A brick courthouse with a dome and columns, labeled 'Madison County Court House'.

Holiday Homes in Madison

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Madison holiday homes

A covered deck with a grill, outdoor furniture, and a view of the surrounding greenery.

1. King Bed Pet Friendly BBQ Grill Peaceful

King Bed Pet Friendly BBQ Grill Peaceful
4.0 star property
Madison
8.0 out of 10, Very good, (1 review)
The price is AU$1,471
includes taxes & fees
10 Oct - 11 Oct
King Bed Pet Friendly BBQ Grill Peaceful
A modern kitchen with white cabinetry, stainless steel appliances, a marble countertop, and a bar area with white chairs.

2. 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.
Parking for 75+ Travel Workers Welcome
A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

3. Beautiful and cozy 2 bedroom cottage in quite area of Eden. Fully fenced.

Beautiful and cozy 2 bedroom cottage in quite area of Eden. Fully fenced.
Eden
10.0 out of 10, Exceptional, (8 reviews)
"Had the best stay, Eden is a cute little town and the house is beautiful and very clean. Nice and quiet at night. Hosts were wonderful, even gave restaurant recos. Hope to stay again!!"
United States
Alicia H.
The price is AU$274
includes taxes & fees
5 Oct - 6 Oct
Beautiful and cozy 2 bedroom cottage in quite area of Eden. Fully fenced.
A modern kitchen with a central island, bar stools, and a dining area.

4. 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
9.2 out of 10, Wonderful, (7 reviews)
"Clean, beautifully decorated, very comfortable beds and space. Host was responsive, location was great for visiting Stokesdale area. Lovely stay!"
United States
Jennifer G.
The price is AU$442
includes taxes & fees
4 Oct - 5 Oct
MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.
A kitchen with a wooden island, a window with blinds, and a vase with flowers.

5. Modern 3-Bed Townhome in Robyn’s Glen – Move-In Ready Comfort & Style

Modern 3-Bed Townhome in Robyn’s Glen – Move-In Ready Comfort & Style
Greensboro
9.6 out of 10, Exceptional, (5 reviews)
Modern 3-Bed Townhome in Robyn’s Glen – Move-In Ready Comfort & Style
A spacious living room with a fireplace, a sofa, a coffee table, and a television.

6. Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro

Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro
Greensboro
10.0 out of 10, Exceptional, (25 reviews)
"Great location clean and gorgeous home"
United States
Deondrikk M.
The price is AU$461
includes taxes & fees
1 Oct - 2 Oct
Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro
A bedroom with a bed, dresser, TV, and a window with blinds.

7. 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, (82 reviews)
"We plan on staying there next time in area"
United States
Dana B.
The price is AU$389
includes taxes & fees
1 Oct - 2 Oct
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point
A modern living room with a black leather sofa, a wooden coffee table, and a fireplace.

8. Modern Charm & Garden View sleeps 6

Modern Charm & Garden View sleeps 6
Greensboro
9.6 out of 10, Exceptional, (31 reviews)
"Great location and perfect for a small group! Clean, cozy, and had plenty of kitchen supplies. Thanks for a great stay!!"
United States
Mike B.
The price is AU$551
includes taxes & fees
1 Oct - 2 Oct
Modern Charm & Garden View sleeps 6
Living room with 60 inch smart TV

9. Spacious 4BR Home with Game Room and Backyard Oasis with Firepit and Hammock!

Spacious 4BR Home with Game Room and Backyard Oasis with Firepit and Hammock!
Greensboro
10.0 out of 10, Exceptional, (12 reviews)
"Perfect house for what we needed in a great location."
United States
Michael R.
The price is AU$417
includes taxes & fees
4 Oct - 5 Oct
Spacious 4BR Home with Game Room and Backyard Oasis with Firepit and Hammock!
A modern kitchen with white cabinets, a dining area with a table set for two, and a decorative plant on the counter.

10. Charming 2-bedroom townhome in great location offering all the comforts of home.

Charming 2-bedroom townhome in great location offering all the comforts of home.
Eden
10.0 out of 10, Exceptional, (2 reviews)
"This is the perfect place to stay! Our home was spotless, the bed was super comfy, and the furniture was just right. Plus, the neighborhood was so quiet."
United States
Anonymous traveller
The price is AU$304
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom townhome in great location offering all the comforts of home.
A modern living room with a sofa, coffee table, and a lamp. There is a dining area with chairs and a table in the background.

11. 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, (44 reviews)
"Thank you for a great stay."
United States
Jamie B.
The price is AU$388
includes taxes & fees
6 Oct - 7 Oct
3 bed 2 bath single level home in Kernersville
A backyard with a stone fire pit, two chairs, a table, and string lights.

