Book Holiday Homes in Madison

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Featured Holiday Homes in Madison

Barn Loft with Mountain Views, minutes from Hanging Rock State Park

Barn Loft with Mountain Views, minutes from Hanging Rock State Park

King
Located in King, this vacation home is in the mountains, within a 10-minute drive of Hanging Rock State Park and Camp Hanes Upper Lake.
Barn Loft with Mountain Views, minutes from Hanging Rock State Park
The Cook's Wall Cabin

The Cook's Wall Cabin

Germanton
The price is AU$187 per night from 5 Dec to 6 Dec
AU$187
includes taxes & fees
5 Dec - 6 Dec
This vacation home is 1.5 mi (2.4 km) from Hanging Rock State Park and 5.7 mi (9.2 km) from Camp Hanes Upper Lake.
The Cook's Wall Cabin
Beautiful 3 Bedroom Townhouse

Beautiful 3 Bedroom Townhouse

Greensboro
Located in Greensboro, this vacation home is within a 15-minute drive of Greensboro Coliseum and North Carolina A and T State University.
Beautiful 3 Bedroom Townhouse
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Deacon Stays: The Cottage - Walk to WFU

Deacon Stays: The Cottage - Walk to WFU

Winston Salem
Located in Winston-Salem, this vacation home is within a 15-minute drive of Wake Forest University and Hanes Mall.
Deacon Stays: The Cottage - Walk to WFU
Sweet Sunny Summit House

Sweet Sunny Summit House

Greensboro
The price is AU$391 per night from 24 Nov to 25 Nov
AU$391
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Greensboro, you'll be a 2-minute drive from North Carolina A and T State University and 8 minutes from Greensboro ...
Sweet Sunny Summit House
Waterfall Dreams|Hot Tub|Hike|Stargaze

Waterfall Dreams|Hot Tub|Hike|Stargaze

Westfield
The price is AU$603 per night from 5 Dec to 6 Dec
AU$603
includes taxes & fees
5 Dec - 6 Dec
When you stay at this vacation home in Westfield, you'll be on the waterfront and 12 minutes by car from Hart's Access.
Waterfall Dreams|Hot Tub|Hike|Stargaze
Mid-Century Charmer in Old Irving Park

Mid-Century Charmer in Old Irving Park

Greensboro
Located in Greensboro (Old Irving Park), this vacation home is within a 10-minute drive of Greensboro Coliseum and North Carolina A and T State University.
Mid-Century Charmer in Old Irving Park
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

Greensboro
With a stay at this vacation home in Greensboro, you'll be a 2-minute drive from Greensboro Coliseum and 6 minutes from North Carolina A and T State ...
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.
Pinnacle Cottage - 2 bedroom/1.5 bath - near Pilot Mountain State Park

Pinnacle Cottage - 2 bedroom/1.5 bath - near Pilot Mountain State Park

Pinnacle
Located in Pinnacle, this vacation home is within a 5-minute drive of Pinnacle Lions Park and Pilot Mountain.
Pinnacle Cottage - 2 bedroom/1.5 bath - near Pilot Mountain State Park
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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.

Madison Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madison vacation homes are the perfect way for you to wing it.

Holiday houses in Madison let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madison in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madison adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madison with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madison vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madison Holiday Homes essential information

Accommodation
286 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$603
Popular accommodation
Barn Loft with Mountain Views, minutes from Hanging Rock State Park, The Cook's Wall Cabin , Beautiful 3 Bedroom Townhouse, Deacon Stays: The Cottage - Walk to WFU, Sweet Sunny Summit House, Waterfall Dreams|Hot Tub|Hike|Stargaze, Mid-Century Charmer in Old Irving Park, The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges. , Pinnacle Cottage - 2 bedroom/1.5 bath - near Pilot Mountain State Park

Top trending hotels in Madison

Sheraton Greensboro at Four Seasons

Sheraton Greensboro at Four Seasons

3.5 out of 5
3121 West Gate City Boulevard, Greensboro, NC
Fully refundable
The price is AU$171 per night from 8 Dec to 9 Dec
AU$171
includes taxes & fees
8 Dec - 9 Dec
Located in Greensboro, Sheraton Greensboro at Four Seasons is just steps from Joseph S. Koury Convention Center and 7 minutes by foot from Four Seasons Town ...
Sheraton Greensboro at Four Seasons
Wyndham Garden Greensboro

Wyndham Garden Greensboro

3 out of 5
415 S. Swing Road, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 25 Nov to 26 Nov
AU$144
includes taxes & fees
25 Nov - 26 Nov
With a stay at Wyndham Garden Greensboro, you'll be centrally located in Greensboro, within a 15-minute drive of Greensboro Coliseum and North Carolina A and ...
Wyndham Garden Greensboro
Best Western Plus University Inn

Best Western Plus University Inn

3.5 out of 5
3050 University Pkwy, Winston-Salem, NC
Fully refundableReserve now, pay when you stay
The price is AU$117 per night from 5 Dec to 6 Dec
AU$117
includes taxes & fees
5 Dec - 6 Dec
With a stay at Best Western Plus University Inn, you'll be centrally located in Winston-Salem, a 1-minute drive from Wake Forest University and 10 minutes from ...
Best Western Plus University Inn
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Marriott Greensboro Downtown

Marriott Greensboro Downtown

4 out of 5
304 North Greene Street, Greensboro, NC
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 20 Dec to 21 Dec
AU$275
includes taxes & fees
20 Dec - 21 Dec
With a stay at Marriott Greensboro Downtown, you'll be centrally located in Greensboro, a 2-minute drive from North Carolina A and T State University and 5 minutes ...
Marriott Greensboro Downtown
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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.

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^Subject to availability and chosen travel dates.