightly
The price is $192
Sep 14 - Sep 15
Total with taxes and fees
The Light Room
Property grounds

8. Secluded Chalet near Ohiopyle and Seven Springs

Secluded Chalet near Ohiopyle and Seven Springs
Bear Rocks
10.0 out of 10, Exceptional, (3 reviews)
"Mike was great. Place is as advertised. Worked well for our weekend at Seven Springs. "
United States
Ryan C.
$238 nightly
The price is $252
Sep 8 - Sep 9
Total with taxes and fees
Secluded Chalet near Ohiopyle and Seven Springs
Exterior

9. Cabin 7 - Cozy Cabin w/loft. Has everything you need for a great stay with a beautiful view to the river!

Cabin 7 - Cozy Cabin w/loft. Has everything you need for a great stay with a beautiful view to the river!
Connellsville
9.0 out of 10, Wonderful, (2 reviews)
"We wanted a quiet weekend away and didn't want that hotel experience. That is exactly what we got. Beautiful property and a lot of things to do for all ages. The cabin was exactly as described and clean. Our view of the river was a plus and the area where we were was quiet. We built a fire to sit by in the evening and cooked outside for supper. We will definitely be back and may make this our go to when we visit the granddaughter and our kids."
United States
Jodi R.
$180 nightly
The price is $199
Sep 7 - Sep 8
Total with taxes and fees
Cabin 7 - Cozy Cabin w/loft. Has everything you need for a great stay with a beautiful view to the river!
Spa

10. Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!

Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
Connellsville
10.0 out of 10, Exceptional, (10 reviews)
"We had a very comfortable cozy stay."
United States
Beth F.
$141 nightly
The price is $155
Sep 8 - Sep 9
Total with taxes and fees
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
Property grounds

11. Cozy Studio with Unique Charm in Private Setting

Cozy Studio with Unique Charm in Private Setting
South Park
10.0 out of 10, Exceptional, (81 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveler
$178 nightly
The price is $196
Sep 10 - Sep 11
Total with taxes and fees
Cozy Studio with Unique Charm in Private Setting
Property grounds

12. Yough Trail Retreat on the Great Allegheny Passage

Yough Trail Retreat on the Great Allegheny Passage
Connellsville
10.0 out of 10, Exceptional, (20 reviews)
"Lovely place to stay when passing through on the GAP Trail Ride. Great host."
United States
James
$220 nightly
The price is $243
Sep 8 - Sep 9
Total with taxes and fees
Yough Trail Retreat on the Great Allegheny Passage
House (3 Bedrooms) | Interior

13. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
3.0 star property
Penn Hills
$334 nightly
The price is $380
Sep 7 - Sep 8
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
Interior

14. Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!

Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
Monongahela
10.0 out of 10, Exceptional, (20 reviews)
"Home was awesome. very clean and comfortable beds. I will be back……..at the Blue Peacock inn!"
United States
JOHN L.
$267 nightly
The price is $295
Sep 28 - Sep 29
Total with taxes and fees
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
TV, Netflix, streaming services, offices

15. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful house and very cozy feeling, Jenna kept in touch to make sure we had everything we needed. "
United States
Bobbi C.
$223 nightly
The price is $240
Sep 27 - Sep 28
Total with taxes and fees
Beautiful 3BR Home with Cozy Front & Back Porches!
Exterior

16. LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.

LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
South Park
10.0 out of 10, Exceptional, (47 reviews)
"Great time and great hosts!"
United States
Anonymous traveler
$194 nightly
The price is $214
Sep 9 - Sep 10
Total with taxes and fees
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
TV

17. Penn Hills Home ~ 11 Mi to Pittsburgh

Penn Hills Home ~ 11 Mi to Pittsburgh
Penn Hills
9.0 out of 10, Wonderful, (7 reviews)
"Clean property, easy check in process, Accessible and supportive host"
United States
Nara S.
$340 nightly
The price is $385
Sep 7 - Sep 8
Total with taxes and fees
Penn Hills Home ~ 11 Mi to Pittsburgh
Interior

18. Stylish House near Frick Park

Stylish House near Frick Park
Squirrel Hill South
9.8 out of 10, Exceptional, (10 reviews)
"Cozy house, had everything we needed in a very convenient location."
United States
Warren S.
$202 nightly
The price is $229
Sep 7 - Sep 8
Total with taxes and fees
Stylish House near Frick Park
Dining

19. Crow's Nest Crash-Pad

Crow's Nest Crash-Pad
Homestead
7.6 out of 10, Good, (14 reviews)
"I was weary to book because of some of the other reviews, however it was a great place to stay! It was such a cute and cozy little place! It was also very clean when we got there! You definitely get your moneys worth and more. Will for sure be back next time I’m in town!"
United States
Destinee F.
$153 nightly
The price is $163
Sep 13 - Sep 14
Total with taxes and fees
Crow's Nest Crash-Pad
Dining

20. Hydee's Hideaway

Hydee's Hideaway
Swissvale
10.0 out of 10, Exceptional, (36 reviews)
"Nice, clean place with comfortable beds and furniture. Host was accommodating. Location is close to highway making it convenient. Would definitely stay here again!"
United States
Alisia T.
$317 nightly
The price is $359
Sep 7 - Sep 8
Total with taxes and fees
Hydee's Hideaway
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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Top Madison Hotel Reviews

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

10/10 Excellent
"Great staff... excellent valet"
Monika 1-night trip
Posted 1 day ago
Hotel Indigo Pittsburgh East Liberty by IHG

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 $163 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.

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?

The Light Room: This vacation home rental near Madison is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

What can I see and do in Madison?

Explore the area and family-friendly sights such as Kennywood, or get out into nature at a spot like Madison Park. In the larger area, you’ll find Big Mac Museum and Seton Hill University.

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.