Madison County holiday rentals

We found 562 holiday rentals — enter your dates for availability
Discover a selection of 41 homes, 14 cabins and other holiday rentals in Madison County that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Popular Madison County destinations on Stayz

Holiday rentals with weekly discounts – Madison County

Showing deals for:25 Dec - 1 Jan

Living area
Terrace/patio
Exterior
Private kitchen
Exceptional
(65 reviews)

Whippoorwill Nest

Shenandoah

8% off
AU$1,162
for 7 nights, 1 cabin
AU$166 per night
includes taxes & fees
Whippoorwill Nest
Living area
Terrace/patio
Interior
Property grounds
Exceptional
(62 reviews)

The Cabin at the Lake

Madison

8% off
AU$2,230
for 7 nights, 1 cabin
AU$319 per night
includes taxes & fees
The Cabin at the Lake
Living area
Riverfront Log Cabin with fire pit . A good place to make memories !!
View down river over fire pit
Rap around deck
Exceptional
(166 reviews)

Papa Bear's River Cabin- 3 bedroom, 2 full bath, Riverfront

Shenandoah

8% off
AU$3,800
for 7 nights, 1 cabin
AU$543 per night
includes taxes & fees
Papa Bear's River Cabin- 3 bedroom, 2 full bath, Riverfront
Living area
S'mores anyone?
Interior
Private kitchen
Exceptional
(28 reviews)

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Etlan

8% off
AU$7,196
for 7 nights, 1 home
AU$1,028 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Interior. Den is through that doorway.
The Pond House
View of our little mountain range out the front of the farm.
Fully equipped kitchen of Pond House.
Exceptional
(88 reviews)

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville

17% off
AU$2,414
for 7 nights, 1 cottage
AU$345 per night
includes taxes & fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Living room with sleeper sofa and fireplace.
Massive, stamped concrete firepit area. Seats 8.
Exterior
Master bedroom with fireplace, full bath and in room 2-person tub.
Exceptional
(55 reviews)

Mountain Log Home LURAY Hot Tub 4 Fireplaces Near Shenandoah National Park

Stanley

8% off
AU$4,010
for 7 nights, 1 cabin
AU$573 per night
includes taxes & fees
Mountain Log Home LURAY Hot Tub 4 Fireplaces Near Shenandoah National Park
Property grounds
Barn in Snow
Great Room with a view!
View of deck and Blue Ridge from kitchen and great room
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
AU$5,142
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Interior
Private kitchen
Living area
Interior
Exceptional
(16 reviews)

Treasured Moments Tiny Cabin Cottage in town and close to everything...

Stanley

8% off
AU$2,283
for 7 nights, 1 cottage
AU$326 per night
includes taxes & fees
Treasured Moments Tiny Cabin Cottage in town and close to everything...
Exterior
Living area
Interior
Private kitchen
Exceptional
(9 reviews)

Modern A-Frame Cabin in the Heart of the Shenandoah Valley

Luray

11% off
AU$3,295
for 7 nights, 1 cabin
AU$471 per night
includes taxes & fees
Modern A-Frame Cabin in the Heart of the Shenandoah Valley
Private kitchen
Interior
Exterior detail
Dining
Exceptional
(59 reviews)

South River Guest House

Stanardsville

8% off
AU$3,403
for 7 nights, 1 home
AU$486 per night
includes taxes & fees
South River Guest House
Living and Dining Area
Kitchen and Dining Area
Master Bedroom with Full Size Bed
Cottage Side View
Wonderful
(113 reviews)

Walk to White Oak Canyon Trail in Shenandoah National Park

Syria

12% off
AU$1,325
for 7 nights, 1 cabin
AU$189 per night
includes taxes & fees
Walk to White Oak Canyon Trail in Shenandoah National Park
Summer garden with historic barn, grainery, and large pond in background
The pond and covered dock
New, Modern Eat-in Kitchen in both suites with stunning views
Living area
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
AU$5,701
for 7 nights, 1 home
AU$814 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Hightop Hideaway, tucked away in the foothills of Hightop Mountain
The large porch with Adirondack chairs
The living room has a wood stove, satellite TV, DVD collection, and board games
Bedroom No. 2: The Chateau Room
Exceptional
(49 reviews)

Hightop Hideaway, a cozy secluded mountain retreat. Pet-friendly, Shenandoah NP.

Stanardsville

8% off
AU$3,640
for 7 nights, 1 home
AU$520 per night
includes taxes & fees
Hightop Hideaway, a cozy secluded mountain retreat. Pet-friendly, Shenandoah NP.
Living area
Property grounds
Interior
Private kitchen
Exceptional
(98 reviews)

The House in the Holla at the foot of Shenandoah National Park

Stanardsville

7% off
AU$1,755
for 7 nights, 1 home
AU$251 per night
includes taxes & fees
The House in the Holla at the foot of Shenandoah National Park
Catch your favorite streaming services on the 65” smart tv.
Living area
Property grounds
Interior
Exceptional
(27 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

8% off
AU$6,869
for 7 nights, 1 home
AU$981 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Fully Equipped Kitchen; Laundry Room.
Living area
Large Living Room with Fireplace
Master Bedroom
Exceptional
(39 reviews)

