Best Vacation Homes in Philomont
Cottage
10.0(45 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
AU $481/Night
7 Nights - AU $3,370
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
Spa- Fireplace/Heating
Parking
Internet
AU $692/Night
7 Nights - AU $4,842
Hotel
9.6(429 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Parking
AU $544/Night
7 Nights - AU $3,806
House
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $236/Night
7 Nights - AU $1,650
Apartment
9.8(15 Reviews)
2 Bedrooms
1 Bath
3 Guests
850.35 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
AU $349/Night
7 Nights - AU $2,445
House
10.0(116 Reviews)
3 Bedrooms
3 Baths
6 Guests
2100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $826/Night
7 Nights - AU $5,785
House
10.0(113 Reviews)
4 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $543/Night
7 Nights - AU $3,801
Apartment
10.0(106 Reviews)
1 Bedroom
1 Bath
4 Guests
880 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $316/Night
7 Nights - AU $2,215
Philomont Luxury Rentals
House
3 Bedrooms
4 Baths
10 Guests
4018 ft²
- Fireplace/Heating
Air Conditioner- Internet
Child Friendly
AU $5,542/Night
7 Nights - AU $38,797
House
9.8(104 Reviews)
8 Bedrooms
7 Baths
16 Guests
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
AU $2,990/Night
7 Nights - AU $20,929
House
10.0(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $2,867/Night
7 Nights - AU $20,067
House
10.0(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $2,861/Night
7 Nights - AU $20,029
House
10.0(4 Reviews)
7 Bedrooms
7 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
AU $2,833/Night
7 Nights - AU $19,831
House
10.0(20 Reviews)
7 Bedrooms
4 Baths
20 Guests
3600 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $2,636/Night
7 Nights - AU $18,455
House
10.0(2 Reviews)
9 Bedrooms
6 Baths
16 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
AU $2,480/Night
7 Nights - AU $17,363
House
10.0(15 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $2,187/Night
7 Nights - AU $15,308
Philomont Pet Friendly Vacation Rentals
House
10.0(38 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $719/Night
7 Nights - AU $5,035
Resort
8.9(39 Reviews)
1 Bath
33 Guests
696.07 ft²
- Private Pool
Oceanfront- Hot Tub
- Spa
AU $1,250/Night
7 Nights - AU $8,753
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $574/Night
7 Nights - AU $4,022
House
5 Bedrooms
5 Baths
12 Guests
2777.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
AU $877/Night
7 Nights - AU $6,141
House
10.0(12 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $321/Night
7 Nights - AU $2,245
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $349/Night
7 Nights - AU $2,441
House
10.0(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $1,159/Night
7 Nights - AU $8,113
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $1,380/Night
7 Nights - AU $9,662
Philomont Large Vacation Homes
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
10 Guests
3500 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
AU $1,839/Night
7 Nights - AU $12,873
Villa
9.2(60 Reviews)
2 Bedrooms
3 Baths
5 Guests
1038.72 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
AU $449/Night
7 Nights - AU $3,141
House
9 Bedrooms
6 Baths
16 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
AU $2,337/Night
7 Nights - AU $16,360
House
9.8(18 Reviews)
5 Bedrooms
4 Baths
16 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $1,498/Night
7 Nights - AU $10,487
House
1 Bedroom
1 Bath
12 Guests
258.33 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
AU $1,143/Night
7 Nights - AU $8,002
House
9.6(7 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $1,252/Night
7 Nights - AU $8,767
House
8.0(5 Reviews)
5 Bedrooms
4 Baths
12 Guests
2766 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $1,014/Night
7 Nights - AU $7,101
Cottage
6.0(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
AU $827/Night
7 Nights - AU $5,789
Why Choose Rent By Owner for your Philomont Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Philomont
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, allowing you to enjoy the area's natural beauty and peaceful ambiance at its best.
Peak Season Highlights
Spring (March to May)
During spring, the area experiences mild temperatures and blooming landscapes, making it an ideal time for outdoor activities and exploring local scenery.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Fall (September to November)
Autumn brings vibrant foliage and comfortable weather, perfect for enjoying the scenic beauty and peaceful atmosphere of this destination.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
In winter, cooler temperatures create a quiet getaway, appealing if you prefer a tranquil retreat away from crowds.
Average Temperature Daytime: 35-45°F - Nighttime: 25-30°F
Summer (June to August)
Summers can be warm, but this is a less busy period when you might enjoy more flexibility in booking your vacation rentals and experiencing the region's serene environment.
Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
Weekly Weather Forecast for Philomont
How to Book Your Philomont Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Philomont
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a fully equipped patio or barbecue area, perfect for meals under the stars.
- Relax in a private hot tub or soak in an open-air soaking tub to unwind after exploring the region.
- Take advantage of expansive gardens or landscaped yards ideal for morning yoga or leisurely strolls.
- Make use of a spacious deck or balcony offering scenic views of the surrounding countryside.
- Spend time around a cozy fire pit, perfect for gathering with family or friends during cooler evenings.
- Explore nearby walking or hiking trails that showcase the natural beauty of this destination’s outdoor landscape.
- Use outdoor sports equipment such as bikes, kayaks, or paddleboards available in some properties for active adventures in the region.
Top Attractions Around Philomont
What attractions are nearby?