12. Quiet, Pet Friendly Townhome - 2 Kings/1 Queen, Fire Pit, close to downtown

Quiet, Pet Friendly Townhome - 2 Kings/1 Queen, Fire Pit, close to downtown
Greensboro
9.4 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Robin R.
The price is AU$366
includes taxes & fees
6 Oct - 7 Oct
Quiet, Pet Friendly Townhome - 2 Kings/1 Queen, Fire Pit, close to downtown
A hallway with a round mirror, a console table with decorative items, and a door leading to another room.

13. Spacious and Luxury 3-bedroom townhome in tranquil Greensboro

Spacious and Luxury 3-bedroom townhome in tranquil Greensboro
Greensboro
10.0 out of 10, Exceptional, (18 reviews)
"Stayed for 4 nights and would recommend this to anyone staying in the area."
United States
Doug G.
The price is AU$487
includes taxes & fees
5 Oct - 6 Oct
Spacious and Luxury 3-bedroom townhome in tranquil Greensboro
An outdoor patio with a fire pit, wicker furniture, and string lights.

14. Beautiful family home great location in Greensboro

Beautiful family home great location in Greensboro
Greensboro
8.6 out of 10, Excellent, (30 reviews)
"Convenient nice stay for a short trip down to Greensboro "
United States
Theresa G.
Beautiful family home great location in Greensboro
A patio with blue Adirondack chairs, a fire pit, and an umbrella.

15. KingBed PetFriendly Washer Dryer Sleep16

KingBed PetFriendly Washer Dryer Sleep16
4.5 star property
Kernersville
The price is AU$595
includes taxes & fees
4 Oct - 5 Oct
KingBed PetFriendly Washer Dryer Sleep16
Interior

16. 3BR | King beds |85” TV | 3min wake forest & DT

3BR | King beds |85” TV | 3min wake forest & DT
Winston-Salem
9.0 out of 10, Wonderful, (12 reviews)
"Perfect size for what we needed , the host were very helpful "
United States
Melissa K.
3BR | King beds |85” TV | 3min wake forest & DT
A park with playgrounds, walking paths, and a basketball court surrounded by trees and greenery.

17. Kernersville Hot Tub Pool Arcade Gym Wifi Coffee

Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
3.0 star property
Kernersville
6.0 out of 10, (4 reviews)
"The house was very nice. Very well kept up. Enjoyed the atmosphere. Hope to stay there again. Great experience. 😃"
United States
Troy
The price is AU$488
includes taxes & fees
4 Oct - 5 Oct
Kernersville Hot Tub Pool Arcade Gym Wifi Coffee
A living room with a tufted leather sofa, a round mirror with a gold frame, and a view of the outdoors through large windows.

18. Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs

Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs
Lindley Park
10.0 out of 10, Exceptional, (10 reviews)
"Clean house and great location for all the nearby restaurants "
United States
Jeffrey E.
The price is AU$361
includes taxes & fees
6 Oct - 7 Oct
Perfect Lindley Park location - Minutes from GAC, Coliseum, Restaurants and Pubs
A modern kitchen with dark wooden cabinets, stainless steel appliances, and a granite countertop.

19. Gorgeous Entire Home In Greensboro!!!!

Gorgeous Entire Home In Greensboro!!!!
Greensboro
7.8 out of 10, Good, (15 reviews)
"Anthony was excellent he reached out to us immediately. The house was very nice and met our needs completely. We will stay there again. Thank you"
United States
Anonymous traveller
The price is AU$464
includes taxes & fees
5 Oct - 6 Oct
Gorgeous Entire Home In Greensboro!!!!
A living room with two brown leather sofas, a round coffee table with a green mat, a vase with pink flowers, and scattered Scrabble tiles.

20. Modern 4 Bedroom pets welcome sleeps 8

Modern 4 Bedroom pets welcome sleeps 8
Greensboro
9.4 out of 10, Exceptional, (56 reviews)
"Great location, good amenities,plenty of space, comfortable beds, plenty hot water!!"
United States
Becky C.
The price is AU$632
includes taxes & fees
1 Oct - 2 Oct
Modern 4 Bedroom pets welcome sleeps 8
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

Sheraton Greensboro at Four Seasons

Sheraton Greensboro at Four Seasons

10/10 Excellent
"The wonderful atmosphere and the staff."
Amanda 2-night trip
Posted 3 hours ago
Sheraton Greensboro at Four Seasons

Find out more about Madison

Madison Holiday Homes information

Number of reviews
321
Accommodation
352 Holiday Homes
Lowest Price
AU$274
Highest Price
AU$1,471