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Leon Vacation 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 vacation rentals

Exterior

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 SAR 559
SAR 804 total
includes taxes & fees
29 Sep - 30 Sep
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Coffee/tea maker, fridge, microwave, oven

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 SAR 822
SAR 1,555 total
includes taxes & fees
29 Sep - 30 Sep
Charming 4-bedroom house in Madison centrally located!
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
9.8 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 SAR 304
SAR 422 total
includes taxes & fees
29 Sep - 30 Sep
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Interior

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, (28 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
The price is SAR 456
SAR 717 total
includes taxes & fees
1 Oct - 2 Oct
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Property grounds

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 SAR 882
SAR 1,242 total
includes taxes & fees
29 Sep - 30 Sep
The Blenheim Suite in historic Holladay House
Smart TV, table tennis, books

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 SAR 964
SAR 2,120 total
includes taxes & fees
29 Sep - 30 Sep
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Dining

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 SAR 507
SAR 897 total
includes taxes & fees
4 Oct - 5 Oct
Historic Madison Eagle Inn
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.
The price is SAR 375
SAR 898 total
includes taxes & fees
29 Sep - 30 Sep
Well-appointed basement in downtown Culpeper.
Terrace/patio

9. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (63 reviews)
"Great view and access to the lake!"
United States
Leti H.
The price is SAR 591
SAR 1,055 total
includes taxes & fees
29 Sep - 30 Sep
The Cabin at the Lake
TV, books

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 SAR 732
SAR 1,035 total
includes taxes & fees
29 Sep - 30 Sep
The Pembroke Room in the historic Holladay House
Exterior detail

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, (11 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
The price is SAR 335
SAR 827 total
includes taxes & fees
29 Sep - 30 Sep
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Interior

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 SAR 882
SAR 1,626 total
includes taxes & fees
29 Sep - 30 Sep
Lakefront Home in Madison near SNP, Wineries, Breweries, and Venues
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, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is SAR 563
SAR 745 total
includes taxes & fees
29 Sep - 30 Sep
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

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 SAR 882
SAR 1,108 total
includes taxes & fees
29 Sep - 30 Sep
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Property grounds

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 SAR 1,257
SAR 2,496 total
includes taxes & fees
29 Oct - 30 Oct
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
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)
The price is SAR 673
SAR 1,099 total
includes taxes & fees
30 Sep - 1 Oct
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Property grounds

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 SAR 890
SAR 1,712 total
includes taxes & fees
29 Sep - 30 Sep
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Coffee/tea maker, fridge, microwave, oven

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, (45 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is SAR 601
SAR 725 total
includes taxes & fees
29 Sep - 30 Sep
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Property grounds

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 SAR 422
SAR 658 total
includes taxes & fees
29 Sep - 30 Sep
Butterfly Camp near Old Rag Mountain and Shenandoah National Park
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.
The price is SAR 451
SAR 665 total
includes taxes & fees
12 Oct - 13 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

Round Hill Inn

Round Hill Inn

10/10 Excellent
"Solid and reliable. Clean and convenient. Very dependable hotel whenever I'm working in Somerset or Orange."
charles 1-night trip
Posted 6 hours ago
Round Hill Inn

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.