This three-bedroom apartment is situated in the centre of Middleburg, just 0.4 kilometres from the Salamander Resort and the historic district. It has received excellent ratings for its location, cleanliness, and overall experience. The property can accommodate up to seven guests and features a newly renovated kitchen and master bedroom suite, as well as multiple fireplaces, outdoor living spaces, and ample parking. Guests can enjoy the convenience of a washer and dryer, a propane fire table, and a wood-burning fire pit.
10 4 reviews
Middleburg, VA
26/06 – 28/06
464 €/nighttotal: 928 € (2 )
The Nest At Wild Goose
1 1
apartment , Leesburg
This renovated 3-bedroom, 3-bathroom farmhouse, offering accommodation for up to 7 guests, is situated on 12 private acres at the end of a gravel road just outside Leesburg, providing a secluded rural retreat 10 kilometres from downtown Leesburg and 24 kilometres from Middleburg, with convenient access to Stone Tower winery. The property features a fully equipped kitchen with modern appliances, a finished basement with a Queen sleeper sofa, two decks for outdoor enjoyment, and ample driveway parking for 4+ vehicles, making it an ideal base for exploring local wineries, breweries, and trails.
10 113 reviews
Middleburg, VA
27/06 – 04/07
224 €/nighttotal: 1568 € (7 )
Mt. Gilead Sunrise- Country Suite Close To Wineries, Breweries & Wedding Venues
1 2
apartment , Leesburg
This one-bedroom apartment is located in a peaceful rural setting just outside of Leesburg, within easy reach of wineries, nature trails and historical attractions. It has received excellent guest reviews and offers a tranquil escape from the hustle and bustle of the town. The apartment is spacious, spanning 82 square metres and comfortably accommodating up to four guests. It comes complete with a fully equipped kitchen, a washing machine, free Wi-Fi, a patio, and a garden, providing everything you need for a relaxing and enjoyable stay.
Middleburg, VA
26/06 – 28/06
1481 €/nighttotal: 2962 € (2 )
Vista At Highfields Farm
3 1
gîte , Middleburg
This modern gîte is located just 5km from the charming downtown area of Middleburg, Virginia, within easy reach of wineries and equestrian facilities. The countryside setting offers a tranquil escape from the hustle and bustle of everyday life. The three-bedroom home sleeps up to six guests and is fully equipped with everything you need for a comfortable stay. Enjoy the convenience of a fully equipped kitchen, air conditioning, and a fire pit for outdoor gatherings, as well as access to nearby farm activities.
9.4 14 reviews
Middleburg, VA
26/06 – 28/06
266 €/nighttotal: 532 € (2 )
Super Cosy Cottage With High Speed Internet!
1 1
apartment , Middleburg
This charming cottage is located in Middleburg, Virginia, just a short distance from Sky Meadows State Park and the Audubon Naturalist Society Rust Nature Sanctuary, offering easy access to the area's natural beauty. The cottage has been highly rated by previous guests, receiving an "excellent" rating for its comfort and amenities. The cottage has one bedroom and one bathroom, covering 56 square meters and accommodating up to two guests. It is fully equipped with a kitchen, a spa, a garden, and parking, and includes access to the internet and air conditioning, ensuring a comfortable and enjoyable stay.
9.8 145 reviews
Middleburg, VA
26/06 – 28/06
185 €/nighttotal: 370 € (2 )
English Cottage
1 1
apartment , Middleburg
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.
Middleburg, VA
26/06 – 28/06
3455 €/nighttotal: 6910 € (2 )
Private Middleburg Farm
4 1
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.
9.7 309 reviews
Middleburg, VA
26/06 – 28/06
235 €/nighttotal: 470 € (2 )
Super Cosy Cottage With High Speed Internet
1 1
apartment , Middleburg
This charming cottage is located on Goose Creek, just a few kilometres from the historic town of Middleburg, offering a tranquil escape from the hustle and bustle. The property has consistently received excellent reviews for its cleanliness, location, and overall experience. The cottage, a converted 200-year-old bank barn, sleeps two guests and features a fully equipped kitchen, a comfortable bedroom with a feather duvet, and a peaceful garden with a deck overlooking neighbouring pastures. Guests can enjoy a relaxing stroll along Goose Creek, explore the nearby town of Middleburg, or simply unwind in the peaceful atmosphere of this unique property.
