Shenandoah Valley holiday rentals

We found 4,950 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Shenandoah Valley

Showing deals for:18 Dec - 25 Dec

Room
Property grounds
Dining
Exterior
Exceptional
(186 reviews)

The Guest House at Willow Springs Farm -- central Shenandoah Valley location

Mount Sidney

8% off
AU$2,055
for 7 nights, 1 room
AU$294 per night
includes taxes & fees
The Guest House at Willow Springs Farm -- central Shenandoah Valley location
Property grounds
Exterior
Lit pathway to back yard
Fire Pit in the yard. Plenty of firewood provided for your convenience.
Exceptional
(77 reviews)

Magical Log Cabin Nestled by Creeks, Shenandoah Valley

Mount Sidney

8% off
AU$2,471
for 7 nights, 1 cabin
AU$353 per night
includes taxes & fees
Magical Log Cabin Nestled by Creeks, Shenandoah Valley
The views come inside.
Did you see the room?
A Great Room for great fun!
Do some back porch sittin.
Exceptional
(112 reviews)

WHEATLAND INN, Farmhouse for adventure/relaxation Sleeps 10. 3 bedrooms, 3 baths

Buchanan

8% off
AU$4,302
for 7 nights, 1 room
AU$615 per night
includes taxes & fees
WHEATLAND INN, Farmhouse for adventure/relaxation Sleeps 10. 3 bedrooms, 3 baths
Fire pit in back
Bedroom
Isolated in 8 acres of woods
Private kitchen
Exceptional
(306 reviews)

Hike,Massanutten Resort,LurayCaverns,Skyline Drive, Snow Tube/Ski

Elkton

14% off
AU$1,744
for 7 nights, 1 cabin
AU$249 per night
includes taxes & fees
Hike,Massanutten Resort,LurayCaverns,Skyline Drive, Snow Tube/Ski
Interior
Exterior
Living area
Living area
Exceptional
(47 reviews)

Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.

Elkton

8% off
AU$2,105
for 7 nights, 1 chalet
AU$301 per night
includes taxes & fees
Cozy Chalet bordering Shenandoah Park near Massanutten Resort and Skyline Drive.
Property grounds
Outdoor dining
Interior
Interior
Exceptional
(139 reviews)

Cabin on the farm in Rockingham County

Broadway

8% off
AU$1,328
for 7 nights, 1 cabin
AU$190 per night
includes taxes & fees
Cabin on the farm in Rockingham County
Bedroom #1 with queen bed and full bathroom
Interior
Room
Private kitchen
Exceptional
(24 reviews)

Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

Bluemont

8% off
AU$4,676
for 7 nights, 1 cabin
AU$668 per night
includes taxes & fees
Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
Dining
Property grounds
A large fully equipped Gourmet Kitchen with Island.
Welcome to the Bears Den Cabin - life is good!
Exceptional
(141 reviews)

Bears Den - A Taste of Heaven from a Bearly Rustic Point of View

Shenandoah

8% off
AU$3,333
for 7 nights, 1 cabin
AU$476 per night
includes taxes & fees
Bears Den - A Taste of Heaven from a Bearly Rustic Point of View
Terrace/patio
Living area
Exterior
Private kitchen
Exceptional
(27 reviews)

Shenandoah Valley Yurt

Stanley

8% off
AU$1,959
for 7 nights, 1 home
AU$280 per night
includes taxes & fees
Shenandoah Valley Yurt
Living area
Riverfront Log Cabin with fire pit . A good place to make memories !!
Leather loveseat.
Rap around deck
Exceptional
(166 reviews)

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

Shenandoah

8% off
AU$3,804
for 7 nights, 1 cabin
AU$543 per night
includes taxes & fees
Papa Bear's River Cabin- 3 bedroom, 2 full bath, Riverfront
Outdoor dining
Exterior
Dining
Room
Exceptional
(311 reviews)

Quaint Cottage with Majestic Mountain Views - Close to Parkway & Lynchburg

Bedford

21% off
AU$1,453
for 7 nights, 1 home
AU$208 per night
includes taxes & fees
Quaint Cottage with Majestic Mountain Views - Close to Parkway & Lynchburg
Fire pit with accessories to use as grill
Exterior
Makes out into bed
Interior
Exceptional
(74 reviews)

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

Montebello

12% off
AU$1,578
for 7 nights, 1 cabin
AU$225 per night
includes taxes & fees
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Private kitchen
Cozy living room
Dining
Room
Exceptional
(88 reviews)

Family Friendly Cozy Cabin Located On The Shenandoah River.

