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Leon Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Leon vacation rentals

Interior

1. 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, (24 reviews)
"Beautiful and unique property. The place was shiny clean and Jen was very communicative and helpful!"
United States
Dan S.
$156 nightly
The price is $174
Aug 31 - Sep 1
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
View from property

2. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.6 out of 10, Exceptional, (131 reviews)
"Love This place wish I could I stay longer"
United States
Troy
$167 nightly
The price is $189
Sep 7 - Sep 8
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Exterior

3. 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, (19 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
Aug 31 - Sep 1
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Dining

4. 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
$246 nightly
The price is $257
Sep 8 - Sep 9
Total with taxes and fees
Historic Madison Eagle Inn
Interior

5. Well-appointed basement in downtown Culpeper.

Well-appointed basement in downtown Culpeper.
West Fairfax
8.0 out of 10, Very Good, (1 review)
"While property was probably within city limits it was in a residential neighborhood."
United States
Christine S.
$221 nightly
The price is $246
Sep 7 - Sep 8
Total with taxes and fees
Well-appointed basement in downtown Culpeper.
Private kitchen

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.
$383 nightly
The price is $426
Sep 13 - Sep 14
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
Terrace/patio

7. 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.
$267 nightly
The price is $297
Aug 31 - Sep 1
Total with taxes and fees
The Cabin at the Lake
Miscellaneous

8. 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
Aug 31 - Sep 1
Total with taxes and fees
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Exterior detail

9. 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)
"Host and everything was very accommodating! Very nice stay"
United States
James G.
$216 nightly
The price is $228
Aug 31 - Sep 1
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Property grounds

10. 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, (27 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
$509 nightly
The price is $562
Aug 31 - Sep 1
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Exterior

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

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
$250 nightly
The price is $265
Sep 1 - Sep 2
Total with taxes and fees
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Living area

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

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (25 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
$515 nightly
The price is $569
Aug 31 - Sep 1
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Property grounds

13. 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, (142 reviews)
"The cottage had everything you need."
United States
William J.
$189 nightly
The price is $203
Aug 31 - Sep 1
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
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.
$417 nightly
The price is $464
Aug 31 - Sep 1
Total with taxes and fees
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
Exterior

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

Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Stanley
9.2 out of 10, Wonderful, (58 reviews)
"Absolutely wonderful stay in every way!! Would definitely rent this house again!!! "
United States
Kim W.
$340 nightly
The price is $354
Sep 1 - Sep 2
Total with taxes and fees
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
Living area

16. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
$268 nightly
The price is $291
Aug 31 - Sep 1
Total with taxes and fees
The Pembroke Room in the historic Holladay House
Private kitchen

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
$180 nightly
The price is $193
Aug 31 - Sep 1
Total with taxes and fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Terrace/patio

18. Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
$333 nightly
The price is $356
Sep 1 - Sep 2
Total with taxes and fees
Private luxury dome with hot tub & fire pit.
Living area

19. 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 $732
Aug 31 - Sep 1
Total with taxes and fees
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Exterior

20. Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
$189 nightly
The price is $203
Aug 31 - Sep 1
Total with taxes and fees
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
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
"Fantastic staff. Clean, comfortable room in Franklin. Skip the restaurant. Seemed like the food was heat in bag type institutional meals."
MARY D B 2-night trip
Posted 2 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?

Scenic mountain getaway with a firepit and amazing views of mountains and horses: This vacation home rental outside of Leon is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.