Philomont holiday homes

We found 134 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Philomont that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and a pool. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Philomont

Showing deals for:11 Dec - 18 Dec

Entrance from county road to driveway.
South wall of kitchen
Sink wall of kitchen with lots of counter space for prep and clean up
Iced Tea afternoons on the front porch
Exceptional
(156 reviews)

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Middleburg

7% off
NZ$5,639
for 7 nights, 1 cottage
NZ$806 per night
includes taxes & fees
CEDAR LANE - Private Cottage, Sophisticated Country Charm
Private kitchen
Living area
Dining
Living area
Exceptional
(30 reviews)

Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly

Round Hill

20% off
NZ$9,023
for 7 nights, 1 home
NZ$1,289 per night
includes taxes & fees
Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly
Exterior
Interior
Private kitchen
Interior
Exceptional
(22 reviews)

The Lodge at Stoneleigh

Round Hill

20% off
NZ$10,952
for 7 nights, 1 home
NZ$1,565 per night
includes taxes & fees
The Lodge at Stoneleigh
Pool
Exterior
Living area
Dining
Exceptional
(20 reviews)

Historic Equestrian Estate in Middleburg Hunt Country

Middleburg

8% off
NZ$15,650
for 7 nights, 1 home
NZ$2,236 per night
includes taxes & fees
Historic Equestrian Estate in Middleburg Hunt Country
Dining
Gather for magical nights under the stars with our newly built deck and patio
Get spa-quality rest in our Green-Tea Infused, memory-foam mattresses.
Interior
Exceptional
(23 reviews)

Walk to Top-Rated Restaurants & Trails! 7BR w/HotTub Gazebo & Built-in FirePit!

Purcellville

8% off
NZ$21,560
for 7 nights, 1 home
NZ$3,080 per night
includes taxes & fees
Walk to Top-Rated Restaurants & Trails! 7BR w/HotTub Gazebo & Built-in FirePit!
Living room/dining room from stairway landing. French doors to stone patio.
Farm sign with spring daffodils and weeping cherry in bloom at farm entrance
Front of cottage, French doors on left lead to stone patio
Interior
Exceptional
(113 reviews)

Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704

Leesburg

15% off
NZ$5,314
for 7 nights, 1 home
NZ$759 per night
includes taxes & fees
Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704
Terrace/patio
Property grounds
Living area
Room
Exceptional
(6 reviews)

Historic spacious home in the heart of Upperville, VA

Upperville

12% off
NZ$8,787
for 7 nights, 1 home
NZ$1,255 per night
includes taxes & fees
Historic spacious home in the heart of Upperville, VA
Exterior detail
Terrace/patio
Living area
Interior
Exceptional
(45 reviews)

Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues

Bluemont

7% off
NZ$3,825
for 7 nights, 1 home
NZ$546 per night
includes taxes & fees
Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues
Property grounds
Property grounds
Interior
Interior
Exceptional
(26 reviews)

Historic Mountain Cottage at Blue Ridge Overlook

Bluemont

8% off
NZ$6,251
for 7 nights, 1 home
NZ$893 per night
includes taxes & fees
Historic Mountain Cottage at Blue Ridge Overlook
Fire Pit
Springtime at The Cottage
Welcome
Main sitting area
Exceptional
(118 reviews)

A Restored Wagon Barn On A 1790's Farm.

Purcellville

8% off
NZ$3,100
for 7 nights, 1 cottage
NZ$443 per night
includes taxes & fees
A Restored Wagon Barn On A 1790's Farm.
Private kitchen
Property grounds
Outdoor dining
Living area
Exceptional
(13 reviews)

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Bluemont

8% off
NZ$2,897
for 7 nights, 1 apartment
NZ$414 per night
includes taxes & fees
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Philomont getaway

Learn about the unique charm of Philomont with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Philomont

Are you hoping to find top things to see and do during your stay? Venture out of your holiday home and experience everything that makes Philomont a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stone Tower Winery (5.7 mi / 9.2 km)
  • Bluemont Vineyard (5.8 mi / 9.4 km)
  • Greenhill Winery & Vineyards (6.3 mi / 10.1 km)
  • Quattro Goomba's Winery (8.2 mi / 13.3 km)
  • Hunters Run Wine Tasting Barn (9 mi / 14.5 km)
  • Doukenie Winery (10.6 mi / 17.1 km)

Exploring the natural landscape of Philomont

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Philomont is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Glenwood Park (3.6 mi / 5.8 km)
  • Oatlands Historic House and Gardens (6.6 mi / 10.7 km)
  • Aldie Mill Historic Park (7.7 mi / 12.4 km)
  • Shenandoah Lake Beach (11.3 mi / 18.2 km)
  • Ashburn Park (13.4 mi / 21.5 km)
  • Shenandoah River (25.3 mi / 40.7 km)

Travelling to and around Philomont

The nearest airport is in Washington Dulles International Airport (IAD), located 17.2 mi (27.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Manassas, VA (MNZ-Manassas Regional), which is 25.9 mi (41.7 km) away.

Frequently asked questions

What is the best area to stay in Philomont when booking a holiday rental?
When considering a holiday rental in Philomont, Virginia, the area around the village centre is the best choice. This picturesque region is characterised by its charming rural landscape, dotted with lush vineyards and rolling hills, making it a superb retreat for those seeking peace and tranquillity.One of the top attractions nearby is the historic Bluemont Vineyard, where visitors can enjoy exquisite views, delightful wines, and often live music events. Another highlight is the beautiful Appalachian Trail, which offers stunning hiking opportunities for outdoor enthusiasts looking to explore Virginia's natural beauty.In terms of accommodation, Philomont features a modest selection of holiday rentals that cater to various preferences, from cosy cabins to spacious homes, allowing visitors to fully immerse themselves in the serene countryside.
What are the top attractions in Philomont?
In Philomont, Virginia, visitors can engage in the stunning natural beauty of the Loudoun County countryside. One of the top attractions is the nearby Appalachian Trail, which offers picturesque hiking opportunities and scenic views of the surrounding landscapes. The area is particularly known for its charming wineries, such as those found along the Loudoun County Wine Trail, where travellers can enjoy tastings and vineyard tours.Additionally, the historic village of Philomont itself features quaint architecture and a relaxed, rural atmosphere. Nearby, the charming town of Middleburg offers boutique shopping and upscale dining options, making it a lovely day trip.
Are all fees included in the Philomont holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Philomont holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Philomont with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Philomont holiday homes?
You can find great discounts on holiday homes in Philomont on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Philomont holiday home booking on Bookabach?
To find Philomont holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Philomont?
A long-stay holiday home in Philomont is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Philomont holiday home?
Book your Philomont holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Philomont?
Prices for holiday homes in Philomont vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Philomont to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.