Luray

8% off
AU$1,840
for 7 nights, 1 cabin
AU$263 per night
includes taxes & fees
Family Friendly Cozy Cabin Located On The Shenandoah River.
Living space
Chestnut House at dusk
Master bedroom / River view
Outdoors
Exceptional
(103 reviews)

Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!

Roseland

8% off
AU$2,927
for 7 nights, 1 cottage
AU$418 per night
includes taxes & fees
Charming cozy RIVERFRONT cottage on the Piney River. A little slice of heaven!
Dining
Interior
Living area
Living area
Exceptional
(22 reviews)

Fire pit with MTN views! Book for fall! Nelson 151!

Roseland

8% off
AU$8,054
for 7 nights, 1 home
AU$1,151 per night
includes taxes & fees
Fire pit with MTN views! Book for fall! Nelson 151!
The kitchen opens directly to the living room with beautiful views.
Wall-to-wall windows creating a backdrop of treetops & mountain views.
Main living floor contains dining, kitchen, living room, and half bath.
Private well-lit walkway to your private entrance on home's main floor.
Exceptional
(58 reviews)

Spacious + Serene Mtn Top Escape, 4 En Suites

Nellysford

8% off
AU$8,000
for 7 nights, 1 home
AU$1,143 per night
includes taxes & fees
Spacious + Serene Mtn Top Escape, 4 En Suites
Private kitchen
NEW!! Hot tubs at all 3 cabins!
front room with the double bed futon, mini-kitchen area and Dish TV
Interior
Exceptional
(162 reviews)

Escape to our cozy 2-room cabin near Shenandoah River

Luray

8% off
AU$2,206
for 7 nights, 1 cabin
AU$315 per night
includes taxes & fees
Escape to our cozy 2-room cabin near Shenandoah River
Private wide entrance to the river.
Brand new outdoor furniture with relaxing river view.
View of the river from the Great Room.
Bedroom #3: Blue bedroom with a queen bed, your own balcony, and a workstation.
Exceptional
(69 reviews)

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Luray

12% off
AU$4,455
for 7 nights, 1 cabin
AU$636 per night
includes taxes & fees
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
...facing a stone fireplace in the Main Room
It's a place that attracts happiness!
There's a fully equipped kitchen....
....and hand made quilts
Exceptional
(86 reviews)

It's a place that attracts happiness.

Lexington

12% off
AU$2,619
for 7 nights, 1 cabin
AU$374 per night
includes taxes & fees
It's a place that attracts happiness.
Dining
Interior
Interior
Living area
Exceptional
(44 reviews)

The Lodge at Joe Walker Hollow, privacy at its best with plenty of family space

Middlebrook

17% off
AU$3,938
for 7 nights, 1 room
AU$563 per night
includes taxes & fees
The Lodge at Joe Walker Hollow, privacy at its best with plenty of family space
New cabinets installed in kitchen 5/23-26/22.
View of mountains from inside garage.  
Welcome.
View of kitchen from breakfast area.
Dining Room, seats 6-8.
Exceptional
(212 reviews)

Gorgeous Mtn Views, Perfect for Fall, Near Peaks of Otter, D-Day Memorial

Bedford

8% off
AU$2,409
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Gorgeous Mtn Views, Perfect for Fall, Near Peaks of Otter, D-Day Memorial
Kitchen opens to great room
Enter into spacious great room
Primary bedroom with King bed
Cozy Family Room with wood burning fireplace
Exceptional
(33 reviews)

Mountain Season Lodge

Nellysford

12% off
AU$9,068
for 7 nights, 1 room
AU$1,295 per night
includes taxes & fees
Mountain Season Lodge
Property grounds
Outdoor spa tub
Exterior
Exterior
Exceptional
(371 reviews)

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Rileyville

9% off
AU$2,510
for 7 nights, 1 cabin
AU$359 per night
includes taxes & fees
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Interior
Terrace/patio
Living area
Private kitchen
Exceptional
(42 reviews)

Life is better at the Cabin

Staunton

6% off
AU$4,139
for 7 nights, 1 cabin
AU$591 per night
includes taxes & fees
Life is better at the Cabin
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to scenic Shenandoah Valley

