Skip to content

Holiday rentals in Philomont

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Philomont

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Hunt Box On Tally Yo Farm
Farm stay · 4 guests · 2 beds · 2.5 bathrooms
The Hunt Box On Tally Yo FarmThis is a residence above a 5-stall horse barn. A 2-bedroom house with 2 bath, Juliette balcony, GORGEOUS views, vaulted ceilings, fully appointed kitchen, laundry, 6 acre farm. Beautifully decorated in traditional English equestrian decor, with homage to the Northern Virginia hunts located just a stone's throw away. Lovely antiques, equestrian art & decor, warm rugs and fabulous views of Mosby Crossing.
"When Pigs Fly"  Wine Country!  Ale Trail!
SUPERHOST
Entire loft · 2 guests · 1 bed · 1 bathroom
"When Pigs Fly" Wine Country! Ale Trail!Located between Middleburg, VA and Purcellville, VA, our space is just about 15 minutes away from restaurants, wineries, breweries and many local points of interest. We offer an efficiency loft with views from every window. Although compact, we have provided all of the amenities you will need for a pleasant stay. We love our dogs and know you love yours too! We welcome your dogs while you visit. The only thing we ask is that you crate them if they are left alone.
Noctiluca Farm & Wine Trail Getaway
SUPERHOST
Entire rental unit · 5 guests · 2 beds · 1 bathroom
Noctiluca Farm & Wine Trail GetawayCharming wine country getaway in Purcellville, just minutes from the Loudoun Wine Trail, antique shops, breweries & more! Beautiful private apartment on a 5-acre farm. Come out to the country for a weekend or holiday and enjoy the use of a Virginia Wine Pass, which will give discounts and free wine tastings at participating wineries. Minutes from the WO&D trail, & you can store your bikes in the spacious garage. Se Habla Español!

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Philomont holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Philomont

SUPERHOST
  1. Entire residential home
  2. Middleburg
super cosy cottage with high speed internet
SUPERHOST
  1. Entire guest house
  2. Round Hill
Four Winds - Private Carriage House
SUPERHOST
  1. Farm stay
  2. Round Hill
The Log Cabin at Historic Oak Hill Farm
SUPERHOST
  1. Tiny house
  2. Purcellville
Remote Tiny House in Purcellville
  1. Entire guest house
  2. Purcellville
The Cabin
SUPERHOST
  1. Entire residential home
  2. Middleburg
The Coach Stop at White Hall
SUPERHOST
  1. Entire residential home
  2. Purcellville
1890s Ellmore Farmhouse
SUPERHOST
  1. Entire rental unit
  2. Round Hill
The Nest of Sunny Lane Farm. 501 c3 EAL provider
SUPERHOST
  1. Entire cottage
  2. Round Hill
Beautiful English Cottage in Wine Country
SUPERHOST
  1. Entire residential home
  2. Middleburg
White Oaks Farm Gibson House
SUPERHOST
  1. Entire residential home
  2. Purcellville
The Janney Store Building
SUPERHOST
  1. Farm stay
  2. Purcellville
Hunt Box on 1700's Quaker Clydesdale Farm