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Top Holiday Rentals in Airlie

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (44)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is £295
includes taxes & fees
7 Jul - 8 Jul
18th Century Stone Cottage minutes from historic Middleburg

Cozy 1-bedroom apartment with WiFi, AC in awesome Warrenton

The price is £112
includes taxes & fees
9 Jul - 10 Jul
Cozy 1-bedroom apartment with WiFi, AC in awesome Warrenton

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

9.8 out of 10, Exceptional, (17)
"Great two days at the farm. Quiet, clean, and friendly hosts. :) "
The price is £186
includes taxes & fees
2 Jul - 3 Jul
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

9.6 out of 10, Exceptional, (8)
"The location of this adorable cottage can’t be beat! Just minutes (by car) to downtown Middleburg. It’s perfect for a couple. "
Historical Manor 2 bedroom Unit - Minutes from downtown Middleburg

Cozy Virginia Vacation Rental w/ Seasonal Pool!

10.0 out of 10, Exceptional, (20)
"Our stay was fabulous! The cottage is clean, comfortable, and in a peaceful location. The host checked in on us and left a nice welcome gift. I would definitely recommend staying here if in the area."
Cozy Virginia Vacation Rental w/ Seasonal Pool!

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

10.0 out of 10, Exceptional, (55)
"It is a beautiful log cabin with plenty of space. The back deck is huge. It is secluded with yard and woodlands. Plenty of indoor and outdoor games provided. Brian is wonderful. Very nice, helpful and communicative. Felt like home. I will stay here again when I am in the area. "
Relaxing log home on a private mountainside in Rappahannock County, Virginia

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (44)
"Great location and comfortable place."
The price is £176
includes taxes & fees
4 Jul - 5 Jul
Historic apartment in Old Town Warrenton, Virginia

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

8.6 out of 10, Excellent, (10)
"The property itself if gorgeous. Millions of hand placed stones make retaining wall after tiered retaingwall up to the A Frame. Each teir is fun to explore and relax at. The property has a nice large fire pit are and the hot tub is in an ideal location for viewing the "
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (18)
"We had a wonderful stay and look forward to booking again next year!"
Hunt Country cottage in Upperville!

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (12)
"Great place, very relaxing"
Cozy Country Getaway in the Heart of Upperville

Cozy 1BR Apt Minutes From Skyline Drive!!

9.6 out of 10, Exceptional, (30)
"The Cozy Apartment was a nice little stay for our trip to the area including great vineyards, great restaurant (Claire's) in Warrenton, and a great experience in one of our nation's best National Parks - Shenandoah National Park. "
The price is £169
includes taxes & fees
11 Jul - 12 Jul
Cozy 1BR Apt Minutes From Skyline Drive!!

Spectacular Home : Horse, Bike and Wine Country

10.0 out of 10, Exceptional, (1)
"We came to stay close to Shenandoah University for our daughter's graduation. We had ten guests (had thought up to 16 and we had plenty of room)! We had a blast! The home allowed for plenty of sleeping space, room for us all to eat together, hang out, and sit by the firepit. We were close to many vineyards. The whole weekend was a dream! Thanks, Anna!"
Spectacular Home : Horse, Bike and Wine Country

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

9.8 out of 10, Exceptional, (85)
"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 £314
includes taxes & fees
2 Jul - 3 Jul
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

9.2 out of 10, Wonderful, (10)
"Convenient to where I needed to be. Nice property. Dogs loved the property"
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

Romantic African-Inspired Studio on Alpaca Farm – Under the Stars

9.8 out of 10, Exceptional, (9)
"The entire stay was nothing but exceptional. The host was very informative, knowledgeable, and helped make the stay all it can be and then some."
The price is £381
includes taxes & fees
2 Jul - 3 Jul
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars

Luxury Condo in the heart of Old town Manassas

8.0 out of 10, Very good, (12)
"Beautiful, clean apartment in a great location for all downtown local restaurants. Will definitely stay here when we are in town again."
The price is £231
includes taxes & fees
6 Jul - 7 Jul
Luxury Condo in the heart of Old town Manassas

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (103)
"We stay at Yellowwood every year. It is on a quiet lane in the most picturesque part of Virginia (if not the country)!Also, Middleburg is just a short drive (or walk) away.We love Yellowwood!"
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

JCS Farms | 4 Bed, 3 Bath

9.8 out of 10, Exceptional, (16)
"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

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (55)
"Wonderful house and grounds for a family wedding."
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Magic Hide Aways

10.0 out of 10, Exceptional, (3)
"Our host did a fabulous job. The house was very comfortable and modern"
Magic Hide Aways
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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Frequently asked questions

Can I find holiday rentals in Airlie?

Yes, there are holiday rentals close to the most popular sights in Airlie, or you can select a more secluded option if you're looking for a relaxing stay. Airlie is known for its sporting events and restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best holiday rentals that Airlie has to offer?

Cozy Country Getaway in the Heart of Upperville : This holiday home rental outside of Airlie is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Airlie?

While exploring the area, visit family-friendly sights like Haymarket IcePlex, or get outside and enjoy nature at Whitney State Forest. In the wider area, you’ll find Laurel Ridge Community College - Fauquier Campus and Vint Hill Craft Winery.

What’s a holiday rental in Airlie like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Airlie. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip.