Holiday Rentals in Airlie

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Holiday Rentals in Airlie

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (41)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is €348
includes taxes & fees
23 Jun - 24 Jun
18th Century Stone Cottage minutes from historic Middleburg

Historic apartment in Old Town Warrenton, Virginia

9.8 out of 10, Exceptional, (43)
"Host was amazing!"
The price is €206
includes taxes & fees
23 Jun - 24 Jun
Historic apartment in Old Town Warrenton, Virginia

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (11)
"Great place, very relaxing"
Cozy Country Getaway in the Heart of Upperville

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

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, (18)
"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!

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

9.8 out of 10, Exceptional, (15)
"lovely room, great shower, so wuiet and peaceful, great environs (sheep! donkey! cheese!), such a nice stay!"
The price is €225
includes taxes & fees
15 Jun - 16 Jun
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

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, (17)
"We had a wonderful stay and look forward to booking again next year!"
Hunt Country cottage in Upperville!

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

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

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

9.8 out of 10, Exceptional, (54)
"Wonderful house and grounds for a family wedding."
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Historic District,Entire upstairs

8.2 out of 10, Very good, (29)
"The place is clean and close to many places to explore. We really enjoyed our stay as there was a nice backyard for our dog. We would highly recommend staying here."
The price is €365
includes taxes & fees
14 Jun - 15 Jun
Historic District,Entire upstairs

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (102)
"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

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

10.0 out of 10, Exceptional, (34)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

JCS Farms | 4 Bed, 3 Bath

9.6 out of 10, Exceptional, (15)
"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

Luxury Condo in the heart of Old town Manassas

8.0 out of 10, Very good, (11)
"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 €275
includes taxes & fees
13 Jul - 14 Jul
Luxury Condo in the heart of Old town Manassas

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

9.8 out of 10, Exceptional, (9)
"A beautiful spot. Exactly as described!"
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars

Balcony & Pool Access: Modern Gainesville Home

10.0 out of 10, Exceptional, (1)
"The townhouse was great- very clean and plenty of room for my family of six. I do wish there was a bigger bed in the Master bedroom- the mattress was thin and the bed was squeaky to sleep in. Property manager was great- very easy to communicate with very helpful. "
Balcony & Pool Access: Modern Gainesville Home

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

9.4 out of 10, Exceptional, (9)
"Overall we loved the place. The beds slept great even the sofa bed. They had a nice thick memory foam for it. The grounds were beautiful and we had a garage to pull into to get out of the weather. The only complaint one of the girls had was the shower was not for big girls. It was a tight squeeze but we totally enjoyed it and will rebook in warmer weather. "
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
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?

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor: This holiday home rental outside of Airlie is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 C.M. Crockett Park. 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.