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Check prices for these dates

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

Our top choices for Madison holiday rentals

A bedroom with a large bed, a TV mounted on the wall, a desk, and a dresser.

1. Walk to BTV Winery | Near Corporate Offices

Walk to BTV Winery | Near Corporate Offices
Hunker
10.0 out of 10, Exceptional, (15 reviews)
"Everything was wonderful - very clean, very cozy! We enjoyed our stay very much!"
United States
Kate R.
The price is £226
includes taxes & fees
24 Nov - 25 Nov
Walk to BTV Winery | Near Corporate Offices
A staircase with a wooden handrail leading to a landing. A patterned rug is on the floor, and a small table with a lamp is on the left.

2. 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, (11 reviews)
"We enjoyed our stay a lot ! Beautiful home ."
United States
Sara R.
The price is £233
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom house in soothing West Newton neighborhood
A tranquil outdoor seating area with a stone table and benches, a small birdhouse, and a pond surrounded by trees.

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

Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
Jeannette
8.8 out of 10, Excellent, (3 reviews)
"Great stay"
United States
Christopher S.
The price is £171
includes taxes & fees
15 Nov - 16 Nov
Tranquility surrounds this house. View includes Three Lakes & Quiet wilderness.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and an oven.

4. 3bd home in Mt. Pleasant; near festivals, biking, skiing.

3bd home in Mt. Pleasant; near festivals, biking, skiing.
Mount Pleasant
9.8 out of 10, Exceptional, (18 reviews)
"Very clean home and the host was very quick and responsive with replies. We would definitely stay here again if in the area in the future!"
United States
Rebecca S.
The price is £158
includes taxes & fees
5 Nov - 6 Nov
3bd home in Mt. Pleasant; near festivals, biking, skiing.
A living room with a sofa, a coffee table, a TV, and a lamp.

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

Charming 3-bedroom townhome with AC and WiFi in Greensburg
Greensburg
9.4 out of 10, Exceptional, (13 reviews)
"Everything so nice do clean perfect for our stay thank you"
United States
Linda T.
The price is £244
includes taxes & fees
11 Nov - 12 Nov
Charming 3-bedroom townhome with AC and WiFi in Greensburg
A modern living room with a sectional sofa, a round coffee table, and decorative wall art.

6. The Upper Room

The Upper Room
McKeesport
9.2 out of 10, Wonderful, (21 reviews)
"Great place and an awesome host!"
United States
John B.
The price is £144
includes taxes & fees
10 Nov - 11 Nov
The Upper Room
A compact kitchen with a dining table set for four, a refrigerator, a microwave, and a ceiling fan.

7. The Light Room

The Light Room
McKeesport
8.0 out of 10, Very good, (20 reviews)
"Loved it here "
United States
Ciara S.
The price is £138
includes taxes & fees
30 Nov - 1 Dec
The Light Room
A living room with a sofa, a coffee table, a fireplace, and a TV on a mantel.

8. 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.
The price is £162
includes taxes & fees
6 Nov - 7 Nov
Beautiful 3BR Home with Cozy Front & Back Porches!
A gravel path leading through a wooden archway surrounded by trees and foliage.

9. 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.
The price is £182
includes taxes & fees
11 Nov - 12 Nov
Secluded Chalet near Ohiopyle and Seven Springs
A cozy bedroom with a bedside table holding a book, candles, and a cup.

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, (11 reviews)
"Cute, very clean place, had everything we needed and then some! Hosts responded quickly to messages and were very accommodating. We will definitely stay here again when in the area!"
United States
Patty F.
The price is £115
includes taxes & fees
11 Nov - 12 Nov
Vintage Vogue: Your Stylish Suite with Wi-Fi, Netflix, and Parking!
A campfire in a metal pot surrounded by rocks, with a water feature in the background.

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, (83 reviews)
"The loft was perfect. It was clean and the host were available for anything I needed. "
United States
Anonymous traveller
The price is £146
includes taxes & fees
9 Nov - 10 Nov
Cozy Studio with Unique Charm in Private Setting
A modern living room with a sofa, a dining table, and a chair. There are windows with blinds, a lamp, and a plant.

12. Spacious & Bright Retreat – Perfect for Families!

Spacious & Bright Retreat – Perfect for Families!
Pittsburgh
10.0 out of 10, Exceptional, (9 reviews)
"Great location, clean with lots of room."
United States
Tom O.
The price is £169
includes taxes & fees
7 Nov - 8 Nov
Spacious & Bright Retreat – Perfect for Families!
A residential area with a well-maintained lawn, a small fire pit, and houses with red brick exteriors.

