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

Madison Vacation Rentals

Q: What are some of the best vacation rentals that Madison has to offer?

The Red Fox Cabin - Urban Retreat : This vacation home rental near Madison is located in the city center and has a garden, a barbecue grill, and air-conditioning 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 you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

Dates

November 2026

December 2026

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Our top choices for Madison vacation rentals

A narrow room with a desk, chair, and a large window with blinds.

1. The Clocktower Suite

Madison

Jeree

$141 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Rockingham County

Lillian C.

$1,254 nightly

Nov 26 - Nov 27

Total with taxes and fees

A bedroom with a sloped ceiling, a bed with floral bedding, a dresser, a television, and a chair.

3. Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.

Walnut Cove

Chris S.

$185 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered outdoor seating area with wooden tables and chairs, a barrel, and a view of a grassy park with trees.

4. Charming 1-bedroom cabin in pleasant Critz for a cozy getaway

Critz

Beverly S.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with white cabinets, a dining area with a table set for two, and a decorative plant on the counter.

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

Eden

Anonymous traveler

$182 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

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

Eden

Charlotte

$163 nightly

Nov 16 - Nov 17

Total with taxes and fees

A hotel room with two beds, a desk, a lamp, and a view of the outdoors.

7. 2 Full Bed|Smk|Kernersville NC

Kernersville NC

Anonymous traveler

$48 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hallway with a patterned rug, a white door, and a wall with hanging items.

8. Charming Country Cottage- Long Term Stays Welcome!

Eden

Anna Grace L.

$164 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a coffee machine, a refrigerator, and a view of a green landscape through large windows.

9. StudioRes by Marriott Greensboro Airport

Greensboro

avadhoot

$88 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a fireplace, a sofa, a coffee table, and a television.

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

Greensboro

Stephanie K.

$249 nightly

Nov 9 - Nov 10

Total with taxes and fees

A landscaped area with a stone bench, a 'Relax & Gleam' sign, and a 'NO CLIMBING' sign.

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

Greensboro

"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...

Ashleigh S.

$262 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a central island, bar stools, and a dining area.

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

Summerfield

Jennifer G.

$247 nightly

Nov 11 - Nov 12

Total with taxes and fees

A living room with a wooden floor, a ceiling fan, a TV on a stand, a sofa, a coffee table, and a window with patterned curtains.

13. Quaint 2 bed 1 bath cottage style home

Kernersville

Andrew

$187 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cozy living room with a fireplace, wooden walls, a sofa, a coffee table, and a rug.

14. Charming and private 3-bedroom cottage in Danbury with WiFi, fitness room, AC

Danbury

Brian D.

$233 nightly

Dec 7 - Dec 8

Total with taxes and fees

A bedroom with a bed, dresser, TV, and a window with blinds.

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

Kernersville

Dana B.

$223 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel room with a bed, a red sofa, a small table, a desk, and a mirror.

16. King Bed|Non-Smoking

Greensboro

Anonymous traveler

$68 nightly

Nov 8 - Nov 9

Total with taxes and fees

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.

17. 3 bed 2 bath single level home in Kernersville

Kernersville

Jamie B.

$233 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel room with two beds, a desk, a chair, a dresser, and a balcony with curtains.

18. 2 Full Beds|Non-Smoking

Greensboro

Janice

$68 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel room with two beds, a TV, a desk, a mirror, and a lamp.

19. Kernersville NC|2 Full Bed

Kernersville NC

Anonymous traveler

$48 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel room with a large bed, a sofa, a small table, and a window with curtains.

20. Kernersville NC|King Bed

Kernersville NC

Anonymous traveler

$46 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Find vacation rentals that suit your style

Top Madison Hotel Reviews

A staircase with a chandelier, a wooden door with glass panels, and a wooden bookcase with framed pictures.

Hunter House Bed and Breakfast

Madison

10/10 Excellent

Jose

A building with a 'Baymont' sign, a blue door, and a planter with flowers.

Baymont by Wyndham Eden

Eden

10/10 Excellent

Anonymous traveler

A hotel with a modern design, featuring a brick facade and a well-lit entrance.

SpringHill Suites by Marriott Greensboro Airport

Greensboro

10/10 Excellent

Jason

A spacious lobby with a central seating area, large windows, and a view of greenery outside.

