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Leon Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Leon holiday rentals

A cabin with a large window, surrounded by trees.

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, (129 reviews)
"Love This place wish I could I stay longer"
United States
Troy
The price is NZ$320
includes taxes & fees
24 Aug - 25 Aug
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A modern kitchen with a central island, bar stools, and pendant lighting.

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, (23 reviews)
"Fantastic place, so relaxing and beautiful. Host was responsive and extremely helpful. "
United States
Mack
The price is NZ$291
includes taxes & fees
28 Aug - 29 Aug
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

3. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (18 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
The price is NZ$379
includes taxes & fees
25 Aug - 26 Aug
Historic Madison Eagle Inn
A room with a crib, a dining table with chairs, and a kitchen area in the background.

4. 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.
The price is NZ$397
includes taxes & fees
22 Sept - 23 Sept
Well-appointed basement in downtown Culpeper.
A cabin with a wooden deck, two chairs, a red door, and a window.

5. 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, (18 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
The price is NZ$188
includes taxes & fees
31 Aug - 1 Sept
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A small, single-story wooden cabin with a white-framed door and a small porch.

6. 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.
The price is NZ$375
includes taxes & fees
24 Aug - 25 Aug
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

7. 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 NZ$706
includes taxes & fees
13 Sept - 14 Sept
Charming 4-bedroom house in Madison centrally located!
A covered deck with blue and turquoise Adirondack chairs, a white chair, and a green doormat.

8. 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.
The price is NZ$491
includes taxes & fees
24 Aug - 25 Aug
The Cabin at the Lake
A cabin with a wooden deck, a staircase leading to a door, and a forested background.

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

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
The price is NZ$431
includes taxes & fees
30 Aug - 31 Aug
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

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.
The price is NZ$924
includes taxes & fees
31 Aug - 1 Sept
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A grassy field with a wooden fence, trees, and a distant building.

11. 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)
"Peace setting surrounded by horse pastures."
United States
Stephen R.
The price is NZ$334
includes taxes & fees
27 Aug - 28 Aug
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A modern house with a deck, surrounded by a well-maintained lawn and trees.

12. 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.
The price is NZ$572
includes taxes & fees
27 Aug - 28 Aug
Whispering Hillside -Coffee Bar, Hot Tub Fire Pit
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

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

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (24 reviews)
"Great house! Perfect for a hike at Old Ray. Nice owners too!"
United States
Mary Margaret R.
The price is NZ$992
includes taxes & fees
24 Aug - 25 Aug
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A living room with a fireplace, a chandelier, and a sofa.

14. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
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.
The price is NZ$482
includes taxes & fees
24 Aug - 25 Aug
The Pembroke Room in the historic Holladay House
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

15. 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
The price is NZ$323
includes taxes & fees
24 Aug - 25 Aug
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A spacious kitchen with modern appliances, a dining area with a large table, and a cozy living area with a sofa and coffee table.

16. 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 NZ$763
includes taxes & fees
21 Sept - 22 Sept
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
A wooden table with six chairs, a door, and a window in a white-walled room.

17. 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
The price is NZ$332
includes taxes & fees
21 Sept - 22 Sept
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A tented room with a bed, a hanging mosquito net, and two bedside tables with plants.

18. 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
The price is NZ$225
includes taxes & fees
1 Sept - 2 Sept
Nature Lover's Dream Oasis. Camp, Swim, Hike, Bike, Stargaze and Explore.......
A geodesic dome structure with a wooden deck and two Adirondack chairs.

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

Private luxury dome with hot tub & fire pit.
Unionville
The price is NZ$577
includes taxes & fees
7 Sept - 8 Sept
Private luxury dome with hot tub & fire pit.
A row of white-framed windows with a balcony, a bench, and a signboard.

20. 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 NZ$810
includes taxes & fees
24 Aug - 25 Aug
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
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
"Everything was excellent"
Wayne 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 favorite 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 depends 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 NZ$188 per night. Entering your travel dates in the search wizard you might find 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?

Scenic mountain getaway with a firepit and amazing views of mountains and horses: This holiday home rental outside of Leon is located in the mountains, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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 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.