This charming cottage is situated just 5 kilometres from the centre of Middleburg, offering a peaceful rural escape close to the town's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It features a modern kitchenette, a private garden, and is pet-friendly, making it ideal for a relaxing getaway.
10 11 reviews
Middleburg, VA
04/10 – 15/10
279 €/nighttotal: 3069 € (11 )
"Secretaria" - Tranquil 1 Br Apt
1 2
apartment , Middleburg
This ground floor apartment is located 5 kilometres southwest of Middleburg, nestled in a peaceful barn setting just off the main road. It has received excellent ratings for location, cleanliness, and overall experience. The apartment is a self-contained unit with one bedroom and one bathroom, suitable for up to two guests. It offers a modern kitchen and bathroom, a dedicated workspace, and a spacious living area with high ceilings and large windows.
9.4 57 reviews
Middleburg, VA
04/10 – 15/10
306 €/nighttotal: 3366 € (11 )
Villa Maud
1 2
house , Purcellville
Villa Maud is a charming house located in Purcellville, Virginia, just 21 miles from Chantilly, 24 miles from Winchester, and 30 miles from Frederick, offering easy access to historical sites, wineries, and other attractions. The property has received very good user ratings and excellent ratings for its location and cleanliness. The house features one bedroom and a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and spa. Guests can enjoy free Wi-Fi, private parking, and access to a hot tub and outdoor pool.
10 119 reviews
Middleburg, VA
02/10 – 07/10
596 €/nighttotal: 2980 € (5 )
A Unique Mountaintop Getaway Overlooking Willow Croft Winery.
3 6
apartment , Leesburg
This family-friendly vacation home is located in Leesburg, within easy reach of Stone Tower Winery and other local attractions. It boasts excellent user ratings, ensuring a pleasant stay for all guests. This spacious property offers three bedrooms and four bathrooms, comfortably accommodating up to six guests. With a swimming pool, spa, fitness centre, and a riverside location, this property offers a wide range of amenities and activities for a relaxing and enjoyable getaway.
9.8 169 reviews
Middleburg, VA
03/07 – 06/07
439 €/nighttotal: 1317 € (3 )
The Coach Stop At White Hall
1 2
apartment , Middleburg
The Coach Stop is situated on the west side of Middleburg, just a short distance from the town centre and a number of vineyards, offering a peaceful escape from the bustle of town. The property has received excellent ratings for location, cleanliness and overall user experience. The house has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features modern amenities, including a fully equipped kitchen, air conditioning, a garden and parking.
8.6 16 reviews
Middleburg, VA
02/10 – 07/10
435 €/nighttotal: 2175 € (5 )
The Black Aframe ️ - Hot Tub & Mountain Views
2 6
cabin , Bull Run Mountain Estates
This Black A-frame lodge is situated near Haymarket, Virginia, approximately 160 km from Washington, D.C., a 32 km drive from Haymarket town centre, and a 40 km drive from Linton Hall, Gainesville, offering easy access to I-66 and nearby attractions such as the Bull Run Country Club and Winery at La Grange. This two-bedroom, three-bathroom retreat boasts 111 square metres of living space, featuring a multi-level design with expansive decks, a fully equipped kitchen, and can comfortably accommodate six guests; enjoy its extensive private land, multiple wineries and breweries in Middleburg, and the pull-out couch ideal for sunrise yoga or stargazing.
9.9 223 reviews
Middleburg, VA
03/07 – 06/07
516 €/nighttotal: 1548 € (3 )
Middleburg Carriage House
1 2
farm , Middleburg
This charming farm stay is situated just 2 kilometres from the historic centre of Middleburg, offering easy access to the town's shops and restaurants, while also being close to local wineries and polo fields. The property has received excellent ratings for its cleanliness, location, and overall experience. The accommodation has two bedrooms and one bathroom, comfortably sleeping up to four guests. The property offers modern amenities, including a fully equipped kitchen, air conditioning, and a spacious outdoor area with a flagstone patio, perfect for enjoying the scenic views of the vineyard and Blue Ridge Mountains.
10 152 reviews
Middleburg, VA
07/10 – 12/10
367 €/nighttotal: 1835 € (5 )
Lovely Guest House 2.5 Miles From Downtown Middleburg
1 2
cottage , Middleburg
This Middleburg guest house, situated 3.2km from the town centre, offers easy access to the Middleburg Film Festival and Upperville Horse Show. The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, plus a garden and fitness centre.
10 1 review
Middleburg, VA
02/10 – 07/10
2428 €/nighttotal: 12140 € (5 )
Harmony Hall At The Grange, Luxury Estate In Virginia Wine Country
9 6
apartment , Gainesville
This Broad Run farm offers convenient access to attractions, being situated approximately 1.6 kilometres from the Jiffy Lube Live Amphitheatre and 800 metres from the Archwood Green Barns Farmers' Market. This country house provides accommodation with air conditioning, a swimming pool, jacuzzi, a terrace, garden, parking, on-site gym, BBQ area, laundry facilities, and a fully equipped kitchen with microwave and dishwasher, with check-out at 12:00.
