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Middleburg, VA accommodations
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12 Lodgings in Middleburg, VA

Discover Central Lodgings in Middleburg, VA

Eliminate stressful commutes by booking these central Middleburg, VA accommodations, putting you right in the middle of vibrant downtown nightlife and culture.

Countryside Cottage Quiet Setting In Middleburg - Middleburg, VA
9.9 76 reviews

Countryside Cottage Quiet Setting In Middleburg

apartment, Middleburg
This charming house is located on a quiet country road just 1.2 miles from the center of Middleburg, adjacent to Glenwood Park, known for its steeplechase events. The accommodation has received excellent ratings for user experience, location, and cleanliness.
This 3-bedroom, 2-bathroom home comfortably accommodates up to 5 guests. The house features a well-equipped kitchen, air conditioning, parking, internet access, and a peaceful country setting.
Middleburg Carriage House Flat Coachmans Quarters - Middleburg, VA
10 85 reviews

Middleburg Carriage House Flat Coachmans Quarters

apartment, Middleburg
This newly renovated Middleburg, Virginia apartment, located minutes from the historic village center and Salamander Resort, offers easy access to wineries, breweries, and walking trails.
The two-bedroom, one-bathroom rental sleeps three guests and features a full kitchen, private entrance with smart lock, secure parking with EV charging, a fenced yard with firepit, and scenic views.
English Cottage/main House - Middleburg, VA
10 56 reviews

English Cottage/main House

apartment, Middleburg
This Middleburg farm cottage, located less than a mile from the town center, offers easy access to shops, restaurants, and walking trails on a 66-acre property.
The two-bedroom, two-bathroom rental sleeps four guests and includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, parking, and access to farm tours (additional charge) featuring over 18 animals, including rare mini-highlanders and mini donkeys.
The Blacksmith Cottage - Middleburg, VA
9.9 123 reviews

The Blacksmith Cottage

gîte, Middleburg
This renovated blacksmith cottage rental is located on a 66-acre farm less than one mile from historic Middleburg, Virginia, offering easy access to the town's shops and restaurants.
The one-bedroom, one-bathroom unit sleeps two guests and features a double bed with a trundle, free Wi-Fi, air conditioning, parking, and access to on-site walking trails, a firepit, and pre-bookable farm animal encounters.

Traveler-Approved Family-Friendly Accommodations in Middleburg, VA

Family vacations in Middleburg, VA work best when your lodging offers ample space and puts city attractions within easy reach.

Middleburg/upperville-stunning,renovated Cottage - Middleburg, VA
10 207 reviews

Middleburg/upperville-stunning,renovated Cottage

apartment, Middleburg
This vacation home is located in a peaceful rural setting, just 6 miles from attractions like the National Sporting Library & Museum and Tudor Day Spa. The home has received excellent ratings for location, cleanliness, and overall user experience.
The house features two bedrooms and a fully equipped kitchen, perfect for a relaxing getaway. Guests can enjoy amenities like a private spa tub, a garden with barbecue grills, and a tennis court.
Littlefield Cottage - Middleburg, VA
10 230 reviews

Littlefield Cottage

apartment, Middleburg
This charming cottage is located just outside the town center of Middleburg, within a short distance of Greenhill Winery & Vineyards, art galleries, and charming shops. The cottage consistently receives excellent ratings for its location, cleanliness, and overall guest experience.
The cottage has three bedrooms and can accommodate up to six guests. It features a fully equipped kitchen, a private fenced yard with a barbecue grill, and free Wi-Fi, making it perfect for families or groups of friends looking for a comfortable and convenient stay in Middleburg.
Historic Cottage Atop Blue Ridge Mountains - Middleburg, VA
9.9 112 reviews

Historic Cottage Atop Blue Ridge Mountains

apartment, Shenandoah Retreat
This historic cottage is located in Bluemont, Virginia, just an hour from Washington, D.C., and offers stunning views of the Shenandoah Valley and Appalachian Mountains. Guests consistently rate this rental excellent for its location, cleanliness, and overall experience.
The Shenandoah Retreat cottage has two bathrooms and can comfortably accommodate up to seven guests. Enjoy a relaxing stay with amenities like a screened-in porch, a fire pit, a clawfoot tub, and access to local attractions like vineyards, breweries, and the Shenandoah River.
Private Middleburg Estate - Middleburg, VA
No reviews

Private Middleburg Estate

gîte, Middleburg
The Foxstone Estate Farm, a historic 1890 colonial fieldstone manor home near Middleburg, offers a unique rural escape on nearly 100 acres, situated less than 5,280 feet from Main Street Middleburg and Salamander Resort & Spa. This family-friendly vacation rental accommodates up to 10 guests with four bedrooms and three bathrooms, featuring air conditioning, internet, a full kitchen with a dishwasher, and access to a swimming pool, garden, and parking, alongside unique farm life encounters and outdoor activities.