Proximity Hotel

Greensboro

10/10 Excellent

We stayed at the "sister property" (the O'Henry) several times but had not stayed at the Proximity. We tried but COVID or one thing or another led to not making our trip. We had met the original owners and then knew about their transfer to the employees. What a terrific thing for an employer to do and what a great deal for the employees. It appears that they are doing a good job and keeping the quality up to former standards. The decor and amenities are outstanding, the Bistro not only has...

James

A courtyard with outdoor seating, a fountain, and lush greenery.

O.Henry Hotel

Greensboro

10/10 Excellent

I use to live in Greensboro for many many years and always thought this looked like a fun place to stay. I have eaten at the green valley grill but had never had the pleasure of staying at the o’Henry. I was in town for a night decided to stay here. The hotel is gorgeous. The room is spacious! It is very elegant and classy..reminiscent of “old money”. I would stay again if ever given the opportunity

Alicia

A modern restaurant with a long communal table, booths, and individual tables.

Hampton Inn & Suites Winston-Salem/University Area, NC

Winston-Salem

10/10 Excellent

Destane

Comfort Suites Greensboro - High Point

Greensboro

10/10 Excellent

Mary

A Holiday Inn hotel with a modern design, featuring a prominent entrance and a well-lit facade.

Holiday Inn Greensboro Coliseum by IHG

Greensboro

10/10 Excellent

John

A modern dining area with green chairs, wooden tables, and a pool view.

Spark by Hilton Greensboro

Greensboro

10/10 Excellent

Jacob

A Holiday Inn Express & Suites hotel with a covered entrance and a parking lot.

HOLIDAY INN EXPRESS & SUITES REIDSVILLE by IHG

Reidsville

10/10 Excellent

Hotel is good, clean and comfortable. We arrived early- about noon and rooms weren't ready. Completely understandable- my only issue was the person at the counter didn't seem to be trying to help the situation or at least make me feel that it was ok for me to be there. Perhaps they are understaffed as everyone is now- and we were way early. but even at 4pm which is when we got our rooms, (and their check in time), the staff were struggling to finish rooms. I feel bad for them. But I also...

Anonymous traveler

Courtyard by Marriott Greensboro Airport

Greensboro

10/10 Excellent

Anonymous traveler

Homewood Suites by Hilton Greensboro

Greensboro

10/10 Excellent

Roy

Hampton Inn Kernersville

Kernersville

10/10 Excellent

marsha

An outdoor seating area with wicker furniture, a fire feature, and large windows.

Four Points by Sheraton Greensboro Airport

Greensboro

10/10 Excellent

Lakesha

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation 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 low season months. For more hustle and bustle, you may prefer to visit Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation 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 vacation.

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 vacation rental in Madison?

Yes, we give you a choice of vacation rentals near popular points of interest in Madison, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Madison has to offer?

The Red Fox Cabin - Urban Retreat: This vacation home rental near Madison is located in the city center and has a garden, a barbecue grill, and air-conditioning 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 you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals are there in Madison?

Choose from 3 Expedia vacation rentals in Madison for a memorable vacation.

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 larger area, you’ll find Davis Chapel Historic Site and Mayo River State Park.

What’s a vacation rental in Madison like?

Vacation rentals are private properties you can stay in for a long or short time in Madison. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.

Madison Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Madison vacation rentals

1. The Clocktower Suite

2. Parking for 75+ Travel Workers Welcome

3. Charming 3-bedroom cottage with AC, WiFi in serene Walnut Cove.

4. Charming 1-bedroom cabin in pleasant Critz for a cozy getaway

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

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

7. 2 Full Bed|Smk|Kernersville NC

8. Charming Country Cottage- Long Term Stays Welcome!

9. StudioRes by Marriott Greensboro Airport

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

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

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

13. Quaint 2 bed 1 bath cottage style home

14. Charming and private 3-bedroom cottage in Danbury with WiFi, fitness room, AC

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

16. King Bed|Non-Smoking

17. 3 bed 2 bath single level home in Kernersville

18. 2 Full Beds|Non-Smoking

19. Kernersville NC|2 Full Bed

20. Kernersville NC|King Bed

Find vacation rentals that suit your style

Top Madison Hotel Reviews

Hunter House Bed and Breakfast

10/10 Excellent

Find out more about Madison

Everything you need to know about Madison vacation rentals

Madison vacation rentals: An excellent choice for every season

How to find incredible deals on Madison rentals

Frequently Asked Questions

Can I find a vacation rental in Madison?

What are some of the best vacation rentals that Madison has to offer?

How many vacation rentals are there in Madison?

What’s there to see and do in Madison?

What’s a vacation rental in Madison like?