10 10 reviews
Middleburg, VA
03/07 – 06/07
412 €/nighttotal: 1236 € (3 )
Zulla Farm Garage Apartment
1 2
gîte , Marshall
This studio apartment is situated on a 70-acre horse farm in The Plains, Virginia, just 10 kilometres from the charming towns of The Plains, Middleburg, Upperville, and Marshall, all steeped in equestrian history. The property has received excellent ratings for location, cleanliness and user experience. The studio apartment can accommodate up to three guests and features a private bedroom with a super queen bed, a double bed in the studio space, and a single bed trundle. Guests can enjoy a well-equipped kitchen, a shared courtyard, and private parking for two cars.
10 81 reviews
Middleburg, VA
03/07 – 06/07
341 €/nighttotal: 1023 € (3 )
Pristine Middleburg Home With 2 Bedrooms 1 Bath
2 2
apartment , Middleburg
This charming house is situated in Middleburg, within easy reach of Greenhill Winery & Vineyards, Trowbridge-Lewis Galleries, and Red Fox Fine Art, making it ideal for exploring the town's art and wine scene. The property consistently receives excellent ratings for location, cleanliness, and user experience. This two-bedroom house comfortably accommodates four guests and features a well-equipped kitchen with a fridge, microwave, oven, and dishwasher. Guests can enjoy a relaxing stay with amenities including air conditioning, a terrace, a garden, and parking.
9.2 5 reviews
Middleburg, VA
02/10 – 07/10
1092 €/nighttotal: 5460 € (5 )
Luxury Private Estate Mins To Winery /Brewery
6 6
apartment , Leesburg
This six-bedroom Leesburg holiday home is situated 0.3km from Catoctin Valley and 5km from Stone Tower Winery, offering easy access to Leesburg's attractions including Oatlands Historic House and Gardens and Olde Izaak Walton Park. The 279 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, and parking, comfortably accommodating up to 12 guests with four bathrooms and a terrace.
Best family friendly Middleburg, VA lodging
Among the 4 accommodations in Middleburg, VA, here are the 4 best for families
9.9 119 reviews
Middleburg, VA
04/10 – 15/10
751 €/nighttotal: 8261 € (11 )
Gate House Cottage
1 2
apartment , Middleburg
The Gate House is a charming cottage located in the Virginia countryside, just a short drive from the historic town of Middleburg. This property has received excellent ratings for its cleanliness, location and overall experience. The cottage offers a peaceful retreat with a private garden and parking. Guests can enjoy a range of amenities, including a fully equipped kitchen, Wi-Fi, and a comfortable living space.
10 6 reviews
Middleburg, VA
02/10 – 07/10
749 €/nighttotal: 3745 € (5 )
Historic Spacious Home In The Heart Of Upperville, Va
4 6
apartment , Middleburg
This Middleburg holiday home is situated 0.6km from Upperville Park, 9.6km from Sky Meadows State Park, and 9.6km from Paris Barns, offering easy access to local attractions and wineries such as RdV Vineyards and PEC Holding. The four-bedroom, four-bathroom property sleeps ten guests and includes a fully equipped kitchen, fireplace, washing machine, garden, barbecue, and parking, ensuring a comfortable stay.
9.8 145 reviews
Middleburg, VA
04/10 – 15/10
630 €/nighttotal: 6930 € (11 )
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-leesburg/brambleton/aldie Area
5 2
apartment , Brambleton
This family-friendly house is located in a rural setting, close to Leesburg, just three miles from Fleetwood Farm Winery and six miles from Brambleton Regional Park Golf Course. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers five bedrooms and four bathrooms, comfortably accommodating up to ten guests. Amenities include a fully equipped kitchen, a jacuzzi, a terrace, a garden, a spa, and parking, as well as free Wi-Fi and the option for on-request housekeeping.
9.6 8 reviews
Middleburg, VA
02/10 – 07/10
919 €/nighttotal: 4595 € (5 )
Chandelier Farmhouse In Historic Bluemont Virginia
5 6
apartment , Round Hill
The Bluemont Belle is a historic Virginia estate located in Bluemont, Loudoun County, offering proximity to Bluemont Vineyard, Great Country Farms, and the Appalachian Trail, situated 7.5 kilometres from Round Hill. This 5-bedroom manor house, accommodating up to 14 guests, features 3 bathrooms, a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, concierge services, and a historic barn suitable for events.
