Holiday Homes in Madison

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Madison holiday homes

1. 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 €1,500
includes taxes & fees
24 Nov - 25 Nov
Parking for 75+ Travel Workers Welcome

2. 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, (11 reviews)
"Perfect little home with everything to make it comfortable. Will be our first choice when we come back."
United States
Charlotte
The price is €205
includes taxes & fees
28 Nov - 29 Nov
Beautiful and cozy 2 bedroom cottage in quite area of Eden. Fully fenced.

3. 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
9.6 out of 10, Exceptional, (4 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 €182
includes taxes & fees
23 Nov - 24 Nov
Charming 2-bedroom townhome in great location offering all the comforts of home.

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
9.4 out of 10, Exceptional, (8 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 €257
includes taxes & fees
11 Nov - 12 Nov
MAGNOLIA Charming 2-bedroom farmhouse in lovely Summerfield, NC with AC, WiFi.

5. 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, (27 reviews)
"We had a great stay and the host was very responsive! The house was clean and comfortable and my kids loved the community pool."
United States
Stephanie K.
The price is €268
includes taxes & fees
11 Nov - 12 Nov
Spacious Renovated 3bedroom w/WiFi and Near PTI Airport in tranquil Greensboro

6. 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
8.8 out of 10, Excellent, (6 reviews)
"We had a great stay! The house was exactly what we needed for our trip to Greensboro. It was in a perfect location for a swim meet at the Greensboro Aquatic Center, making it easy to get back and forth without spending a lot of time driving.The neighborhood was quiet and felt very safe, which made us feel comfortable coming and going early in the morning and late in the evening. The home itself was spotless when we arrived and was stocked with everything we needed during our stay. It really felt...
United States
Ashleigh S.
The price is €271
includes taxes & fees
11 Nov - 12 Nov
Modern 3-Bed Townhome in Robyn’s Glen – Move-In Ready Comfort & Style

7. Abundance! Pool | Hot Tub | Arcade | Grill | Firepit (New)

Abundance! Pool | Hot Tub | Arcade | Grill | Firepit (New)
Forsyth County
2.0 out of 10, (2 reviews)
"We seamlessly booked but then a tree fell on the house and we were offered a refund or to book with an alternative property. We chose the refund and I had to keep asking about it. The property owner said it was out of her hands and to contact Venmo. Poor connection from property owner."
United Kingdom
Dana L.
The price is €395
includes taxes & fees
16 Nov - 17 Nov
Abundance! Pool | Hot Tub | Arcade | Grill | Firepit (New)

8. 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, (83 reviews)
"We plan on staying there next time in area"
United States
Dana B.
The price is €235
includes taxes & fees
11 Nov - 12 Nov
Quiet home in the Kernersville near Winston Salem, Greensboro, High Point

9. 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, (46 reviews)
"Thank you for a great stay."
United States
Jamie B.
The price is €246
includes taxes & fees
23 Nov - 24 Nov
3 bed 2 bath single level home in Kernersville

10. La Casita #3

La Casita #3
Winston-Salem
The price is €7,707
includes taxes & fees
11 Nov - 12 Nov
La Casita #3

11. Modern Charm & Garden View sleeps 6

Modern Charm & Garden View sleeps 6
Greensboro
9.4 out of 10, Exceptional, (34 reviews)
"Nice area, close to so much"
United States
Julie M.
The price is €324
includes taxes & fees
11 Nov - 12 Nov
Modern Charm & Garden View sleeps 6

12. King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC

King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC
Kernersville
10.0 out of 10, Exceptional, (4 reviews)
"Great property! Has everything you need and more! Will be for sure staying here again in the future!"
United States
John L.
The price is €205
includes taxes & fees
18 Nov - 19 Nov
King Suite, Fenced Yard & Fast Wi-Fi - Heart of the NC Triad, Kernersville, NC

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, (20 reviews)
"Stayed for 4 nights and would recommend this to anyone staying in the area."
United States
Doug G.
The price is €271
includes taxes & fees
11 Nov - 12 Nov
Spacious and Luxury 3-bedroom townhome in tranquil Greensboro

14. Private Guesthouse w/Kitchen - Minutes from Uptown

Private Guesthouse w/Kitchen - Minutes from Uptown
Martinsville
9.8 out of 10, Exceptional, (36 reviews)
"Very clean, great bathroom, and location near everything."
United States
Daniel P.
The price is €142
includes taxes & fees
11 Nov - 12 Nov
Private Guesthouse w/Kitchen - Minutes from Uptown

15. Cozy 1-bedroom pet friendly house in lovely Kernersville close to major highways

Cozy 1-bedroom pet friendly house in lovely Kernersville close to major highways
Kernersville
8.8 out of 10, Excellent, (3 reviews)
"The place was very clean, very good bang for buck. Checking in was effortless and the host was very nice and"
United States
Ward H.
The price is €251
includes taxes & fees
3 Dec - 4 Dec
Cozy 1-bedroom pet friendly house in lovely Kernersville close to major highways

16. 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, (17 reviews)
"Great place to stay"
United States
Robin R.
The price is €229
includes taxes & fees
11 Nov - 12 Nov
Quiet, Pet Friendly Townhome - 2 Kings/1 Queen, Fire Pit, close to downtown

17. Man cave, Office, Soaking tub, & Firepit.

Man cave, Office, Soaking tub, & Firepit.
Winston-Salem
The price is €317
includes taxes & fees
19 Nov - 20 Nov
Man cave, Office, Soaking tub, & Firepit.

18. Little Granny's House - 3 Bedroom, 1 Bath

Little Granny's House - 3 Bedroom, 1 Bath
Kernersville
9.8 out of 10, Exceptional, (18 reviews)
"Location and quiet neighborhood were excellent. Thank you. We would stay again"
United States
Kaye Or Gary S.
The price is €228
includes taxes & fees
11 Nov - 12 Nov
Little Granny's House - 3 Bedroom, 1 Bath

19. Dud's Den - Cozy 2BR/2BA House in King -close to restaurants & Hanging Rock

Dud's Den - Cozy 2BR/2BA House in King -close to restaurants & Hanging Rock
King
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed it."
United States
Stephen L.
The price is €206
includes taxes & fees
11 Nov - 12 Nov
Dud's Den - Cozy 2BR/2BA House in King -close to restaurants & Hanging Rock

20. Clean, Modern Cottage near Martinsville!

Clean, Modern Cottage near Martinsville!
Fieldale
10.0 out of 10, Exceptional, (68 reviews)
"We were very satisfied and comfortable in this home."
United States
Rhett H.
The price is €238
includes taxes & fees
19 Nov - 20 Nov
Clean, Modern Cottage near Martinsville!
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.

Learn more about Madison

Tucked along the Dan River, this charming town offers riverside parks perfect for fishing, kayaking, and picnicking. History buffs will appreciate Madison's well-preserved 19th-century city centre with local shops, the Penn House museum, and seasonal farmers' markets.

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