Leon Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Leon holiday rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.8 out of 10, Exceptional, (61 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
The price is AU$235
includes taxes & fees
14 Jan - 15 Jan
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Property grounds
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Cottage in Gordonsville

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
9.8 out of 10, Exceptional, (137 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is AU$301
includes taxes & fees
14 Jan - 15 Jan
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Property grounds
Newly renovated entire guest suite in Orange County.

Holiday Home in Orange

Newly renovated entire guest suite in Orange County.
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveller
The price is AU$248
includes taxes & fees
14 Jan - 15 Jan
Newly renovated entire guest suite in Orange County.
Exterior
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Camping in Etlan

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
9.8 out of 10, Exceptional, (6 reviews)
"Loved it, clean and as described, great farm."
United States
Trent R.
The price is AU$169
includes taxes & fees
14 Jan - 15 Jan
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Exterior detail
Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!

Holiday Home in Rixeyville

Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
9.6 out of 10, Exceptional, (7 reviews)
"Great place. Great people!"
United States
Brian
The price is AU$338
includes taxes & fees
15 Jan - 16 Jan
Charming 1-bedroom house with WiFi, AC in Pleasant Rixeyville, VA on 13 acres!
Outdoor dining
Benji’s getaway minutes from Shenandoah! Pony rides for children

Apartment in Hood

Benji’s getaway minutes from Shenandoah! Pony rides for children
9.0 out of 10, Wonderful, (2 reviews)
"Sweet upstairs lodging for a night as we were in the area for a grandchild's graduation. The countryside is just beautiful! A slight damp odor to the garage (the bedroom is above) but no problem once upstairs. Temperature easily adjustable, bed very comfy. Bose radio nice! It was perfect for our visit and the host very accommodating."
United States
Kay H.
The price is AU$215
includes taxes & fees
26 Jan - 27 Jan
Benji’s getaway minutes from Shenandoah! Pony rides for children
Exterior
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Cottage in Gordonsville

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
9.8 out of 10, Exceptional, (87 reviews)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is AU$460
includes taxes & fees
15 Jan - 16 Jan
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Dining
New/MountainViews/Rustic/HotTub

Cabin in Stanley

New/MountainViews/Rustic/HotTub
10.0 out of 10, Exceptional, (4 reviews)
"Lovely cabin in the foothills which was perfect for my sons and I. The hot tub was a hit. "
United States
PaulAbby L.
The price is AU$449
includes taxes & fees
14 Jan - 15 Jan
New/MountainViews/Rustic/HotTub
Terrace/patio
Balk Retreat/MountainViews/HotTub/Firepit

Cabin in Stanley

Balk Retreat/MountainViews/HotTub/Firepit
10.0 out of 10, Exceptional, (4 reviews)
"The property was very pet friendly. We enjoyed how spacious the cabin is and the kids were well entertained with games down stairs. The view is nice and the location is great for exploring the area."
United States
Mark W.
The price is AU$491
includes taxes & fees
14 Jan - 15 Jan
Balk Retreat/MountainViews/HotTub/Firepit
Exterior
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Cabin in Stanley

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
9.4 out of 10, Exceptional, (41 reviews)
"Beautiful property great stay "
United States
Eva T.
The price is AU$524
includes taxes & fees
19 Jan - 20 Jan
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Terrace/patio
The Cabin at the Lake

Cabin in Madison

The Cabin at the Lake
9.8 out of 10, Exceptional, (45 reviews)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is AU$434
includes taxes & fees
14 Jan - 15 Jan
The Cabin at the Lake
Property grounds
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Holiday Home in Amissville

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
9.8 out of 10, Exceptional, (89 reviews)
"Great place that works well for Rixey Manor weddings "
United States
Gregory
The price is AU$619
includes taxes & fees
15 Jan - 16 Jan
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Fridge, microwave, oven, stovetop
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Holiday Home in Gordonsville

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
9.6 out of 10, Exceptional, (39 reviews)
"The barn apartment at Wolftrap Farm was a perfect place to stay for the night. The property is beautiful and I love being around horses."
United States
Elizabeth R.
The price is AU$291
includes taxes & fees
19 Jan - 20 Jan
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
2 bedrooms, desk, WiFi, bed sheets
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub

Holiday Home in Luray

Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"The Dream Dome was such a great experience. Had everything we needed and very close to Shenandoah NP"
United States
Barbara B.
Dream Dome - Romantic Retreat + Wifi A/C + Hot Tub
Dining
Historic Madison Eagle Inn

Holiday Home in Madison

Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (12 reviews)
"The place was great! It was clean and comfortable - a great jumping off point for a weekend of hiking in Shenandoah. Would definitely stay again. "
United States
Anonymous traveller
The price is AU$379
includes taxes & fees
18 Jan - 19 Jan
Historic Madison Eagle Inn
Interior
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Holiday Home in Madison

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
2.0 star property
The price is AU$555
includes taxes & fees
14 Jan - 15 Jan
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Property grounds
Jewell Hollow Homestead 3 Bed, 2 Bath

Cabin in Luray

Jewell Hollow Homestead 3 Bed, 2 Bath
9.4 out of 10, Exceptional, (13 reviews)
"Enjoyed the sound of the stream and the night sky. Thank you for hosting us "
United States
Julia B.
Jewell Hollow Homestead 3 Bed, 2 Bath
Interior
Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery

Apartment in Boston

Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery
The price is AU$415
includes taxes & fees
15 Jan - 16 Jan
Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery
Fridge, microwave, oven, stovetop
Charming 4-bedroom house in Madison centrally located!

Holiday Home in Madison

Charming 4-bedroom house in Madison centrally located!
2.0 star property
The price is AU$618
includes taxes & fees
19 Jan - 20 Jan
Charming 4-bedroom house in Madison centrally located!
Smart TV, fireplace, DVD player, table football
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Holiday Home in Gordonsville

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
9.6 out of 10, Exceptional, (30 reviews)
"Had a wonderful time and highly recommend staying. "
United States
Kathy M.
The price is AU$726
includes taxes & fees
14 Jan - 15 Jan
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
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 Leon Hotel Reviews

Round Hill Inn

Round Hill Inn

10/10 Excellent
"The place was spotless. Breakfast was excellent "
Francis 1-night trip
Posted 3 days ago
Round Hill Inn

Find out more about Leon

Everything you need to know about Leon holiday rentals

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

Leon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leon holiday rentals we have selected for you start as low as AU$169 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Leon rentals

At Expedia, we put the best Leon holiday 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 Leon 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 Leon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leon. 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

Are there holiday rentals in Leon?

Yes, there are holiday rentals close to the most popular sights in Leon, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Leon has to offer?

Old Rag View Horse Farm with Log Lodge and Treehouse: This holiday home rental outside of Leon is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What can I see and do in Leon?

While you're exploring the area, Lake Pelham and Rapidan River are a couple of picturesque spots to get outside and enjoy nature. Belmont Farms Distillery and Early Mountain Vineyards are a couple of places you'll find in the wider area.

What are holiday rentals like in Leon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leon. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a small group gathering.