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Compare 39 Vacation Homes in Airlie with updated reviews, rates, and availability.

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
Outdoor fire place and patio

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (46)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
Cozy Country Getaway in the Heart of Upperville
Exterior

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (7)
"Highly recommend this place."
Cozy Country Getaway in the Heart of Upperville
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Outdoor dining

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (96)
"The home was in excellent condition, clean, beautiful and overall lovely. Close to Middleburg, a delightful small town. We felt like we were in the country, but close to everything we wanted to do."
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
View of the Cottage in the summertime.

Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

10.0 out of 10, Exceptional, (67)
"Thanksgiving week with family and friends at the Cottage was perfect. This home is extremely comfortable, relaxing, well stocked with needed kitchen supplies. Was so fun being in the middle of town but felt like you were in the middle of nowhere. Thank you so much for making such a wonderful home available for rent."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
Modern Home on Middleburg Equestrian Farm
Private kitchen

Modern Home on Middleburg Equestrian Farm

10.0 out of 10, Exceptional, (11)
"We had a lovely girls weekend away in this modern home tucked away in Middleburg. It was conveniently located near town and among rolling roads of horse country. The house was cosy, comfortable and had all the amenities of home. We especially liked the comf beds and Nespresso machine. "
Modern Home on Middleburg Equestrian Farm
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Welcome to this DC Retreat! A 5BR home with large, heated pool sitting on 8 wooded acres close to wineries, hiking, and history

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

9.6 out of 10, Exceptional, (13)
"We had a small family gathering here around Christmas and we absolutely loved it! We immediately felt right at home. It is a gorgeous property, well appointed, and very comfortable. The game room was a huge hit with everyone. We're hoping to make it an annual tradition, hopefully for longer than one night next time!"
The price is AED 1,649
AED 1,970 total
includes taxes & fees
12 Jan - 13 Jan
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Historic spacious home in the heart of Upperville, VA
Exterior

Historic spacious home in the heart of Upperville, VA

10.0 out of 10, Exceptional, (3)
"We loved staying here, by far our favorite part was the gardens. We sat outside as much as we could and it made the whole setting so lovely. A well appointed kitchen and nice linens made our stay so comfortable. Our kids found soccer balls and things to play with. I can't recommend it enough for a big family group!"
Historic spacious home in the heart of Upperville, VA
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
3 Penny Acres was built in 1916 on the foundations of an 1800's cabin.

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (26)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
1st floor living room

Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

10.0 out of 10, Exceptional, (63)
"We were looking for the perfect place to stay during our week in hunt country- convenient to the farm where we kept our horses and the restaurants in Middleburg. This exceeded our expectations. This house has been lovingly restored and is beautifully decorated. Its cozy, traditional vibe meshes perfectly with its modern updates. There are thoughtful touches everywhere- from a large selection of coffees, to the working fireplace, and many more. The beds and bedding are super comfortable. We...
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
Bull Run Mountain Retreat
Exterior

Bull Run Mountain Retreat

9.4 out of 10, Exceptional, (23)
"It was readily accessible to family in the area and those traveling to it. Game rooms were excellent for the children. Within easy distance to places in the area"
Bull Run Mountain Retreat
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
Exterior

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

10.0 out of 10, Exceptional, (15)
"The home was spacious, clean, well appointed, and very comfortable. We really enjoyed our Thanksgiving visit. "
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
Hunters Retreat with High Speed Internet
Living room

Hunters Retreat with High Speed Internet

10.0 out of 10, Exceptional, (6)
"Wonderful property! Tucked away and private. Perfect for nature lovers."
Hunters Retreat with High Speed Internet
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
"Grass","Lawn","Nature","Outdoors","Lamp"

Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning

6.0 out of 10, (3)
"Great for lots of family and friends so everyone is together and not hotel room or hotel lobby hopping"
Bull Run Estate: Luxury Retreat w/ Scenic Views by RedAwning
JCS Farms | 4 Bed, 3 Bath
Interior

JCS Farms | 4 Bed, 3 Bath

9.8 out of 10, Exceptional, (9)
"We so enjoyed our stay at JCS Farms! There were so many great touches geared toward kids and the location and home were beautiful. We will definitely stay here again!"
JCS Farms | 4 Bed, 3 Bath
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, (82)
"Lovely time at the house with 7 girls. Clean, perfect for a group this size. Beautiful property. Easy to check in and out."
The price is AED 753
AED 1,551 total
includes taxes & fees
8 Jan - 9 Jan
Surrounded by majestic trees Hilltop Hideaway is located within the woodlands.
Luxury Middleburg Manor with 4 Bedrooms 2 Baths
Exterior

Luxury Middleburg Manor with 4 Bedrooms 2 Baths

10.0 out of 10, Exceptional, (36)
"Excellent "
Luxury Middleburg Manor with 4 Bedrooms 2 Baths
Cozy, bright 2BD w/yard, close to DT-bikes avail!
Chairs and firepit in backyard

Cozy, bright 2BD w/yard, close to DT-bikes avail!

10.0 out of 10, Exceptional, (4)
"Great location for us since we were visiting with family in Nokesville for the holidays and also Planned a trip into D.C. it was an easy walk to the Historic area and our host gave several great recommendations for dining out. Vienna metro is only a 30 minute drive so convenient to Metro. Host was quick to respond to questions and concerns. The house was very clean With everything one needs in a kitchen! Having the yard for our two dogs is as a nice feature as well. Thank you for an amazing...
Cozy, bright 2BD w/yard, close to DT-bikes avail!
Elegant Middleburg Manor with 3 Bedrooms 2 Baths
Exterior

Elegant Middleburg Manor with 3 Bedrooms 2 Baths

10.0 out of 10, Exceptional, (40)
"Property is a very short distance to downtown Middleburg. Cute and clean property. property manager responds quickly to questions. Wifi is not very fast so if this is important to you you may want to connect with property manager to determine if it will meet your needs. "
Elegant Middleburg Manor with 3 Bedrooms 2 Baths
Silo Valley Farm- Room for 6 & Golf Cart
Outdoor dining

Silo Valley Farm- Room for 6 & Golf Cart

9.8 out of 10, Exceptional, (30)
"We had a wonderful time."
Silo Valley Farm- Room for 6 & Golf Cart
Bealeton Farmhouse Vacation Rental w/ Fire Pit
Bealeton Vacation Rental | 3BR | 3BA | 1,600 Sq Ft | 3 Steps to Enter

Bealeton Farmhouse Vacation Rental w/ Fire Pit

10.0 out of 10, Exceptional, (5)
"It is a beautiful place to stay, it was perfect for our trip. The Chapman's were warm and friendly. Very clean, very cozy. We would definitely stay there again."
Bealeton Farmhouse Vacation Rental w/ Fire Pit
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 Airlie

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
Outdoor fire place and patio

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (46)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (34)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AED 1,010
AED 1,446 total
includes taxes & fees
8 Jan - 9 Jan
18th Century Stone Cottage minutes from historic Middleburg
Relaxing log home on a private mountainside in Rappahannock County, Virginia
Exterior

Relaxing log home on a private mountainside in Rappahannock County, Virginia

10.0 out of 10, Exceptional, (49)
"We had an excellent time at this cabin. It’s well equipped with everything from kitchenware, to children’s games/toys, extra bedding, and an air mattress. The firepit and outdoor toys were much appreciated as well. The beds were comfortable and the house was well maintained. Would rent again!!!"
Relaxing log home on a private mountainside in Rappahannock County, 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.