Leon Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Leon vacation rentals

Exterior

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (101 reviews)
"My stay at Postcard Cabins was amazing. I really enjoyed my time here and would definitely come back again. The cabin was quiet, clean, and had everything I needed for a relaxing stay. The view was beautiful, and I especially loved the peaceful quiet time I got to spend here. It was the perfect place to unwind and disconnect for a day."
United States
Mona
$175 nightly
The price is $198
Jun 17 - Jun 18
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Exterior detail

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.6 out of 10, Exceptional, (10 reviews)
"Nice cozy tiny home"
United States
Erick C.
$214 nightly
The price is $225
May 20 - May 21
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Terrace/patio

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful host and stay! "
United States
Donna H.
$263 nightly
The price is $290
May 20 - May 21
Total with taxes and fees
The Cabin at the Lake
Terrace/patio

Charming 2-bedroom cottage in lovely Madison with WiFi, AC

Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Madison
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay, we loved the property and location, so beautiful!!"
United States
Kelly M.
$248 nightly
The price is $273
May 20 - May 21
Total with taxes and fees
Charming 2-bedroom cottage in lovely Madison with WiFi, AC
Property grounds

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (141 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.
$185 nightly
The price is $199
May 25 - May 26
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Fridge, microwave, oven, stovetop

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.8 out of 10, Exceptional, (42 reviews)
"2nd time at horse farm. Loved it again. Peaceful and quiet. We love the restaurants in orange. Will be back again next year. "
United States
Anonymous traveler
$180 nightly
The price is $193
May 20 - May 21
Total with taxes and fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Interior

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (19 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
$188 nightly
The price is $207
May 26 - May 27
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Exterior

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (51 reviews)
"Great get away for the family. Quiet and relaxing. "
United States
Darla
$339 nightly
The price is $353
May 25 - May 26
Total with taxes and fees
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Property grounds

Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
$158 nightly
The price is $169
May 26 - May 27
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
Exterior

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

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (87 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
$285 nightly
The price is $306
May 20 - May 21
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Iron/ironing board, WiFi, bed sheets

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
$248 nightly
The price is $258
Jun 1 - Jun 2
Total with taxes and fees
Historic Madison Eagle Inn
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (16 reviews)
"Perfect, clean. Staff was friendly and informative. Was so peaceful "
United States
Maureen
$110 nightly
The price is $121
May 29 - May 30
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Fridge, microwave, oven, stovetop

Shenandoah Sanctuary

Shenandoah Sanctuary
Stanardsville
10.0 out of 10, Exceptional, (18 reviews)
"The place had anything you would need, we spent Thanksgiving there and it was like we were home, my kids loved it they said it felt “homey” Lovely place would def recommend."
United Kingdom
Wendy A.
$401 nightly
The price is $432
May 30 - May 31
Total with taxes and fees
Shenandoah Sanctuary
1 bedroom, bed sheets

Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......

Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......
Remington
$119 nightly
The price is $125
May 26 - May 27
Total with taxes and fees
Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......
Property grounds

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"Hilltop Hideaway is a very charming house out in the middle of beautiful country by itself. We only stayed one night but we were very impressed with how clean the house is."
United States
Lisa S.
$402 nightly
The price is $423
May 24 - May 25
Total with taxes and fees
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Outdoor dining

Benji’s getaway minutes from Shenandoah! Pony rides for children

Benji’s getaway minutes from Shenandoah! Pony rides for children
Hood
9.0 out of 10, Wonderful, (2 reviews)
"Location was great for our trip purposes. Only stayed one night so we’re not a fair judge of surrounding area"
United States
Shari G.
$128 nightly
The price is $141
May 27 - May 28
Total with taxes and fees
Benji’s getaway minutes from Shenandoah! Pony rides for children
TV, fireplace, video games, DVD player

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (72 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
$658 nightly
The price is $725
May 20 - May 21
Total with taxes and fees
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
1 bedroom, iron/ironing board, WiFi, bed sheets

The Blenheim Suite in historic Holladay House

The Blenheim Suite in historic Holladay House
Orange
10.0 out of 10, Exceptional, (4 reviews)
"Had a weekend visit and location worked very well. Enjoyed my visit."
United States
Merrie Mac S.
$322 nightly
The price is $350
May 20 - May 21
Total with taxes and fees
The Blenheim Suite in historic Holladay House
Fridge, microwave, oven, stovetop

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
$360 nightly
The price is $397
May 20 - May 21
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
TV, books

Spacious room in ca. 1830 home

Spacious room in ca. 1830 home
Orange
9.0 out of 10, Wonderful, (2 reviews)
"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...
United States
Angie A.
$264 nightly
The price is $287
May 20 - May 21
Total with taxes and fees
Spacious room in ca. 1830 home
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

Skyland

Skyland

10/10 Excellent
"Loved having a balcony; beds were very comfortable. Friendly staff, room for puzzles and games in a common area. Restaurant. Views were awesome."
Laurie 2-night trip
Posted 3 hours ago
Skyland

Find out more about Leon

Everything you need to know about Leon 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 Leon 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 Leon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leon vacation 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 low season months. For more hustle and bustle, you may prefer to visit Leon 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 $121 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 Leon rentals

At Expedia, we put the best Leon 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 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 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 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Leon?

Yes, you can find vacation rentals near popular points of interest in Leon, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Leon?

Old Rag View Horse Farm with Log Lodge and Treehouse: This vacation home rental outside of Leon is located near skiing and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Leon?

While you're exploring the area, Shenandoah National Park and Lake Pelham are a couple of picturesque spots to get outside and enjoy nature. Culpeper National Cemetery and Belmont Farms Distillery are a couple of places you'll find in the larger area.

What are vacation rentals like in Leon?

Vacation rentals are privately owned properties you can reserve for several days or more in Leon. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.