Philomont holiday rentals

We found 132 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:6 Nov - 13 Nov

Interior
Farm sign with spring daffodils and weeping cherry in bloom at farm entrance
Front of cottage, French doors on left lead to stone patio
Outdoor dining
Exceptional
(113 reviews)

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

Middleburg

16% off
AU$4,231
for 7 nights, 1 home
AU$604 per night
includes taxes & fees
Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704
Exterior
Living area
Dining
Private kitchen
Exceptional
(29 reviews)

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

Round Hill

20% off
AU$10,760
for 7 nights, 1 home
AU$1,537 per night
includes taxes & fees
Spacious Loudoun Wine Country Retreat: Hot Tub, Mountain Views, Family-Friendly
Terrace/patio
Property grounds
Interior
Room
Exceptional
(6 reviews)

Historic spacious home in the heart of Upperville, VA

Upperville

13% off
AU$7,104
for 7 nights, 1 home
AU$1,015 per night
includes taxes & fees
Historic spacious home in the heart of Upperville, VA
Room
Exterior
Living area
Property grounds
Exceptional
(17 reviews)

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Purcellville

7% off
AU$1,986
for 7 nights, 1 cottage
AU$284 per night
includes taxes & fees
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond
Exterior
Property grounds
Interior
Property grounds
Exceptional
(26 reviews)

Historic Mountain Cottage at Blue Ridge Overlook

Bluemont

8% off
AU$5,061
for 7 nights, 1 home
AU$723 per night
includes taxes & fees
Historic Mountain Cottage at Blue Ridge Overlook
Living area
Property grounds
My home from the road.
Private kitchen
Exceptional
(12 reviews)

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

Bluemont

8% off
AU$2,473
for 7 nights, 1 apartment
AU$353 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:

  • Stoneleigh Golf and Country Club (5.3 mi / 8.5 km)
  • 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)
  • Twin Oaks Tavern Winery (7.2 mi / 11.5 km)
  • Quattro Goomba's Winery (8.2 mi / 13.3 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)
  • Upperville Park (8.4 mi / 13.5 km)
  • Evergreen Mills Equestrian and Hiking Trail (8.7 mi / 14.1 km)
  • Shenandoah Lake Beach (11.3 mi / 18.2 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 most popular type of holiday home accommodation in Philomont?
Bed & breakfasts are the most popular type of holiday home in Philomont, according to our data. Even if you have something a little different in mind, Stayz has properties in many sizes and shapes. Look through our options to find your perfect Philomont pad.
How much does it cost to rent a holiday home in Philomont?
The average price for a holiday home in Philomont is determined by several factors, like season, length of stay and property type. Whether you're searching for a sprawling villa with space for the whole family or a quaint cottage that's perfect for two, just enter your dates of travel to discover stays with unbeatable value.
How much does it cost to rent a beach house in Philomont?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Put in your Philomont travel dates to see your options on Stayz. Can't live without a private pool? Use our filters to pick the features and amenities you want in your beach house.
Are there pet-friendly holiday homes in Philomont?
Good news! Yes. You can pick from three holiday homes that cater to pets in Philomont. Lots of our pet-friendly holiday homes even come with an outdoor area for your four-legged pal to have fun in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect place on Stayz.
Can I rent a house with a pool in Philomont?
Add an extra element of fun to your getaway by booking your crew into one of the two houses with a private pool in Philomont. Use our search filter to find properties with pools on Stayz, then spend your downtime splish-splashing around in a swimming pool that's only for you.
What are popular home amenities in Philomont?
When it comes to home amenities that guests prefer in Philomont, a fireplace, a garden and a swimming pool rank the highest. With Stayz holiday homes, there are options to suit your taste and style, whether you're going away with friends, relatives or even pets.
Are there holiday homes in Philomont that welcome kids?
Philomont has two family-friendly holiday homes to choose from. And booking a stay that welcomes kiddos is super easy with Stayz's "Properties good for families" filter. In addition to having the entire place to yourselves, you can also look forward to perks and amenities like living rooms, kitchens and private pools.
What are the top attractions for families in Philomont?
Give the kiddos a day out at these exciting family-friendly attractions in Philomont:
  • Purcellville Skating Rink
  • Firemans Field
Are there one-bedroom holiday homes in Philomont?
Yes, you'll find three one-bedroom properties in Philomont to choose from. A one-bedroom holiday home is an excellent option if it's just two of you or if you're holidaying alone. Add in more space, convenience and privacy compared to a regular hotel, and you're bound to have an unforgettable break.
How can I find holiday homes with air conditioning in Philomont?
You'll have a choice of two holiday homes with air conditioning in Philomont offering that cooling breeze and extra level of comfort. Simply enter your dates of travel and then use our handy filters to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Philomont?
We advise checking with the Philomont holiday home you're considering on Stayz as age restrictions differ. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Philomont for?
How long you can book a holiday home in Philomont differs according to the property. Just enter your preferred travel dates to see a list of options offering extended stays. With a range of features such as laundries and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to discover a perfect place to call your home away from home in Philomont.