Frequently Asked Questions about accommodations in Middleburg, VA

  • What are the must-see sites in or near Middleburg, VA?

    You can't miss the National Sporting Library & Museum, which celebrates equestrian history, and the beautiful architecture of the historic downtown area, including the Middleburg Town Hall. Just outside town, you'll find the impressive Oatlands Plantation, a preserved 18th-century estate.
  • 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 easiest way to get to Middleburg is by car. It's about an hour's drive from Washington, D.C., and about 90 minutes from Baltimore. You can also take the train to the nearby town of Manassas and then take a taxi or rent a car.
  • 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.

  • What outdoor activities can visitors enjoy in and around Middleburg, VA?

    Middleburg is a great place for hiking and biking. The scenic trails at the nearby Sky Meadows State Park are popular with locals, and you can also enjoy horseback riding at one of the many equestrian farms in the area. If you're looking for something a little more relaxed, you can always take a stroll through the beautiful gardens at Oatlands Plantation.
  • What are the best accommodations with a jacuzzi in Middleburg, VA?

  • When is the ideal time to plan a trip to Middleburg, VA?

    Spring and fall are the most popular times to visit Middleburg, as the weather is mild and the foliage is beautiful. If you're a fan of equestrian events, you'll want to plan your trip around the International Gold Cup, held in October. The town is also lovely during the summer, but it can get hot and humid.
  • What are the best accommodations for families and kids in Middleburg, VA?

  • What are the best walking or cycling routes in Middleburg, VA?

    For walking, the downtown area is very walkable, and you can enjoy a leisurely stroll through the historic streets. For cycling, the scenic route along the Old Dominion Trail is popular, offering a 45-mile stretch from Purcellville to Bluemont. It's a great way to see the countryside.
  • What are the best pet friendly accommodations in Middleburg, VA?

  • What nearby towns or cities can be explored from Middleburg, VA?

    You can easily make a day trip to the charming town of Leesburg, which is just a short drive from Middleburg. Leesburg has a lively downtown area with lots of shops and restaurants, and it's also home to the impressive Morven Park, a historic estate with a museum and gardens. If you're looking for a bigger city, Washington, D.C. is about an hour's drive away.
  • 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.

  • What amenities can travelers expect from accommodations in Middleburg, VA?

    Middleburg offers a range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many accommodations offer amenities like swimming pools, fitness centers, and restaurants. You can find options that cater to different budgets and preferences.

Popular destinations

Best Middleburg, VA accommodation with a kitchen

Charming Barn Apartment In Horse /Wine Country - Middleburg, VA
9.8 24 reviews

Charming Barn Apartment In Horse /Wine Country

apartment, Bull Run Mountain Estates
This barn apartment offers a unique rural setting in Virginia's horse country, located 10 miles from the historic town of Middleburg, providing access to local restaurants, wineries, and shopping.
This accommodation for 2 guests includes a kitchen with a fridge and microwave, air conditioning, garden, parking, and terrace, with optional horse stalls available for an additional charge.
Atoka Cottage - Middleburg, VA
9.8 28 reviews

Atoka Cottage

apartment, Marshall
This Virginia countryside cottage, located on Atoka Road less than 10 minutes from Middleburg and Marshall's amenities, offers a peaceful setting near local attractions.
The three-bedroom, two-bathroom house sleeps five and features a fully equipped kitchen with a freezer, microwave, and dishwasher, plus air conditioning and a garden.
"Secretaria" - Tranquil 1 Br Apt - Middleburg, VA
10 11 reviews

"Secretaria" - Tranquil 1 Br Apt

apartment, Middleburg
This ground-floor Middleburg, VA apartment, located 3 miles southwest of town, offers a peaceful rural retreat near Middleburg's shops and wineries.
The one-bedroom, one-bathroom unit sleeps two, features a recently updated kitchen and bathroom, a dedicated workspace, and access to fresh eggs from heritage breed chickens; guests can also enjoy observing India blue peacocks and Sebastapol geese on the property.
Cedar Lane -   Private Cottage, Sophisticated Country Charm - Middleburg, VA
10 156 reviews

Cedar Lane - Private Cottage, Sophisticated Country Charm

cottage, Middleburg
This charming cottage is located in Middleburg, Virginia, just a mile from the town center and a short drive from surrounding villages, making it a perfect base for exploring the region's equestrian activities and wineries. With an excellent user rating, this vacation rental is sure to provide a comfortable and enjoyable stay.
The cottage has a spacious open floor plan with 1,800 square feet and can comfortably accommodate up to 4 guests. Enjoy the fully equipped kitchen, private spa, and tranquil garden, perfect for relaxing after a day of exploring the area's attractions.

