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Leon Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Leon holiday rentals

A cabin with a dining table set for a meal, a bicycle, and a sign indicating the name 'Vangelis'.

1. 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, (143 reviews)
"Loved everything about my stay, customer service was amazing and I’m definitely making this an animal visit!"
United States
Promise
The price is AU$305
includes taxes & fees
1 Oct - 2 Oct
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

2. 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.
The price is AU$614
includes taxes & fees
4 Oct - 5 Oct
Charming 4-bedroom house in Madison centrally located!
A cabin with a wooden deck, two chairs, a red door, and a window.

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

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 reviews)
"Hose was excellent, great communication, helpful, answered questions, even returned items inadvertently left behind. Location was great for activities around the national park and caverns."
United States
Tracy P.
The price is AU$163
includes taxes & fees
7 Oct - 8 Oct
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A modern kitchen with a central island, bar stools, and pendant lighting.

4. 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, (29 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is AU$275
includes taxes & fees
1 Oct - 2 Oct
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A garden pathway with various plants and a statue.

5. The Blenheim Suite in historic Holladay House

The Blenheim Suite in historic Holladay House
Orange
10.0 out of 10, Exceptional, (5 reviews)
"Had a weekend visit and location worked very well. Enjoyed my visit."
United States
Merrie Mac S.
The price is AU$495
includes taxes & fees
1 Oct - 2 Oct
The Blenheim Suite in historic Holladay House
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

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

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
The price is AU$962
includes taxes & fees
4 Oct - 5 Oct
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

7. 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
The price is AU$352
includes taxes & fees
4 Oct - 5 Oct
Historic Madison Eagle Inn
A room with a crib, a dining table with chairs, and a kitchen area in the background.

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.
The price is AU$354
includes taxes & fees
4 Oct - 5 Oct
Well-appointed basement in downtown Culpeper.
A covered deck with blue and turquoise Adirondack chairs, a white chair, and a green doormat.

9. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (64 reviews)
"Great view and access to the lake!"
United States
Leti H.
The price is AU$417
includes taxes & fees
1 Oct - 2 Oct
The Cabin at the Lake
A living room with a fireplace, a chandelier, and a sofa.

10. 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
The price is AU$410
includes taxes & fees
1 Oct - 2 Oct
The Pembroke Room in the historic Holladay House
A small, single-story wooden cabin with a white-framed door and a small porch.

11. 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, (12 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
The price is AU$325
includes taxes & fees
1 Oct - 2 Oct
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

12. 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.
The price is AU$643
includes taxes & fees
1 Oct - 2 Oct
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
A grassy field with a wooden fence, trees, and a distant building.

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, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is AU$286
includes taxes & fees
7 Oct - 8 Oct
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

14. '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, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is AU$437
includes taxes & fees
6 Oct - 7 Oct
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
S'mores anyone?

15. 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.
The price is AU$971
includes taxes & fees
28 Oct - 29 Oct
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A cabin with a wooden deck, a staircase leading to a door, and a forested background.

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)
The price is AU$433
includes taxes & fees
1 Oct - 2 Oct
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
A row of white-framed windows with a balcony, a bench, and a signboard.

17. 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)
"The absolute nicest, cleanest Vrbo I have ever stayed at! Great communication from the host, the property did not disappoint. It was well stocked with everything needed. And very clear directions for using the property and a terrific folder with area information. Will return."
United States
Janet G.
The price is AU$693
includes taxes & fees
1 Oct - 2 Oct
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

18. 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, (46 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is AU$280
includes taxes & fees
1 Oct - 2 Oct
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A tent set up in a forested area with a checkered mat inside.

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

Butterfly Camp near Old Rag Mountain and Shenandoah National Park
Etlan
The price is AU$253
includes taxes & fees
1 Oct - 2 Oct
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
A house with a brick chimney, a small window, and a wooden deck.

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.
The price is AU$237
includes taxes & fees
13 Oct - 14 Oct
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.
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Top Leon Hotel Reviews

Hampton Inn & Suites Culpeper

Hampton Inn & Suites Culpeper

10/10 Excellent
"Great stay! Clean spacious room. Friendly helpful staff and perfect distance from the venue of wedding I was attending."
Shanikwa 2-night trip
Posted 3 hours ago
Hampton Inn & Suites Culpeper

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$163 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?

Barn Apartment on Farm Near Old Rag and Shenandoah National Park: This holiday 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 The Loft are a couple of picturesque spots to get outside and enjoy nature. Culpeper National Cemetery and Madison Plaza 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.