Owner Direct Vacation
Rentals in Philomont
The Best Owner Direct Vacation Rentals in Philomont. Explore thousands of vacation home rentals, large cabins, and villas near Philomont
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Explore the Best Philomont Vacation Homes
Looking for the perfect place to stay in Philomont? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Philomont character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Philomont Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Philomont
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Monday Feb 23
Philomont, Virginia
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Philomont vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Philomont
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How to Reserve Your Philomont Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Philomont Vacation Rental FAQs
1. What are the top vacation rentals in Philomont?
There are a lot of options in Philomont. If you plan on staying in the Philomont area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Philomont:
- A unique mountaintop getaway overlooking Willow Croft Winery.
- Hunt Box-Antique Filled Cottage on Lowelands Farm-MiddleburgnZONR-2024-012704
- Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
- 'Anny's Farm House' in Round Hill Wine Country!
- Country Cottage on 1700’s Horse Farm/Wedding Venue
- Cozy and Beautiful Wine Country Cottage! w/Fireplace, Pond, treehouse and more!
- Historic Tip of the Hill, ca 1762, just outside of Purcellville
- Elegant Middleburg Manor with 3 Bedrooms 2 Baths
- Lovely Guest House 2.5 miles from downtown Middleburg
- Quiet Highland Home set on gorgeous rolling hills and farm in Western Loudoun
2. How many vacation rentals have private pools in Philomont?
There are 9 vacation rentals with private pools near Philomont. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Philomont are best for families?
If you are looking for a family-friendly vacation home in Philomont, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Philomont:
4. How many vacation rentals are available in Philomont?
Currently, the total number of properties listed in 2026 is over 103 in the Philomont area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Philomont.