Best Middleburg, VA accommodation with parking

The Nest At Wild Goose - Middleburg, VA
9.8 11 reviews

The Nest At Wild Goose

apartment, Leesburg
This 3-bedroom, 3-bath renovated farmhouse rental in Leesburg is located on 12 private acres at the end of a gravel road, offering a secluded rural retreat just 6 minutes from downtown Leesburg and 15-20 minutes from Middleburg and area wineries.
This family-friendly house accommodates up to 7 guests with a finished basement, features a fully equipped kitchen with modern appliances, offers high-speed internet, smart TVs, and has two decks and ample parking for your convenience.
Salamander Resort And Spa - Middleburg, VA
9.2 505 reviews

Salamander Resort And Spa

resort, Middleburg
The Salamander Resort and Spa is located in Middleburg, Virginia, just a short drive from Washington Dulles Airport and surrounded by the charming countryside. The resort consistently receives excellent ratings for its location, cleanliness, and overall experience.
The Salamander Resort offers a variety of rooms and suites. Guests can enjoy amenities such as a swimming pool, spa, fitness center, restaurant, bar, and tennis court, as well as activities like horse riding and cycling.
Lunar Loft, With Mountain Views - Middleburg, VA
9.0 10 reviews

Lunar Loft, With Mountain Views

apartment, Shenandoah Retreat
This Shenandoah Retreat apartment is conveniently located in Bluemont, Virginia, just 2.3 miles from Great Country Farms and 2.7 miles from Bluemont Vineyard, with other wineries nearby.
This one-bedroom, one-bathroom unit sleeps three guests and features air conditioning, internet access, and is ideal for exploring the Shenandoah Valley's wineries and attractions.
Hunt Country Cottage - Middleburg, VA
9.9 109 reviews

Hunt Country Cottage

apartment, Bull Run Mountain Estates
This Hunt Country cottage in Bull Run Mountain Estates is uniquely located within a working farm's stable complex, offering views of horse paddocks and is a short five-minute drive from three wineries, close to the historic villages of Middleburg, Aldie, Upperville, and The Plains, and convenient to Sky Meadows State Park and the Great Meadow Foundation event center.
This two-bedroom, one-bathroom vacation home sleeps four, features a combined living room and kitchen with French doors opening onto a patio, in-cottage laundry, and queen-sized beds with plantation shutters; enjoy wine tasting, hiking, and attending events nearby.

Best Middleburg, VA lodging with a pool

Among the 4 accommodations in Middleburg, VA, here are the 4 best ones with a pool

Historic Middleburg Equestrian Estate - Middleburg, VA
9.9 49 reviews

Historic Middleburg Equestrian Estate

apartment, Middleburg
Villa Maud - Middleburg, VA
9.5 54 reviews

Villa Maud

house, Purcellville
Harmony Hall At The Grange, Luxury Estate In Virginia Wine Country - Middleburg, VA
10 2 reviews

Harmony Hall At The Grange, Luxury Estate In Virginia Wine Country

apartment, Gainesville
Luxury Villa W/ Private Pool & Game Lounge - Middleburg, VA
No reviews

Luxury Villa W/ Private Pool & Game Lounge

house, Bull Run Mountain Estates

Check Out Luxury Lodgings in Middleburg, VA

Staying in a luxury lodging in Middleburg, VA ensures every detail of your trip is considered, from high-end finishes to a prime location.

18th Century Middleburg Cottage - Middleburg, VA
10 130 reviews

18th Century Middleburg Cottage

house, Middleburg

Best Pet-Friendly Lodgings in Middleburg, VA

Traveling with a pet to Middleburg, VA is effortless when your lodging is equipped with nearby dog parks and city walks right on the doorstep.

Fox Hill Farm Retreat - Middleburg, VA
10 26 reviews

Fox Hill Farm Retreat

gîte, Middleburg
Chandelier Farmhouse In Historic Bluemont Virginia - Middleburg, VA
9.6 9 reviews

Chandelier Farmhouse In Historic Bluemont Virginia

apartment, Round Hill
Gorgeous Historic Stone House With Great Internet! - Middleburg, VA
9.9 57 reviews

Gorgeous Historic Stone House With Great Internet!

gîte, Middleburg
English Cottage - Middleburg, VA
9.9 152 reviews

English Cottage

apartment, Middleburg
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