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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.
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.
Salamander/downtown Middleburg. - Middleburg, VA
10 37 reviews

Salamander/downtown Middleburg.

apartment, Middleburg
This Middleburg house rental is conveniently located three blocks from the Salamander Resort and historic downtown, offering easy walking access to restaurants and shops.
The 3-bedroom, 2-bathroom home sleeps six guests and features a newly remodeled kitchen, master suite with a Restoration Hardware sectional convertible bed and dual-head shower, a wood-burning fireplace, fire pit, propane fire table, in-house washer/dryer, and four parking spaces.
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.

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.

Hunters Retreat With High Speed Internet - Middleburg, VA
10 6 reviews

Hunters Retreat With High Speed Internet

apartment, Middleburg
This 200-year-old renovated Hunters Retreat is situated in Middleburg's city center, offering proximity to historic districts, shopping, and wineries within a 5-mile radius.
This 3000 sq ft, 3-bedroom, 3-bathroom farmhouse accommodates up to 6 guests and features a full kitchen, air conditioning, garden, parking, and direct access to Goose Creek, with an option to rent a separate cottage for up to 8 guests.
Serene Farmhouse And Former Winery On 44 Acres Of Rolling Hills. - Middleburg, VA
No reviews

Serene Farmhouse And Former Winery On 44 Acres Of Rolling Hills.

manor house, Marshall
This 4,000-square-foot farm stay near Marshall, Virginia, offers easy access to Barrel Oak Winery and Blue Valley Vineyard & Winery (within 6 miles) and the Marshall Center and RdV Vineyards (under 9 miles).
This two-bedroom, three-bathroom rental sleeps five, features a fully equipped kitchen with dishwasher, air conditioning, and a barbecue grill, and provides a smoke-free environment and Wi-Fi.
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.
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.

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

Fox Hill Barn Guest Cottage Retreat - Middleburg, VA
9.9 98 reviews

Fox Hill Barn Guest Cottage Retreat

house, Middleburg
This Middleburg cottage sits on a horse farm, a three-minute drive from the town's historic center and under an hour from Washington, D.C., and Dulles International Airport.
The one-bedroom, one-bathroom house, suitable for two guests, offers an organic garden, firepit (reservation required), pet-friendly accommodations (with conditions), and unique animal interactions (ponies, horses, cats, dogs, bunnies—advance notice required); Wi-Fi and a fitness center are also available.
Gate House Cottage - Middleburg, VA
9.8 122 reviews

Gate House Cottage

apartment, Middleburg
The Gate House is a charming cottage located just a short distance from Middleburg's vibrant downtown, offering easy access to shops, restaurants, and wineries. This historic property, part of a larger estate dating back to 1768, boasts excellent user, location, and cleanliness ratings.
The cottage features a cozy den, breakfast area, porch, and a bedroom with a built-in queen-sized bed and a marble bathroom. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, parking, and Wi-Fi, as well as activities like walking, cycling, and exploring the surrounding countryside.
Middleburg Carriage House - Middleburg, VA
9.8 226 reviews

Middleburg Carriage House

farm, Middleburg
This farm is located just a two-minute drive from Middleburg's historic downtown, nestled in the countryside amidst vineyards and polo fields. It boasts excellent user, location, and cleanliness ratings, making it a highly recommended choice for travelers. The carriage house offers a unique and charming stay with a capacity for four guests. Amenities include a fully equipped kitchen, air conditioning, a spacious patio, and a beautiful garden, perfect for enjoying the peaceful country setting and exploring nearby attractions.
Fox Hill Farm Retreat - Middleburg, VA
10 24 reviews

Fox Hill Farm Retreat

gîte, Middleburg
This 8-acre Middleburg estate, located 2 minutes from downtown and steps from Greenhill Winery, offers stunning views of the Virginia wine country.
The 6,500+ square-foot McMansion features 4 bedrooms, 4 bathrooms, sleeps 12 guests, includes a full kitchen, fitness center, and ample parking, and is available for private events.

Best Middleburg, VA accommodation with parking

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.
Curated 1908 Middleburg Farmhouse · Near Uchs - Middleburg, VA
No reviews

Curated 1908 Middleburg Farmhouse · Near Uchs

apartment, Middleburg
This historic 1908 Colonial farmhouse, offering a piece of Virginia history, is located in Virginia's Hunt Country, 11 miles from the Upperville Show Grounds and a short drive to Middleburg's boutiques, tasting rooms, restaurants, wineries, and the National Sporting Library and Museum.
This country estate, a working equestrian farm, accommodates up to 8 guests with 3 bathrooms, a fully equipped kitchen featuring a farmhouse sink and granite countertops, a salon with a baby grand piano, and a keeping room with a stone fireplace, providing a tranquil retreat with an equestrian-inspired interior design.
'Anny's Farm House' Near Middleburg & Wineries! - Middleburg, VA
10 134 reviews

'Anny's Farm House' Near Middleburg & Wineries!

house, Middleburg
Annys Farm House in Round Hill Wine Country! is located just 25 miles from both the Dulles Expo Conference Center and Manassas National Battlefield Park, offering a peaceful escape in the heart of Virginia wine country. The property consistently receives excellent ratings for cleanliness, location, and overall experience.
This four-bedroom home spans 2200 square feet and comfortably accommodates up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a spa, free Wi-Fi, and parking, providing everything you need for a relaxing and enjoyable stay.
The Serenity Cabin | Firepit | Wineries | Hiking - Middleburg, VA
10 5 reviews

The Serenity Cabin | Firepit | Wineries | Hiking

cabin, Marshall
This Marshall, Virginia vacation home is located in the rural mountains, a 13-minute drive from Barrel Oak Winery and 19 minutes from Delaplane Cellars.
This 720-square-foot house features two bedrooms, two bathrooms, sleeps four, and includes a fully equipped kitchen, laundry facilities, Wi-Fi, and air conditioning; nearby attractions include the National Sporting Library and Museum.

Best Middleburg, VA lodging with a pool

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

Salamander Resort And Spa - Middleburg, VA
No reviews

Salamander Resort And Spa

resort, Middleburg
Villa Maud - Middleburg, VA
9.4 54 reviews

Villa Maud

house, Purcellville
Luxury Villa W/ Private Pool & Game Lounge - Middleburg, VA
No reviews

Luxury Villa W/ Private Pool & Game Lounge

house, Bull Run Mountain Estates
Retreat To Horse Country! - Middleburg, VA
9.9 99 reviews

Retreat To Horse Country!

gîte, Middleburg

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.

Middleburg Historic Country Estate/farm Stay - Middleburg, VA
9.9 125 reviews

Middleburg Historic Country Estate/farm Stay

gîte, Marshall

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.

The Serenity Cabin Firepit Wineries Hiking - Middleburg, VA
9.0 1 review

The Serenity Cabin Firepit Wineries Hiking

cabin, Marshall
English Cottage - Middleburg, VA
9.9 151 reviews

English Cottage

apartment, Middleburg
Charming Virginia Horse Country Retreat - Middleburg, VA
No reviews

Charming Virginia Horse Country Retreat

apartment, Marshall
Grand 9br Provenance Manor Ideal For Weddings & Gatherings - Middleburg, VA
10 2 reviews

Grand 9br Provenance Manor Ideal For Weddings & Gatherings

apartment, Middleburg
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