Best Vacation Homes in Philomont
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $466/Night
For 7 Nights CA $3,262
850.35 ft²
3 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
CA $347/Night
For 7 Nights CA $2,428
1 Bathroom
Couples Retreat
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $540/Night
For 7 Nights CA $3,780
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $234/Night
For 7 Nights CA $1,638
1038.72 ft²
5 Guests
2 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $446/Night
For 7 Nights CA $3,119
2100 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $821/Night
For 7 Nights CA $5,745
1500 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $539/Night
For 7 Nights CA $3,774
880 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $314/Night
For 7 Nights CA $2,199
Philomont Luxury Rentals
4018 ft²
10 Guests
3 Bedrooms
4 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $5,504/Night
For 7 Nights CA $38,527
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $3,158/Night
For 7 Nights CA $22,109
16 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $2,954/Night
For 7 Nights CA $20,676
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $2,847/Night
For 7 Nights CA $19,928
14 Guests
7 Bedrooms
7 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $2,813/Night
For 7 Nights CA $19,693
3600 ft²
20 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $2,563/Night
For 7 Nights CA $17,944
16 Guests
9 Bedrooms
6 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
CA $2,463/Night
For 7 Nights CA $17,242
10 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $2,022/Night
For 7 Nights CA $14,154
Philomont Pet Friendly Vacation Rentals
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $725/Night
For 7 Nights CA $5,078
696.07 ft²
33 Guests
1 Bathroom
Free Cancellation
Resort
- Private Pool
- Oceanfront
- Hot Tub
CA $1,242/Night
For 7 Nights CA $8,692
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $570/Night
For 7 Nights CA $3,994
CA $446/Night
For 7 Nights CA $3,119
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $336/Night
For 7 Nights CA $2,353
3000 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $1,151/Night
For 7 Nights CA $8,056
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $1,304/Night
For 7 Nights CA $9,124
1000 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $275/Night
For 7 Nights CA $1,924
Philomont Large Vacation Homes
3500 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,826/Night
For 7 Nights CA $12,783
258.33 ft²
12 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Air Conditioner
CA $1,461/Night
For 7 Nights CA $10,231
16 Guests
9 Bedrooms
6 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $2,321/Night
For 7 Nights CA $16,247
16 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
CA $1,485/Night
For 7 Nights CA $10,394
2777.09 ft²
12 Guests
5 Bedrooms
5 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
CA $1,253/Night
For 7 Nights CA $8,769
14 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $1,244/Night
For 7 Nights CA $8,706
2766 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $1,007/Night
For 7 Nights CA $7,051
10 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
Cottage
- Pet Friendly
- Air Conditioner
- Child Friendly
CA $834/Night
For 7 Nights CA $5,835
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' 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
- 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
2800 ft²
9 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $430/Night
For 7 Nights CA $3,009
2800 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,124/Night
For 7 Nights CA $7,866
800 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
Other
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,536/Night
For 7 Nights CA $10,756
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Private Pool
- Fireplace/Heating
- Pool
CA $650/Night
For 7 Nights CA $4,552
CA $856/Night
For 7 Nights CA $5,993
CA $930/Night
For 7 Nights CA $6,507
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Private Pool
- Fireplace/Heating
- Pool
CA $531/Night
For 7 Nights CA $3,720
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $339/Night
For 7 Nights CA $2,372