Enjoy the area's wineries, history and live music with a rental holiday home in Shenandoah Valley. Travellers to this scenic city praise the university setting, mountain views and restaurants. Shenandoah National Park and Luray Caverns are just a couple of the must-see attractions. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Shenandoah Valley

Do you want to discover attractions to see in the city? Venture out of your holiday home and experience everything that makes Shenandoah Valley a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • A Dream Come True Playground (4.2 mi / 6.7 km)
  • Massanutten Resort (7.6 mi / 12.2 km)
  • White Oak Lavender Farm & The Purple WOLF Vineyard (8.3 mi / 13.3 km)
  • Massanutten Water Park (9.8 mi / 15.8 km)
  • Cross Keys Vineyards (11.1 mi / 17.9 km)
  • Shenandoah Speedway (11.7 mi / 18.8 km)

Exploring the mountains and other natural features in Shenandoah Valley

Whether you're an active traveller or just want to take in the scenery, Shenandoah Valley is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (22.5 mi / 36.2 km)
  • Luray Caverns (23.4 mi / 37.6 km)
  • Eagle Field at Veterans Memorial Park (3 mi / 4.8 km)
  • Endless Caverns (12.2 mi / 19.7 km)
  • Showalter Orchard & Greenhouse (13.1 mi / 21.1 km)
  • Natural Chimneys (15.5 mi / 25 km)

Transport options to and around Shenandoah Valley

Fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), the closest airport, located 15.4 mi (24.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Charlottesville, VA (CHO-Charlottesville-Albemarle), which is 32.4 mi (52.2 km) away.

If you're travelling by train, Staunton Station, Charlottesville Station and Culpeper Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Shenandoah Valley when booking a holiday home?
If your itinerary includes Shenandoah Valley, Nellysford is one of the most sought-after locations to book a holiday home. During your time here, stop by terrific sights like Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course.
What is the most popular type of holiday home accommodation in Shenandoah Valley?
The most popular types of holiday homes in Shenandoah Valley are houses. Hoping for something different? Stayz offers a variety of options to match our guests' unique needs, so you'll see holiday properties in loads of shapes and sizes. The perfect fit is ready and waiting for you — book yours today.
How much does it cost to rent a holiday home in Shenandoah Valley?
Different factors can affect what you'll pay for a holiday home in Shenandoah Valley, such as the season, length of stay and type of property. But, all of our holiday homes have one thing in common — amazing value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Shenandoah Valley?
When you travel and the size and style of the property will influence the cost of your beachside escape. Enter your Shenandoah Valley travel dates to see your options on Stayz. Did someone just say "hot tub"? Use the filters to pick the amenities and features you want in your holiday home.
What are popular home amenities in Shenandoah Valley?
Some of the most popular home amenities people search for in Shenandoah Valley include a fridge, a stovetop and a microwave oven. Whether you're on a trip with family, friends or even pets, Stayz holiday homes feature the best amenities for fun and relaxation with the people you love.
Are there large group holiday homes in Shenandoah Valley?
You can choose from 447 holiday properties in Shenandoah Valley that can sleep 10 or more guests. Whether you're organising time away with the family or an event like an anniversary, there's ample space to get your loved ones together under one roof.
What are the top attractions for families in Shenandoah Valley?
There are plenty of amazing things to see and do with the family in Shenandoah Valley, such as:
  • Shenandoah National Park
  • Downtown Mall
  • Massanutten Water Park
Can I find two-bedroom holiday homes in Shenandoah Valley?
Shenandoah Valley has 467 two-bedroom properties to select from. Experience a holiday home with all the space and privacy you want at a price you'll love on Stayz.
Are there holiday homes with WiFi in Shenandoah Valley?
Choose from 735 holiday homes with WiFi in Shenandoah Valley. If you'd like to disconnect from the world while on holiday, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Shenandoah Valley?
You should check with the Shenandoah Valley holiday property you're looking at on Stayz as the age limit varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday home in Shenandoah Valley for?
The amount of time you can rent a Shenandoah Valley holiday home for depends on each property. Simply enter your preferred travel dates to see available options that offer long-term stays. They include everything you need to make your extended getaway more convenient and comfortable, like kitchens and backyards. Some properties might also offer discounted weekly or monthly prices, so you can stay even longer for less.

More holiday ideas