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Compare 91 Vacation Homes in Leon with updated reviews, rates, and availability.

Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!
Pool open MAY - SEPTEMBER, hot tub & fire pit
Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!
10.0 out of 10, Exceptional, (49)
"This property is an amazing hidden gem that we consider ourselves very fortunate to have found. Driving up the wooded driveway not only takes you to this wonderful home but to an incredible oasis. I can't rave enough about how clean everything was. We always rent mid-late August and very frequently properties are looking pretty tired after being rented all summer. This was not the case with Blue Bird. It was immaculate, including the windows! I loved, Loved, LOVED that the trees on the...
Cabin, Pool, Hot Tub, Lake, Wineries and Mountains Oh My!
Scenic mountain getaway with a firepit and amazing views
Beautiful view
Scenic mountain getaway with a firepit and amazing views
10.0 out of 10, Exceptional, (24)
"Nice/Clean place with great views. Be prepared the drive to the property is a mile of gravel/offroad "
Scenic mountain getaway with a firepit and amazing views
Spacious Retreat with Outdoor Firepit & Large Deck
Interior
Spacious Retreat with Outdoor Firepit & Large Deck
9.8 out of 10, Exceptional, (12)
"Beautiful house, well-stocked amenities, clean, excellent support from host. "
The price is AED 661
AED 1,122 total
includes taxes & fees
11 Nov - 12 Nov
Spacious Retreat with Outdoor Firepit & Large Deck
Comfortable House Close To White Oak Canyon & Old Rag Trails
Exterior
Comfortable House Close To White Oak Canyon & Old Rag Trails
9.8 out of 10, Exceptional, (25)
"The property was beautiful and the house was well equipped. The host was very communicative and we felt very welcome. This is an ideal location for hiking and activities! "
Comfortable House Close To White Oak Canyon & Old Rag Trails
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
Hilltop Hideaway Manor
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
9.8 out of 10, Exceptional, (80)
"We had a wonderful stay! The house was clean and comfortable. The deck is fantastic with lots of privacy and surrounding woods. The location was great for hiking in Shenandoah National Park and we visited nearby restaurants, wineries and a distillery. The host was very responsive with questions I had before we arrived and the property was as described. "
The price is AED 753
AED 1,563 total
includes taxes & fees
10 Nov - 11 Nov
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
Modern rustic retreat 8 miles to Old Rag and close to wineries, and breweries
Living area
Modern rustic retreat 8 miles to Old Rag and close to wineries, and breweries
10.0 out of 10, Exceptional, (7)
"My husband and I just returned from a 3-night stay and feel incredibly lucky that we found this home. The house is absolutely stunning and the view is to die for. Everything you could ever want or need is available. There are blankets for sitting outside in the cold, head lamps if you're hiking or walking the property in the dark, a well-stocked kitchen and pantry, gas grill and more. Chris even left us everything to make s'mores under the stars. He really thought of everything. We were...
Modern rustic retreat 8 miles to Old Rag and close to wineries, and breweries
It's beautiful in the winter! Winter Special--20% Discount February 1-March 31.
Property grounds
It's beautiful in the winter! Winter Special--20% Discount February 1-March 31.
10.0 out of 10, Exceptional, (22)
"We loved our stay at the Madison house while celebrating my sons wedding that took place at the Market at Grelen The house is so so beautiful!!!!"
It's beautiful in the winter! Winter Special--20% Discount February 1-March 31.
Old Rag View Horse Farm with Log Lodge and Treehouse
Exterior
Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, (149)
"What a great spot to get away. Orchards are nearby and the view is phenomenal. Property overall is amazing and everyone was in love with the house and grounds. Richard is extremely responsive and a great owner."
Old Rag View Horse Farm with Log Lodge and Treehouse
Charming Farmhouse Cottage with Mountain Views
Exterior
Charming Farmhouse Cottage with Mountain Views
8.6 out of 10, Excellent, (15)
"Our 14-member family stayed on the entire property (farmhouse, cabin and cottage) and had a wonderful time. This cottage is small and cozy and has beautiful views of green pastures. 2 fox kits came out to frolic in front of the cottage each morning, their den must be nearby. This cabin is perfect for a lone traveler or a couple."
Charming Farmhouse Cottage with Mountain Views
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Plain On The Outside, but beautiful surroundings.
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
9.6 out of 10, Exceptional, (26)
"Had a wonderful time and highly recommend staying. "
The price is AED 1,175
AED 1,435 total
includes taxes & fees
11 Nov - 12 Nov
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
6-Person House with private hot tub and screen porch
Terrace/patio
6-Person House with private hot tub and screen porch
10.0 out of 10, Exceptional, (3)
"Gorgeous views from the back patio - we had a great time! I do wish we'd known that the Donkey was going to be in the field right out back, this was a huge plus - our kids would have loved it."
