Places to stay in Middleburg, VA

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Middleburg, VA place to stay
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12 Best places to stay in Middleburg, VA

Best family friendly Middleburg, VA lodging

Among the 4 accommodations in Middleburg, VA, here are the 4 best for families

Gate House Cottage - Middleburg, VA
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.
Historic Spacious Home In The Heart Of Upperville, Va - Middleburg, VA
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.
Gorgeous, Wooded 3 Acre Estate -5 Bed/4  Bath-leesburg/brambleton/aldie Area - Middleburg, VA
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.
Chandelier Farmhouse In Historic Bluemont Virginia - Middleburg, VA
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

Private Middleburg Farm - Middleburg, VA
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.
Haymarket Retreat

Unbeatable Views - Middleburg, VA
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.
Historic Middleburg Equestrian Estate - Middleburg, VA
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.
Historic Aldie Farmhouse Near Middleburg And Wine Country - Middleburg, VA
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?

    Among the accommodations in Middleburg, VA, Private Carriage House, "When Pigs Fly" Airbnb Most Hospitable Host In Va and The Red Fox Inn & Tavern are the most popular ones.

  • How can travelers reach 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?

    Tyrolean Garden Suite With Privat Ent In Art Villa, The Hunt Box @ Tally Yo Farm and Inn At Evergreen 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?

    The best accommodations with a jacuzzi in Middleburg, VA are Tyrolean Garden Suite With Privat Ent In Art Villa, Villa Maud and Goodstone Inn & Restaurant.

  • 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?

    Private Carriage House, "When Pigs Fly" Airbnb Most Hospitable Host In Va and The Red Fox Inn & Tavern are the best accommodations with parking in Middleburg, VA.

Destinations nearby

Best Middleburg, VA accommodations with a garden

The Serenity Cabin | Firepit | Wineries | Hiking - Middleburg, VA
10 5 reviews
Middleburg, VA
04/10 – 15/10
274 €/nighttotal: 3014 € (11 )

The Serenity Cabin | Firepit | Wineries | Hiking

1 2
cabin , Marshall
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.
Curated 1908 Middleburg Farmhouse · Near Uchs - Middleburg, VA
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.
Horse Country | Pool | Mnt Views | Full Kitchen - Middleburg, VA
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.
Modern Home On Middleburg Equestrian Farm - Middleburg, VA
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

Peaceful Luxury At White Cottage - Middleburg, VA
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.
Atoka “Live Edge” - Middleburg, VA
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.
Grape & Vine Cottage · Luxury Main Street Retreat - Middleburg, VA
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.
Farmhouse, Pond & Paddock Views - Middleburg, VA
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.
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