Explore a variety of outdoor activities, scenic trails, and charming local attractions just minutes from your vacation rental in this peaceful region, offering the perfect setting to enjoy the natural beauty and relaxed pace of the area.
Family Activities
- Hiking at the Appalachian Trail: Explore scenic trails along the Appalachian Trail, offering a family-friendly adventure through the natural beauty of the region.
- Visiting local farms and orchards: Enjoy a day of picking fresh produce or learning about rural life at nearby farms and orchards suitable for all ages.
- Exploring community parks and outdoor spaces: Spend quality time in parks that feature playgrounds, picnic areas, and open fields perfect for family gatherings.
- Discovering historic sites and landmarks: Engage with the area's rich history by touring local landmarks that provide educational insights and fun experiences for children and adults alike.
Adult Activities
- Wine Tasting Tours: Experience the local wine scene by visiting nearby vineyards and tasting rooms that highlight the region's renowned viticulture.
- Historical Site Visits: Explore the area's rich history through guided tours or self-guided visits to notable landmarks and preserved sites.
- Nature Hiking Trails: Discover scenic hiking paths that wind through the countryside, offering stunning views and opportunities for wildlife observation.
- Farmers Markets and Artisans: Browse local farmers markets and artisan shops to enjoy fresh produce, handmade crafts, and authentic regional flavors.
Philomont Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Outdoor Adventures: Take advantage of the region’s scenic landscapes by exploring local trails and parks, ensuring you experience the natural beauty that makes this destination unique.
- Choose Your Stay Wisely: Opt for a well-reviewed vacation rental that offers privacy and comfort, making your visit here both relaxing and convenient.
- Engage with the Local Community: Connect with locals or visit nearby farmers’ markets to gain authentic insights and enrich your stay in this charming area.
- Visit During Off-Peak Seasons: Traveling during less busy times can provide a more peaceful experience and better access to all the region has to offer without the crowds.
Transportation Options
- Driving Your Car: You can conveniently navigate the region by car, with access to scenic routes and local roads leading directly to your vacation rental here.
- Public Transit: The area is connected through regional bus services, offering an affordable and eco-friendly way to explore nearby attractions and amenities.
- Airport Access: Washington Dulles International Airport is within a reasonable distance, providing international and domestic flights for your arrival and departure needs.
- Taxi and Rideshare Services: Reliable taxi, Uber, and Lyft services are available locally, ensuring easy transportation around this peaceful destination.
Local Customs Options
- Local Harvest Festivals: Embrace the region’s rich agricultural heritage by participating in seasonal harvest festivals celebrated here, which highlight the area’s farming traditions and community spirit.
- Historic Preservation Practices: Respect the local customs of preserving historic structures and landmarks that reflect the area's deep-rooted history and contribute to its charming character.
- Southern Hospitality: Experience the warm welcomes and courteous manners that are a hallmark of this destination, fostering a friendly environment for visitors exploring the area.
- Community Gardening: Engage with community-led gardening initiatives that showcase a commitment to sustainability and local food sharing within the region.
Frequently Asked Questions About Philomont?
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' Near Middleburg & Wineries!
- 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
- Lovely Guest House 2.5 miles from downtown Middleburg
- Elegant Middleburg Manor with 3 Bedrooms 2 Baths
- 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 11 vacation rentals with private pools near Philomont. Top-rated RBO 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 Rentbyowner vacation rentals are available in Philomont?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 105 in the Philomont area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Philomont.
5. What is the cancellation policy for vacation rentals in this region?
The cancellation policy varies depending on the property owner. To understand the specific terms, please review the listing details or contact the host directly before booking.
6. Are there any additional fees I should be aware of when booking a rental here?
Additional fees such as cleaning, service charges, or taxes may apply. These will be clearly listed during the booking process, but it's recommended to check the full fee breakdown on the property page.
7. What amenities are typically included in stays within this area?
Amenities can differ by property, but common features include Wi-Fi, parking, and fully equipped kitchens. For specific amenities, refer to each listing or reach out to the host for confirmation.
8. How do I ensure my reservation is secure when booking a vacation home here?
Reservations are secured through a trusted platform that offers secure payment processing and verified hosts. Be sure to use the official booking channels and communicate through the platform for added safety.
9. Can I get early check-in or late check-out options for my stay?
Early check-in and late check-out depend on the availability and the host’s policies. It’s best to inquire about these options directly with the property owner at the time of booking.
Philomont Top Rated Vacation Rentals
Other
10.0(64 Reviews)
3 Bedrooms
3 Baths
9 Guests
2800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $427/Night
7 Nights - AU $2,990
House
10.0(11 Reviews)
3 Bedrooms
3 Baths
8 Guests
2800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $1,132/Night
7 Nights - AU $7,921
Other
9.8(79 Reviews)
6 Bedrooms
3 Baths
12 Guests
800 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $1,416/Night
7 Nights - AU $9,909
Bed & Breakfast
9.8(37 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $501/Night
7 Nights - AU $3,510
Hotel
9.6(50 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $862/Night
7 Nights - AU $6,035
AU $936/Night
7 Nights - AU $6,552
Hotel
9.2(38 Reviews)
13 Baths
985.31 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
AU $449/Night
7 Nights - AU $3,141
Bed & Breakfast
9.0(67 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $540/Night
7 Nights - AU $3,779