13. Yough Trail Retreat on the Great Allegheny Passage

Yough Trail Retreat on the Great Allegheny Passage
Connellsville
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place to stay when passing through on the GAP Trail Ride. Great host."
United States
James
The price is £177
includes taxes & fees
5 Nov - 6 Nov
Yough Trail Retreat on the Great Allegheny Passage
A modern staircase with a dark wood finish and white balusters, leading to an upper floor.

14. Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym

Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
Squirrel Hill South
10.0 out of 10, Exceptional, (3 reviews)
"The apartment was spacious and well equipped."
United States
Anonymous traveller
The price is £85
includes taxes & fees
5 Nov - 6 Nov
Squirrel Hill Chic • Spaciuos 1BR + Parking & Gym
A living room with a fireplace, a blue sofa, a coffee table, and a TV mounted on the wall.

15. Rose’s Comfortable Place | Cozy 1-Bedroom

Rose’s Comfortable Place | Cozy 1-Bedroom
Munhall
7.2 out of 10, Good, (5 reviews)
"It was perfect for the price. Lots of parking in front of the house. Easy to find and check in. Very helpful if you’re trying to find something decent and affordable."
United States
Heather B.
The price is £107
includes taxes & fees
11 Nov - 12 Nov
Rose’s Comfortable Place | Cozy 1-Bedroom
A wooden staircase with a balustrade, leading to a door at the top.

16. 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, (21 reviews)
"Really nice place, the front porch is exceptional!"
United States
John W.
The price is £195
includes taxes & fees
5 Nov - 6 Nov
Charming 4-bedroom family friendly house in Monongahela. Make yourself at home!
An outdoor hot tub area with a wooden deck, a covered seating area, and a view of a house in the background.

17. Cozy unique space in serene West Homestead with sauna and outdoor hot tub.

Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
West Homestead
9.4 out of 10, Exceptional, (13 reviews)
"We were in town for the fireworks made plans on short notice the place worked perfect for us. JE"
United States
John E.
The price is £208
includes taxes & fees
5 Nov - 6 Nov
Cozy unique space in serene West Homestead with sauna and outdoor hot tub.
A wooden cabin with a porch and a small deck.

18. 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, (48 reviews)
"Great home base while visiting family and friends"
United States
Lynne H.
The price is £155
includes taxes & fees
10 Nov - 11 Nov
LILY PAD: Cozy Cabin with Unique Charm overlooking small pond on our property.
Two bottles of Drops laundry detergent and bleach additive on a shelf.

19. 2615 Jane Down - Southside

2615 Jane Down - Southside
South Side Flats
8.8 out of 10, Excellent, (5 reviews)
"Very clean modern place in nice neighborhood. Location great for walking. Found a vegan restaurant less than two blocks away. "
United States
Bertha T.
The price is £179
includes taxes & fees
6 Nov - 7 Nov
2615 Jane Down - Southside
A residential exterior with a wooden deck, white steps, and a brown door.

20. Shadyside/Central @2 Bright and Stylish Studio with Free Parking

Shadyside/Central @2 Bright and Stylish Studio with Free Parking
Shadyside
9.8 out of 10, Exceptional, (9 reviews)
"Absolutely perfect! Check-in was easy and the parking right behind the property was the best part. Would definitely stay here again!!"
United States
Anonymous traveller
Shadyside/Central @2 Bright and Stylish Studio with Free 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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Top Madison Hotel Reviews

A modern restaurant with a long counter, multiple seating options, and a self-service beverage station.
Fairfield Inn by Marriott Pittsburgh New Stanton

Fairfield Inn by Marriott Pittsburgh New Stanton

Fairfield Inn by Marriott Pittsburgh New Stanton
New Stanton

10/10 Excellent

Very nice, comfy, clean hotel. Limited options for dining etc nearby but cannot fault the hotel itself.
United Kingdom
Anonymous traveller
Reviewed April 20, 2023
Fairfield Inn by Marriott Pittsburgh New Stanton

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as £85 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday 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 holiday.

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 holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

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

The Walnut Suites - The Family Suite: This holiday home rental outside of Madison is located in the city centre, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

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 wider area, you’ll find Seton Hill University and The Palace Theatre.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.