Best Middleburg, VA lodgings with a pool
Among the 4 accommodations in Middleburg, VA, here are the 4 best ones with a pool
Middleburg, VA
03/07 – 06/07
3548 €/nighttotal: 10644 € (3 )
Private Middleburg Farm
1 2
gîte , Middleburg
This renovated 1890 colonial fieldstone manor house, offering a gîte experience, is situated on a 40-hectare estate less than 1 kilometre from Main Street Middleburg and the Salamander Resort & Spa, boasting historic features and rural vistas. This family-friendly holiday home accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring air conditioning, Wi-Fi, a fully equipped kitchen, a garden, a swimming pool, and on-site adventure activities including zip lines and ATV rentals.
10 1 review
Middleburg, VA
02/10 – 07/10
1689 €/nighttotal: 8445 € (5 )
Haymarket Retreat
Unbeatable Views
1 6
apartment , Bull Run Mountain Estates
This spacious six-bedroom, five-bathroom dwelling is located within Bull Run Mountain Estates, offering convenient access to historical sites and local dining, with Bull Run Mountain itself providing natural beauty and recreational opportunities approximately 5 kilometres away. This family-friendly apartment, ideal for up to 16 guests, features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, a swimming pool, jacuzzi, garden, and parking, ensuring a comfortable and memorable stay.
10 45 reviews
Middleburg, VA
03/07 – 06/07
2236 €/nighttotal: 6708 € (3 )
Historic Middleburg Equestrian Estate
5 2
apartment , Middleburg
This historic equestrian estate is located in Mountville, just under 16 km from Middleburg's town centre and close to the Salamander Resort and Spa and the Goodstone Inn. The property has consistently received excellent user ratings for its location, cleanliness and overall experience. This 5-bedroom, 5-bathroom house can accommodate up to 10 guests. The property offers a range of amenities including a swimming pool, a garden, a fitness centre and a fully equipped kitchen, as well as high-speed internet access and a range of outdoor activities including hiking trails and cycling routes.
9.6 28 reviews
Middleburg, VA
04/10 – 15/10
331 €/nighttotal: 3641 € (11 )
Historic Aldie Farmhouse Near Middleburg And Wine Country
4 2
farm , Bull Run Mountain Estates
This four-bedroom, three-bathroom self-catering holiday home in Aldie, Virginia, is situated within 10km of Aldie Mill Historic Park, Bull Run Mountains State Natural Area, and Bull Run Country Club. Sleeping eight guests, this family-friendly property boasts a private swimming pool, terrace, garden, parking, and a fully equipped kitchen including a dishwasher; an on-site games room adds to the entertainment options.
Frequently asked questions about accommodations in Middleburg, VA
What are the must-see sites in or near Middleburg, VA?
Middleburg is known for its beautiful countryside and equestrian heritage. You must visit the National Sporting Library & Museum, a treasure trove of sporting history. The charming downtown area is also worth exploring, with its historic buildings and quaint shops. For a scenic escape, head to the nearby Sky Meadows State Park, offering hiking trails and stunning views.
What are the best accommodations in Middleburg, VA?
The closest airport to Middleburg is Washington Dulles International Airport (IAD), about a 50-minute drive away. You can also reach Middleburg by car, taking Interstate 66 East to Route 50 West. If you're travelling from Washington D.C., it's a scenic 1-hour drive.
What are the best accommodations with a pool in Middleburg, VA?
When is the ideal time to plan a trip to Middleburg, VA?
The best time to visit Middleburg is during the spring or autumn, when the weather is mild and the foliage is at its peak. The International Gold Cup, held in October, is a popular event that draws crowds to Middleburg. The summer months can be hot and humid, while winter can be chilly and snowy.
What are the best accommodations with a jacuzzi in Middleburg, VA?
What are the best walking or cycling routes in Middleburg, VA?
Middleburg itself is a charming town to explore on foot, with its historic buildings and quaint shops. For a longer walk or bike ride, head to the scenic trails at Sky Meadows State Park, offering breathtaking views of the Blue Ridge Mountains. The 10-mile loop around the town, starting at the Middleburg Town Hall, is a popular choice for cyclists.
What are the best accommodations for families and kids in Middleburg, VA?
What nearby towns or cities can be explored from Middleburg, VA?
Middleburg is conveniently located within a short drive of several interesting towns and cities. You can explore the historic city of Alexandria, visit the bustling city of Washington D.C., or enjoy the charming atmosphere of Leesburg, known for its wineries and breweries. For a taste of rural Virginia, head to the quaint town of Upperville, known for its equestrian heritage.
What are the best pet friendly accommodations in Middleburg, VA?
What amenities can travelers expect from accommodations in Middleburg, VA?
Middleburg offers a range of accommodation options, from charming bed and breakfasts and historic inns to luxury hotels and country estates. Many accommodations feature amenities like swimming pools, tennis courts, and spa services. You can also find restaurants, cafes, and bars within walking distance of most hotels.
