Middleburg vacation rentals

Why visit Middleburg

1. Outdoor Adventures: Enjoy stunning scenery with hiking trails and urban parks perfect for nature lovers and families.
2. Rich History: Explore historic neighbourhoods like Upperville and Aldie, showcasing local heritage and charm.
3. Wine Experience: Visit local wineries for tastings and a taste of Virginia's renowned wine culture.
4. Charming Accommodation: Choose from a variety of vacation rentals, including cozy cottages and stylish apartments.
5. Nearby Excursions: Take short trips to vibrant cities like Leesburg and Winchester for more recreational activities.

Popular types of accommodation in Middleburg

Planning a getaway to Middleburg? You're in for a treat! Discover a variety of vacation rentals that cater to every preference, including charming houses, cozy cottages, and stylish apartments. Whether you’re seeking a spacious house or a quaint spot to relax, Middleburg offers an array of rental properties to suit your needs. Start your journey by exploring the best vacation rentals in Middleburg for a memorable stay.

• Houses: The top choice for visitors to Middleburg, offering spacious living and the comforts of home, ideal for families and groups.
• Cottages: Charming and cozy, these rentals provide a quaint atmosphere, perfect for a romantic getaway or a peaceful retreat.
• Apartments: Convenient and well-equipped, apartments in Middleburg are great for those seeking a central location with easy access to local attractions.
• Cabins: Nestled in nature, cabins offer a rustic experience and a chance to unwind in the serene countryside.
• Chalets: Stylish and comfortable, chalets provide a unique blend of luxury and comfort, perfect for a memorable stay.**

Top attractions in Middleburg

Middleburg, Virginia, is an ideal destination for outdoor enthusiasts and families, offering stunning scenery and a rich history. Visitors can explore urban parks, historic houses, and national/state parks, providing a variety of experiences that cater to both adventure seekers and those looking for a relaxing getaway. Whether you're hiking through picturesque landscapes or discovering local heritage, Middleburg promises unforgettable memories for all travellers.

1. Red Fox Fine Art: A charming gallery located in the heart of Middleburg, Red Fox Fine Art showcases local and regional artists, offering a unique glimpse into the area's vibrant culture and artistic expression.
2. National Sporting Library & Museum: This fascinating museum celebrates the history of equestrian sports and field sports, featuring extensive collections that blend sports and culture, making it a must-visit for sports enthusiasts.
3. Morven Park: Situated 12.9km from Middleburg, Morven Park is a historic estate with beautiful gardens and a rich history, providing a serene setting to explore cultural heritage and outdoor beauty.

Things to do recommended for couples

For a romantic getaway in Middleburg, indulge in wine tasting at Greenhill Winery & Vineyards or Marterella Winery, both offering enchanting outdoor settings. Enjoy a cozy evening at the Tally Ho Theatre, just 22.5km away, for a delightful concert experience together.

Things to do recommended for families

Families visiting Middleburg, Virginia, can enjoy ice skating at Haymarket IcePlex, unwind at the Dulles South Multipurpose Center Skatepark, and catch a game at Fireman's Field, all within a short drive. Each venue offers a unique blend of sports, adventure, and relaxation for everyone to enjoy.

Things to do recommended for groups

Groups visiting Middleburg can enjoy a show at Jiffy Lube Live, play a round at Bull Run Country Club, or hike the scenic Evergreen Mills Equestrian Trail, soaking in the area's outdoor beauty and vibrant culture.

What do I need to keep in mind when booking a vacation in Middleburg

When planning your trip, whether you're travelling with a group, family, or pets, or if you're considering extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips tailored for you.

• Traveling to Middleburg with a group: Think about how many bedrooms you'll require, along with additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
• Traveling to Middleburg with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
• Taking your pets with you to Middleburg: For many, a family vacation isn’t truly satisfying without their furry companion by their side. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
• Planning for a long term stay visiting Middleburg: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Middleburg

Middleburg, Virginia, offers a delightful blend of outdoor adventure and scenic beauty, perfect for any traveller. Explore the charming historical neighbourhoods nearby, such as Upperville and Aldie, where you’ll find family-friendly atmospheres and romantic spots. Just a short drive away, cities like Leesburg and Winchester provide a vibrant mix of recreation and relaxation. Whether you're hiking scenic trails or enjoying local wineries, Middleburg promises an unforgettable vacation experience.

• Ashburn: Ashburn is a vibrant city located 22.5km from Middleburg, offering a family-friendly atmosphere with a strong sense of community. Known for its modern amenities, Ashburn features popular shopping centres and recreational areas that cater to both leisure and business travellers. The local attractions include beautiful lakes and national state parks, providing ample opportunities for outdoor activities and relaxation. Whether you're looking to shop, dine, or explore nature, Ashburn has something for everyone.
• Leesburg: Also situated 22.5km from Middleburg, Leesburg is a historic city that perfectly blends urban and outdoor experiences. Visitors come to enjoy its charming shopping centres and recreational spaces. Noteworthy attractions include historic houses that tell the story of the region, as well as event venues for conferences and gatherings. The nearby national state park offers scenic trails and beautiful landscapes, making it an ideal spot for outdoor enthusiasts and families alike.
• Aldie: Just 8.0km from Middleburg, Aldie is a picturesque town known for its stunning scenery and family-oriented atmosphere. This quaint community is perfect for those looking to enjoy the great outdoors, with access to shopping centres and recreational areas. Aldie's proximity to beautiful lakes and national parks makes it a prime destination for nature lovers. Whether you’re hiking, picnicking, or simply soaking in the views, Aldie offers a peaceful retreat away from the hustle and bustle.

Best time to go to Middleburg

If you're planning a trip to Middleburg, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like December to February tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.4°F (0.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	43.2°F (6.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	53.8°F (12.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	63.3°F (17.4°C)	Light Rain	Mostly Sunny	Average	Average
June	71.8°F (22.1°C)	Light Rain	Mostly Sunny	Average	Average
July	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	74.8°F (23.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	44.8°F (7.1°C)	Light Rain	Mostly Sunny	Average	Average
December	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient area for you to plan new trips, continue with your existing arrangements, or manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.