Madison Holiday Rentals

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Our top choices for Madison holiday rentals

The Clocktower Suite

The Clocktower Suite
Madison
10.0 out of 10, Exceptional, (4 reviews)
"Outstanding stay overall! The apartment is very clean and nicely appointed with 2 bedrooms, both with comfortable and cozy beds. Located very conveniently in downtown Madison, local stores/shops/bars are only steps away. "
United States
George M.
The price is NZ$281
includes taxes & fees
26 Feb - 27 Feb
The Clocktower Suite

King Bed Pet Friendly BBQ Grill Peaceful

King Bed Pet Friendly BBQ Grill Peaceful
3.5 star property
Madison
8.0 out of 10, Very good, (1 review)
The price is NZ$668
includes taxes & fees
4 Mar - 5 Mar
King Bed Pet Friendly BBQ Grill Peaceful

Parking for 75+ Travel Workers Welcome

Parking for 75+ Travel Workers Welcome
Rockingham County
6.0 out of 10, (2 reviews)
"The host was amazing. She was wonderful and had the property ready for all of us. This was my first personal experience with VRBO and this rental company and everything was great. Everyone had a great time. "
United States
Lillian C.
The price is NZ$577
includes taxes & fees
1 Mar - 2 Mar
Parking for 75+ Travel Workers Welcome

Private campground with camper rental in charming Ridgeway

Private campground with camper rental in charming Ridgeway
Ridgeway
The price is NZ$566
includes taxes & fees
25 Feb - 26 Feb
Private campground with camper rental in charming Ridgeway

Walden Cabin Experience

Walden Cabin Experience
Stokesdale
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful family, memorable visit.Highly recommend "
United States
Vicky Z.
The price is NZ$212
includes taxes & fees
1 Mar - 2 Mar
Walden Cabin Experience

THE CABIN ON THE MAYO RIVER. SURROUNDED BY STATE PARK. PRIVATE WATERFRONT

THE CABIN ON THE MAYO RIVER. SURROUNDED BY STATE PARK. PRIVATE WATERFRONT
Ridgeway
8.8 out of 10, Excellent, (3 reviews)
"It was a very unique experience and awesome location location"
United States
Ron M.
The price is NZ$732
includes taxes & fees
24 Mar - 25 Mar
THE CABIN ON THE MAYO RIVER. SURROUNDED BY STATE PARK. PRIVATE WATERFRONT

MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.

MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.
Summerfield
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful home close to what we needed.Laura was very responsive and generous with allowing us early entry due to a funeral we had to attend"
United States
Patricia J.
The price is NZ$448
includes taxes & fees
25 Feb - 26 Feb
MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.

Historic Waterfall Mill with Hot Tub

Historic Waterfall Mill with Hot Tub
Westfield
9.6 out of 10, Exceptional, (72 reviews)
"Wonderful stay at a truly unique home! The deck overlooking the waterfall was amazing, and the hot tub a perfect way to end the day after hiking. Would definitely stay here again !"
United States
Julie and Duane F.
The price is NZ$533
includes taxes & fees
1 Mar - 2 Mar
Historic Waterfall Mill with Hot Tub

The Cook's Wall Cabin

The Cook's Wall Cabin
Germanton
9.8 out of 10, Exceptional, (129 reviews)
"Hosts were super friendly and informative Clean and very comfortable Toilet area is small but everything we needed and more was there for the affordable price Would stay again "
United States
Terri
The price is NZ$194
includes taxes & fees
25 Feb - 26 Feb
The Cook's Wall Cabin

Landing Furnished Apartments Winston-Salem

Landing Furnished Apartments Winston-Salem
3.0 star property
Winston-Salem
The price is NZ$495
includes taxes & fees
1 Mar - 2 Mar
Landing Furnished Apartments Winston-Salem

Cozy, Close-to-Everything Cottage: Long-Stay & Laptop Ready

Cozy, Close-to-Everything Cottage: Long-Stay & Laptop Ready
Greensboro
10.0 out of 10, Exceptional, (1 review)
"Great stay! The communication with the host was excellent and the cleanliness was superb! We truly felt like we were at home. "
United States
Freddrianna M.
The price is NZ$617
includes taxes & fees
25 Feb - 26 Feb
Cozy, Close-to-Everything Cottage: Long-Stay & Laptop Ready

Cozy family-style home, close to Gardens, Friendly Center and Downtown..

