Photo by Mike Baxter

Search Holiday Rentals in Madison

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Top Holiday Rentals in Madison

Comfort Apartment | Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central
3.0 star property
9.0 out of 10, Wonderful, (70)
"Great place to stay, especially close to Saint Louis University. Communication was excellent, check-in was easy. Great value. "
The price is €135
per night
21 May - 22 May
White House at Grand Central
Reception
Kasa Forest Park St. Louis
3.5 star property
9.0 out of 10, Wonderful, (98)
"The apartment was amazing! The outdoor patio near the club house was messy and i was nervous to use the hot tub. I was disappointed because i really wanted a use the outdoors space. But otherwise it was great! "
Kasa Forest Park St. Louis
Bar (on property)
The St. Charles Guest House, lovely historic home, fun for families and groups
10.0 out of 10, Exceptional, (106)
"Had a wonderful weekend get away in St. Charlies. The house was so close to main street, but far enough away not to hear the noise. The house had everything and more! The water and snacks were a nice touch. Everything was very clean. Would stay here again."
The St. Charles Guest House, lovely historic home, fun for families and groups
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Bar (on property)
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
10.0 out of 10, Exceptional, (184)
"The cottage is immaculately furnished inside, and the bed is very comfortable. Just a very short walk to Main Street. Would recommend to anyone who is visiting St. Charles."
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Fridge, microwave, oven, stovetop
Stunning Townhome in The Grove - 918
9.6 out of 10, Exceptional, (21)
"This location has the WOW factor!! Such a peaceful area filled with inspiration and love ❤️. My family and I enjoyed this home away from home ❤️ The host was so accommodating and communication was everything! Highly recommend 👌"
The price is €227
per night
21 May - 22 May
Stunning Townhome in The Grove - 918
Reception
Kasa Central West End St. Louis
3.5 star property
8.6 out of 10, Excellent, (35)
"Highly recommend!"
Kasa Central West End St. Louis
Living area
Funky mini loft in fox park! Pet friendly!!
7.4 out of 10, Good, (13)
"We were immediately entranced by the home setup and decor. It exceeded our expectations and had a delightful time finding all the themed art pieces around the house. Minimal kitchen wares, but worked out because we brought our own. Would definitely book again next time we come through St. Louis."
The price is €148
per night
29 May - 30 May
Funky mini loft in fox park! Pet friendly!!
Fridge, microwave, oven, stovetop
Cozy Soulard 2BR w/ Free Parking
10.0 out of 10, Exceptional, (15)
"It was cozy, clean and comfortable. Loved it."
The price is €172
per night
20 May - 21 May
Cozy Soulard 2BR w/ Free Parking
Fridge, microwave, oven, stovetop
Classic FoxPark King 3BR w/ Deck
10.0 out of 10, Exceptional, (18)
"My family had such a nice stay. We were in town for a concert, and our stay was so fitting for everything we did. We loved the area, the house’s character, and all the handy accommodations. We all slept comfortably in our own spaces. If/when I return to the area, I won’t look for another place to stay; I’ll just easily book this again!"
The price is €171
per night
23 May - 24 May
Classic FoxPark King 3BR w/ Deck
Fridge, microwave, oven, stovetop
Private Cabin on Family Farm
10.0 out of 10, Exceptional, (32)
"We had a wonderfully quiet stay at this cute little cabin nestled in the woods, just off the beaten path of a local orchard. From our deck we could take in nature and see the wildlife coming and going from the quaint pond. It was a much needed break from the city."
The price is €231
per night
21 May - 22 May
Private Cabin on Family Farm
Fridge, microwave, oven, stovetop
Beautiful, Brand New Tower Grove Unit! 1s
9.8 out of 10, Exceptional, (6)
"Comforting, Love the community, location beautiful apartment."
The price is €197
per night
22 May - 23 May
Beautiful, Brand New Tower Grove Unit! 1s
Fridge, microwave, oven, stovetop
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
9.8 out of 10, Exceptional, (100)
"Host met us when we arrived. He was very nice. Took the time to show us everything and answer our questions. First VRBO. It was a pleasant experience. Our host John stocked our kitchen with drinks, fresh fruit and coffee pods. Plenty of corner dining spots near by. We would stay again!! Thanks John and Mary for a good stay!"
The price is €139
per night
20 May - 21 May
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Exterior
Entire Dogtown House near Zoo, Forest Park and Wash U
10.0 out of 10, Exceptional, (169)
"We also greatly appreciated the accommodations Ashley made for us! They were so helpful and quick to respond."
The price is €189
per night
22 May - 23 May
Entire Dogtown House near Zoo, Forest Park and Wash U
Fridge, microwave, oven, stovetop
Spacious Shaw 2 Bedroom Walk to Botanical Garden & Tower Grove - Pet Friendly
9.8 out of 10, Exceptional, (41)
"This home is in a great location. Walkable to parks and restaurants. Neighbors are friendly. Would love to stay on future trips."
Spacious Shaw 2 Bedroom Walk to Botanical Garden & Tower Grove - Pet Friendly
Property grounds
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
10.0 out of 10, Exceptional, (219)
"Loved our stay."
The price is €144
per night
19 May - 20 May
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
Fridge, microwave, oven, stovetop
St Louis Townhome-Perfect for Groups!
8.6 out of 10, Excellent, (19)
"Checking in was a bit confusing as the address given was not the side I stayed in. It was smaller in person than on the pictures but overall the stay was nice, would book again."
The price is €217
per night
22 May - 23 May
St Louis Townhome-Perfect for Groups!
1 bedroom, iron/ironing board, free WiFi, bed sheets
Soulard Pet Friendly 1 Bedroom with In-Unit Washer Dryer - Long Term Welcome
9.8 out of 10, Exceptional, (26)
"The place was clean enough, however the basement where the bedroom was, smelled like mold the entire time we were there. It gave me a headache. Also parking was difficult--we got a ticket because we didn't read the sign that was over 50 feet away stating they were cleaning the streets and not to park. I wouldn't stay here again."
Soulard Pet Friendly 1 Bedroom with In-Unit Washer Dryer - Long Term Welcome
Dining
The Lofts of North Main Street
9.6 out of 10, Exceptional, (88)
"Very pleasant, clean space to stay. Very conveniently located. Easy host to work with."
The price is €239
per night
23 May - 24 May
The Lofts of North Main Street
Exterior
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
10.0 out of 10, Exceptional, (185)
"We had a great time! The Red Barn was just what we needed for some quiet time to relax and take our time in St. Charles. The location is the perfect distance from the main street so you don't have to walk far to find something to do, but it's also not right on the "main drag" where you'd have people walking by all the time. Thanks for the hospitality!"
1790's Renovated Barn, Main Street St. Charles, Hot Tub in private backyard!
Terrace/patio
MC Suite - Central 1BD Apt 5 mins to downtown STL
9.2 out of 10, Wonderful, (9)
"I loved the place I felt like I was at home literally. They had everything in there that we needed etc."
The price is €177
per night
20 May - 21 May
MC Suite - Central 1BD Apt 5 mins to downtown STL
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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.