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Gordonsville

17% off
AU$2,309
for 7 nights, 1 home
AU$330 per night
includes taxes & fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Exterior
Relax
Room
Interior
Exceptional
(17 reviews)

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Etlan

5% off
AU$1,972
for 7 nights, 1 home
AU$282 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Terrace/patio
Living area
Private kitchen
Room
Exceptional
(29 reviews)

Shenandoah Valley Yurt

Stanley

8% off
AU$1,981
for 7 nights, 1 home
AU$283 per night
includes taxes & fees
Shenandoah Valley Yurt
Kitchen
Early Mountain Vineyards
Kitchen
Kitchen
Exceptional
(8 reviews)

Country Retreat Near Shenandoah & Old Rag | Family Friendly Getaway

Madison

6% off
AU$3,657
for 7 nights, 1 home
AU$522 per night
includes taxes & fees
Country Retreat Near Shenandoah & Old Rag | Family Friendly Getaway
Exterior
Property grounds
Dining
Property grounds
Exceptional
(6 reviews)

Rural Cabin along Swift Run River, ten minutes from Shenandoah National Park.

Stanardsville

8% off
AU$1,754
for 7 nights, 1 cabin
AU$251 per night
includes taxes & fees
Rural Cabin along Swift Run River, ten minutes from Shenandoah National Park.
Interior
Exterior
Property grounds
Interior
Exceptional
(49 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
AU$4,560
for 7 nights, 1 home
AU$651 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Terrace/patio
Property grounds
Dining
Interior
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off
AU$1,167
for 7 nights, 1 home
AU$167 per night
includes taxes & fees
Newly renovated entire guest suite in Orange County.
Dining Area
Kitchen
Front View
Family Room
Exceptional
(17 reviews)

Respite from Reality

Madison

8% off
AU$2,160
for 7 nights, 1 home
AU$309 per night
includes taxes & fees
Respite from Reality
Kitchen with Ninja coffee maker
Service entrance
Living Room with gas fireplace
30 Acre Haven
Exceptional
(71 reviews)

Cabin offers peace, quiet, nature and privacy

Shenandoah

8% off
AU$3,112
for 7 nights, 1 cabin
AU$445 per night
includes taxes & fees
Cabin offers peace, quiet, nature and privacy

Find the perfect holiday rental for your Madison County getaway

Learn about the unique charm of Madison County with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Madison County

Are you hoping to discover attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that Madison County has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Early Mountain Vineyards (3.5 mi / 5.6 km)
  • Barboursville Vineyards (15.3 mi / 24.6 km)
  • Old House Vineyards (20 mi / 32.2 km)
  • Keswick Vineyards and Winery (20.9 mi / 33.6 km)
  • Glass House Winery (21.3 mi / 34.3 km)
  • Yogi Bear's Jellystone Park (21.5 mi / 34.5 km)

Exploring the natural features in Madison County

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Madison County is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (13.6 mi / 21.9 km)
  • Old Rag Mountain (12.3 mi / 19.7 km)
  • Dark Hollow Falls (13.1 mi / 21.1 km)
  • Swift Run Gap Entrance Shenandoah (15.7 mi / 25.2 km)
  • Stony Man (16.3 mi / 26.3 km)
  • Mary's Rock Summit Trailhead (19.6 mi / 31.5 km)

Frequently asked questions

What is the best area to stay in Madison County when booking a holiday home?
Among the more popular neighbourhoods to find a Madison County holiday home is Etlan. When you book a Stayz holiday home, you'll have the whole place to yourselves. So you won't have to share it with anybody except for your group.
What is the most popular type of holiday home accommodation in Madison County?
Houses are the most popular kind of holiday home in Madison County, according to our data. Even if you have something else in mind, Stayz has holiday homes in a variety of sizes and shapes. Browse our many options to find your perfect Madison County pad.
How much does it cost to rent a holiday home in Madison County?
Length of stay, property type and season are some factors that can determine the price of a holiday home. Simply add your travel dates to find your perfect escape. From cosy chalets to expansive villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Madison County?
When you travel and the style and size of the property will influence the cost of your beachside stay. Type in your Madison County travel dates to see all your options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the features and amenities you want in your home.
What are popular home amenities in Madison County?
Some of the most popular home amenities people look for in Madison County include a microwave oven, a fridge and an oven. Whether you're taking a trip with family, pals or even pets, Stayz holiday properties feature the best amenities for beginning new traditions with the people that matter most.
Are there large group holiday homes in Madison County?
With seven holiday homes that can host 10 guests or more in Madison County, you won't have to limit the invite list. From extended family holidays to events like anniversary parties and weddings, Stayz will help you find a large group home to match the occasion.
Can I find two-bedroom holiday homes in Madison County?
You can pick from 10 two-bedroom homes in Madison County. Put your little ones in the second room or fill it with a couple of your favourite people. There's plenty of space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Madison County?
Madison County has 19 holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to catching up on social media, these Stayz homes make it a breeze to get online.
How old do you have to be to rent a holiday home in Madison County?
It's a good idea to check with the Madison County holiday property you'd like on Stayz as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Madison County for?
The amount of time you can rent a Madison County holiday home for is down to each property. Simply enter your preferred travel dates to see options that offer extended stays. They include the things you need to make your extended getaway more enjoyable such as kitchens and air conditioning. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

More holiday ideas