What are the best accommodations with parking in Middleburg, VA?
This self-catering cottage is situated in the rural mountains of Marshall, Virginia, approximately 21km from Barrel Oak Winery and 31km from Delaplane Cellars. The 67 square metre property sleeps four guests in two bedrooms and two bathrooms, and includes a fully equipped kitchen, in-unit laundry, Wi-Fi, air conditioning, and a fireplace; nearby attractions include the National Sporting Library and Museum of Hounds & Hunting North America.
Middleburg, VA
02/10 – 07/10
1284 €/nighttotal: 6420 € (5 )
Curated 1908 Middleburg Farmhouse · Near Uchs
1 6
apartment , Middleburg
This historic 1908 Colonial farmhouse, offering a luxury holiday let, is situated in Virginia's Hunt Country, a mere stone's throw from Middleburg's boutiques and restaurants, and 26 kilometres from the Upperville Show Grounds. This expansive property boasts a guest capacity of eight, featuring three bathrooms, air conditioning, a garden, and a well-equipped kitchen complete with a fridge, microwave, and dishwasher, alongside a grand salon with a baby grand piano and a keeping room with a stone fireplace.
9.7 14 reviews
Middleburg, VA
02/10 – 07/10
1334 €/nighttotal: 6670 € (5 )
Horse Country | Pool | Mnt Views | Full Kitchen
1 6
apartment , Middleburg
This six-bedroom, six-bathroom house near Middleburg, Virginia, offers easy access to the Upperville Horse Show (under 5 km), The Oaks Garden (8 km), and Slaters Run Vineyard (8 km), all within a short drive. The 4200 sq ft property boasts a private pool, pool house with games, and a courtyard garden, comfortably accommodating up to 16 guests with full en-suite bathrooms in every bedroom and a primary and secondary master suite.
10 209 reviews
Middleburg, VA
04/10 – 15/10
558 €/nighttotal: 6138 € (11 )
Modern Home On Middleburg Equestrian Farm
1 2
apartment , Middleburg
This charming house is located on a working horse farm, just 10km from the heart of Middleburg and the Salamander Resort & Spa. The property boasts excellent user, location, and cleanliness ratings, making it a highly recommended choice for travellers. The house offers three bedrooms and two bathrooms, comfortably sleeping six guests. The home boasts a fully equipped kitchen, a spacious garden with a patio, fire pit and gas grill, and modern amenities such as high-speed internet, DirectTV and AppleTV.
Best Middleburg, VA accommodations with a kitchen
10 2 reviews
Middleburg, VA
03/07 – 06/07
923 €/nighttotal: 2769 € (3 )
Peaceful Luxury At White Cottage
1 2
apartment , Middleburg
This three-bedroom, two-bathroom cottage, The White Cottage at Goodstone Inn, offers accommodation on a peaceful hillside in Virginia's wine and hunt country, offering a serene escape 750 meters from award-winning vineyards and equestrian activities. Guests can enjoy exclusive access to Goodstone Inn's on-site dining, a private fire pit, a hot tub, a seasonal saltwater pool, and miles of hiking trails, with a guest capacity of six.
10 6 reviews
Middleburg, VA
02/10 – 07/10
425 €/nighttotal: 2125 € (5 )
Atoka “Live Edge”
1 6
apartment , Marshall
This three-bedroom, two-bathroom flat offers a peaceful retreat in a quiet district of Marshall, ideal for those seeking a tranquil experience near local attractions. This accommodation for six guests includes air conditioning, kitchen facilities, internet, and parking, promising a comfortable stay with a unique atmosphere.
10 3 reviews
Middleburg, VA
02/10 – 07/10
467 €/nighttotal: 2335 € (5 )
Grape & Vine Cottage · Luxury Main Street Retreat
3 6
apartment , Marshall
This spacious 204 square meter apartment in Marshall provides excellent user ratings and is conveniently located a 2-minute drive from Marshall Centre and a 4-minute drive from Northern Fauquier Community Park. This three-bedroom, three-and-a-half-bathroom holiday home accommodates up to six guests and features air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, and on-site laundry facilities, with a garden and barbecue area for outdoor enjoyment.
10 10 reviews
Middleburg, VA
02/10 – 07/10
709 €/nighttotal: 3545 € (5 )
Farmhouse, Pond & Paddock Views
1 6
gîte , Middleburg
This Middleburg gîte, sleeping eight in four bedrooms and three bathrooms, is ideally located for exploring the town's attractions; further details on its precise location within Middleburg are needed to specify proximity to landmarks. The self-catering holiday home offers amenities including Wi-Fi, air conditioning, parking, and pet-friendliness; information on the property's size, style, and specific features is required for a complete description.