Cozy family-style home, close to Gardens, Friendly Center and Downtown..
Green Valley
9.8 out of 10, Exceptional, (13 reviews)
"Came for family wedding. My daughter and I stayed for 3 nights. Perfect location and house is beautiful! "
United States
Leslie A.
The price is NZ$1,036
includes taxes & fees
25 Feb - 26 Feb
Cozy family-style home, close to Gardens, Friendly Center and Downtown..

Wanderlust Cabin Just minutes from Hanging Rock

Wanderlust Cabin Just minutes from Hanging Rock
Danbury
10.0 out of 10, Exceptional, (23 reviews)
"Unique and fun place. Remote, but was perfect for our particular trip. "
United States
Georgia D.
The price is NZ$404
includes taxes & fees
1 Mar - 2 Mar
Wanderlust Cabin Just minutes from Hanging Rock

NEW Cozy Bungalow 3 bed/2 bath w/King & pet friendly - Coliseum•GAC•UNCG<5 min

NEW Cozy Bungalow 3 bed/2 bath w/King & pet friendly - Coliseum•GAC•UNCG<5 min
Greensboro
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic host! Heather is very responsive and welcoming. The home is well equipped and comfortable. The pictures are accurate and the home seems recently refreshed. "
United States
Libby S.
The price is NZ$443
includes taxes & fees
9 Mar - 10 Mar
NEW Cozy Bungalow 3 bed/2 bath w/King & pet friendly - Coliseum•GAC•UNCG<5 min

Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views

Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views
Martinsville
9.8 out of 10, Exceptional, (24 reviews)
"Everything was fantastic "
United States
Erica B.
The price is NZ$470
includes taxes & fees
25 Feb - 26 Feb
Oasis Pool OPEN YEAR ROUND Private Fire Pit Modern Views

3 bed 2 bath single level home in Kernersville

3 bed 2 bath single level home in Kernersville
Kernersville
9.6 out of 10, Exceptional, (37 reviews)
"Clean, comfortable and safe location. "
United States
mtcornwell
The price is NZ$453
includes taxes & fees
25 Feb - 26 Feb
3 bed 2 bath single level home in Kernersville

The Cabin - Fire Pit, Pool Table, Spacious

The Cabin - Fire Pit, Pool Table, Spacious
Old Irving Park
10.0 out of 10, Exceptional, (16 reviews)
"Maddie was amazing! Very responsive and the house was clean. We had a fantastic stay, and would definitely love to stay there again in the future!"
United States
Raven N.
The price is NZ$1,018
includes taxes & fees
1 Mar - 2 Mar
The Cabin - Fire Pit, Pool Table, Spacious

Spacious 4 bdrm 2.5 ba townhome w/2 car garage in Reedy Fork area of Greensboro

Spacious 4 bdrm 2.5 ba townhome w/2 car garage in Reedy Fork area of Greensboro
Greensboro
8.8 out of 10, Excellent, (11 reviews)
"Clean and well accommodating "
United States
Adam C.
The price is NZ$634
includes taxes & fees
25 Feb - 26 Feb
Spacious 4 bdrm 2.5 ba townhome w/2 car garage in Reedy Fork area of Greensboro

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
Kernersville
10.0 out of 10, Exceptional, (66 reviews)
"Great place and greatly stocked house with all necessities, would stay here again! "
United States
Daphne C.
The price is NZ$390
includes taxes & fees
9 Mar - 10 Mar
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

Very Clean, Modern Cottage with Hot Tub!

Very Clean, Modern Cottage with Hot Tub!
Fieldale
10.0 out of 10, Exceptional, (64 reviews)
"We had a wonderful stay at Carson's Cottage. The host has thought of everything that makes it cozy and comfortable. We would definitely stay again!"
United States
Sharon S.
The price is NZ$563
includes taxes & fees
27 Feb - 28 Feb
Very Clean, Modern Cottage with Hot Tub!
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

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, 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 NZ$311 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

Can I find a holiday rental 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 Red Fox Cabin - Urban Retreat: This holiday home rental outside of Madison is located in the city centre, and has a garden, an arcade/games room and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Greensboro Science Center, or get out into nature at a spot like Belews Lake Park. In the wider area, you’ll find Davis Chapel Historic Site and Greensboro National Golf Club.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.