Other types of properties in Madison you may be interested in

Exterior
Hyatt Regency St. Louis at The Arch
4.0 star property
8.4 out of 10, Very good, (3011)
"Nice hotel "
The price is €151
per night
27 May - 28 May
Hyatt Regency St. Louis at The Arch
Rooftop terrace
Drury Plaza Hotel St. Louis at the Arch
3.0 star property
9.6 out of 10, Exceptional, (2177)
"Was what it was expected"
The price is €155
per night
23 May - 24 May
Drury Plaza Hotel St. Louis at the Arch
Exterior
Clayton Plaza Hotel & Extended Stay
3.5 star property
8.8 out of 10, Excellent, (2862)
"We have stayed at this hotel several times this past year since our son attended WashU. If you are looking for something close to campus, and a good value, this is a great hotel. It is no frills & a little “tired,” but is clean and the staff is amazing. Since we just want a place to sleep, this works great for us!"
The price is €122
per night
2 Jun - 3 Jun
Clayton Plaza Hotel & Extended Stay
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.

Frequently asked questions

Are there holiday rentals in Madison?

Yes, you can find holiday rentals where you'll be just 7.9 mi (12.8 km) from St. Louis Zoo, providing a secluded option if you want a quieter place to stay.

What can I see and do in Madison?

Explore the area and family-friendly sights such as St. Louis Zoo, or get out into nature at a spot like Gateway Arch Visitor Center. While in the area, you can also visit popular places such as Gateway Arch and St. Louis Union Station.

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 like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family trips.

Recent reviews of Madison properties
Expedia verified reviews