6-Person House with private hot tub and screen porch
10 Person House with Private Hot tub on Spectacular Rural Estate
Exterior
10 Person House with Private Hot tub on Spectacular Rural Estate
9.8 out of 10, Exceptional, (66)
"The property was perfect for our large group and the hosts at Castleton Meadows were extremely kind, helpful and communicative. Would definitely return!!!"
10 Person House with Private Hot tub on Spectacular Rural Estate
Entire House: 2,200 sq.ft. with Farm Views!
Exterior
Entire House: 2,200 sq.ft. with Farm Views!
9.8 out of 10, Exceptional, (14)
"Beautiful area and close to vineyards. Great space for large family. The beds were very comfortable. The house is on a busy road but there is relatively long driveway. Definitely vintage; comfortable though "
Entire House: 2,200 sq.ft. with Farm Views!
The Franklin Estate - Suite A-Private Apt-King Bed
Room
The Franklin Estate - Suite A-Private Apt-King Bed
9.6 out of 10, Exceptional, (5)
"It was a clean, quiet, spacious, and comfortable place to stay for my family. The beds were very comfortable. The host was very fast to reply with any questions. The location was perfect -- a quiet spot but very close to grocery and VA ABC stores and restaurants. "
The Franklin Estate - Suite A-Private Apt-King Bed
Spacious, Beautiful, Quiet Home with Amazing Old Rag Views
Front view of house with Old Rag Mountain
Spacious, Beautiful, Quiet Home with Amazing Old Rag Views
10.0 out of 10, Exceptional, (19)
"We had a lovely fall weekend at Bella Vita! The house and the views are gorgeous — close to hikes and wineries. And Doug is a fantastic host! "
Spacious, Beautiful, Quiet Home with Amazing Old Rag Views
Spacious Family-Friendly Virginia Home on 5 Acres!
Orange Vacation Rental | 4BR | 3.5BA | Stairs Required | 3,520 Sq Ft
Spacious Family-Friendly Virginia Home on 5 Acres!
10.0 out of 10, Exceptional, (6)
"Wonderful stay! Super host!"
Spacious Family-Friendly Virginia Home on 5 Acres!
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
The great room with huge stone fireplace and mountain views.
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
9.4 out of 10, Exceptional, (67)
"Loved it!"
The price is AED 1,818
AED 2,893 total
includes taxes & fees
10 Nov - 11 Nov
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
South River Guest House
Exterior detail
South River Guest House
10.0 out of 10, Exceptional, (43)
"Love if there we’ve stayed many times "
South River Guest House
Respite from Reality
Front View
Respite from Reality
9.8 out of 10, Exceptional, (17)
"We had the pleasure of staying in the cottage the first weekend in October while we were part of the Graves Mountain Apple Festival. The cottage was situated on a lovely property surrounded by trees. Every amenity was well thought out - from toiletry items, plenty of paper products and towels, coffee and tea, even breakfast!! It was very clean, the beds were comfortable and if we had time, there were games to be enjoyed. Cozy and quiet, it was the perfect place for us to rest after long days. We...
Respite from Reality
Historic Madison Eagle Inn
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Historic Madison Eagle Inn
10.0 out of 10, Exceptional, (1)
"Well appointed and comfortable. Everything you need for a pleasant stay"
The price is AED 496
AED 895 total
includes taxes & fees
21 Nov - 22 Nov
Historic Madison Eagle Inn
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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Other property types in Leon

Lazy Bear Lodge VA :)
Exterior
Lazy Bear Lodge VA :)
9.8 out of 10, Exceptional, (281)
"Great cabin, very quiet. WiFi was not very good but otherwise the place is fantastic"
Lazy Bear Lodge VA :)
Helms Mountain Getaway with Hi Speed Internet
Outdoor dining
Helms Mountain Getaway with Hi Speed Internet
9.6 out of 10, Exceptional, (57)
"As always everything was wonderful on Helms Mountain. Peaceful, relaxing, and the electric fireplace made it cozy on the cold nights. Hot tub was the best way to start the day and also finish the day under the stars."
Helms Mountain Getaway with Hi Speed Internet
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
Hemlock Hollow Secluded Log Cabin..W Hot tub on deck Fire place, Whirlpool Tub!
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
7.8 out of 10, Good, (74)
"We had a great time getting away and having a secluded, private and peaceful place to stay. We drove around Shenandoah’s Sky Line Dr and came back to amazing weather and spent a few hours in the hot tub. Accessing the property was easy peasy and the property manager was super quick to respond to any questions. Very relaxing, exactly what we needed! With that being said…the cleanliness was my biggest issue. The futon in the living room is red with black stains all over it, just filthy. We had...
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
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.