Default HTG hotel image

Leon Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Leon vacation rentals

Exterior

1. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
$101 nightly
The price is $112
Sep 23 - Sep 24
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Interior

2. 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, (28 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
$162 nightly
The price is $181
Sep 23 - Sep 24
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
1 bedroom, desk, laptop workspace, bed sheets

3. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (141 reviews)
"Fantastic stay!! Everything was perfect."
United States
Humberto
$169 nightly
The price is $191
Sep 23 - Sep 24
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Dining

4. Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon

Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon
Reva
10.0 out of 10, Exceptional, (1 review)
"Super retreat in every way, and super thoughtful hosts. Elizabeth and Colin reached out to check our every need. Thanks!"
United States
ken b.
$399 nightly
The price is $420
Sep 23 - Sep 24
Total with taxes and fees
Cabin with view of Old Rag Mt Pick your own flowers, Shenandoah White Oak Canyon
Dining

5. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
$237 nightly
The price is $247
Oct 4 - Oct 5
Total with taxes and fees
Historic Madison Eagle Inn
Coffee/tea maker, fridge, microwave, oven

6. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 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.
$394 nightly
The price is $439
Sep 23 - Sep 24
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
Exterior detail

7. 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
9.8 out of 10, Exceptional, (11 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
$216 nightly
The price is $228
Sep 23 - Sep 24
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Interior

8. Well-appointed basement in downtown Culpeper.

Well-appointed basement in downtown Culpeper.
West Fairfax
7.0 out of 10, Good, (2 reviews)
"While property was probably within city limits it was in a residential neighborhood."
United States
Christine S.
$217 nightly
The price is $242
Oct 22 - Oct 23
Total with taxes and fees
Well-appointed basement in downtown Culpeper.
Outdoor dining

9. Butterfly Camp near Old Rag Mountain and Shenandoah National Park

Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Etlan
$158 nightly
The price is $175
Sep 23 - Sep 24
Total with taxes and fees
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Terrace/patio

10. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (62 reviews)
"Great view and access to the lake!"
United States
Leti H.
$263 nightly
The price is $292
Sep 23 - Sep 24
Total with taxes and fees
The Cabin at the Lake
Property grounds

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

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (28 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
$504 nightly
The price is $557
Sep 23 - Sep 24
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
TV

12. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Nice quaint house in the country"
United States
Adam R.
$319 nightly
The price is $356
Sep 23 - Sep 24
Total with taxes and fees
Charming Cottage w/ Incredible Views & Firepit
Smart TV, table tennis, books

13. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (26 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
$536 nightly
The price is $592
Sep 23 - Sep 24
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Interior

14. Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues

Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Madison
8.0 out of 10, Very good, (1 review)
"Positive Highlights: quiet location still close to Skyline Drive, amenities, fresh interior recently modernized, love for details (charging cables, coffee bar, etc)"
United States
Birgit W.
$412 nightly
The price is $459
Sep 23 - Sep 24
Total with taxes and fees
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Property grounds

15. 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, (143 reviews)
"The cottage had everything you need."
United States
William J.
$186 nightly
The price is $200
Sep 23 - Sep 24
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

16. Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
10.0 out of 10, Exceptional, (1 review)
$275 nightly
The price is $294
Sep 23 - Sep 24
Total with taxes and fees
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Coffee/tea maker, fridge, microwave, oven

17. 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, (45 reviews)
"Beautiful property and family friendly."
United States
Tracy
$181 nightly
The price is $194
Sep 23 - Sep 24
Total with taxes and fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Exterior

18. Whispering Hillside -Coffee Bar, Hot Tub Fire Pit

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (59 reviews)
"Absolutely wonderful stay in every way!! Would definitely rent this house again!!! "
United States
Kim W.
$335 nightly
The price is $349
Sep 24 - Sep 25
Total with taxes and fees
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Outdoor dining

19. Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres

Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres
Stanley
8.0 out of 10, Very good, (90 reviews)
"We enjoyed the quiet and relaxing stay at the cabin . The hot tub was what we needed after a day of hiking nearby waterfalls."
United States
Shannon M.
$274 nightly
The price is $315
Sep 23 - Sep 24
Total with taxes and fees
Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres
Property grounds

20. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
$165 nightly
The price is $177
Oct 12 - Oct 13
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leon Hotel Reviews

Skyland

Skyland

10/10 Excellent
"The views are so amazing, both from our room and the restaurant dining room. Enjoyed the serenity of the area, very beautiful!"
Faith 1-night trip
Posted 13 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 $112 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.

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?

Barn Apartment on Farm Near Old Rag and Shenandoah National Park: This vacation home rental outside of Leon offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Leon?

While you're exploring the area, Shenandoah National Park and Rapidan River 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.