10 11 reviews
Middleburg, VA
27/06 – 04/07
254 €/nighttotal: 1778 € (7 )
"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.
9.8 11 reviews
Middleburg, VA
27/06 – 04/07
314 €/nighttotal: 2198 € (7 )
"Mimosa" - 1 Br Apt 3 Mi From Middleburg
1 2
apartment , Middleburg
This ground-floor flat is situated on a large farm approximately 5 kilometres southwest of Middleburg, Virginia, offering a tranquil setting with views of a pond and paddocks. The self-catering apartment, a unique barn conversion, sleeps two guests and features a queen-size bed, spacious living/dining area, a fully equipped kitchen (fridge, freezer, microwave), and ample closet space; fresh eggs from the farm's hens are available.
Middleburg, VA
27/06 – 04/07
1325 €/nighttotal: 9275 € (7 )
Welcoming Farmhouse On 10 Quiet Acres ~10 Min From Middleburg
3 2
farm , Marshall
This three-bedroom farmhouse, located in Marshall, offers a peaceful retreat with beautiful natural scenery. This property accommodates six guests and features a king, queen, and two twin beds, along with internet and air conditioning.
9.0 1 review
Middleburg, VA
26/06 – 28/06
292 €/nighttotal: 584 € (2 )
Serenity Cabin In The Woods
1 1
cabin , Marshall
Serenity Cabin In The Woods, situated in Delaplane, Virginia, is approximately 24km from the Old Jail Museum and 34km from Jiffy Lube Live. This self-catering lodge boasts 67 square metres of space, featuring one bedroom, one bathroom, and sleeping up to seven guests, complete with a fully equipped kitchen, air conditioning, Wi-Fi, and private parking.
Best family friendly Middleburg, VA holiday rentals
Among the 4 accommodations in Middleburg, VA, here are the 4 best family friendly rentals
9.2 507 reviews
Middleburg, VA
26/06 – 28/06
1284 €/nighttotal: 2568 € (2 )
Salamander Resort And Spa
1 1
resort , Middleburg
The Salamander Resort and Spa is situated just 40 minutes from Dulles Airport in the picturesque countryside of Middleburg, Virginia, offering a tranquil escape from the city. The resort has received excellent ratings for location, cleanliness, and overall user experience. The resort features a range of comfortable rooms and suites with modern amenities, and boasts an array of on-site facilities including a swimming pool, spa, restaurant, and fitness centre. Guests can enjoy a variety of activities such as horse riding, cycling, and exploring the charming boutiques and art galleries of Middleburg.
9.9 165 reviews
Middleburg, VA
27/06 – 04/07
534 €/nighttotal: 3738 € (7 )
Private Trail To Wine! 5-bedroom Farmhouse In Heart Of Virginia Horse Country
5 2
apartment , Marshall
This five-bedroom house is situated in Delaplane, Virginia, within 5 kilometres of RdV Vineyards, Delaplane Cellars, and Barrel Oak Winery, making it ideal for wine enthusiasts. The 251 square metre property offers a private garden, barbecue grills, a Jacuzzi, and an arcade/game room, accommodating up to 14 guests and providing ample space for relaxation and entertainment.
9.9 86 reviews
Middleburg, VA
27/06 – 04/07
374 €/nighttotal: 2618 € (7 )
Peaceful, Authentic Stone Cottage With Cozy Charm
1 2
apartment , Middleburg
This smoke-free cottage is located in a peaceful rural area just 5 kilometres from Middleburg's main attractions, including the National Sporting Library & Museum, Tudor Day Spa, and The Sporting Gallery. It has consistently received excellent ratings for its cleanliness, location, and overall experience. This charming 3-bedroom, 2-bathroom property spans 139 square metres and comfortably sleeps up to 6 guests. The cottage offers a fully equipped kitchen, a private garden with barbecue facilities, and a terrace where you can relax and enjoy the fresh air.
9.9 108 reviews
Middleburg, VA
27/06 – 04/07
344 €/nighttotal: 2408 € (7 )
Historic Mountain Cottage At Blue Ridge Overlook
3 2
apartment , Shenandoah Retreat
This historic cottage is situated in the Bears Den Historic District in the Blue Ridge Mountains of Virginia, just an hour from Washington, D.C., offering stunning views of the Shenandoah Valley and Appalachian Mountains. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage features two bathrooms and can comfortably accommodate up to seven guests. It boasts a charming mix of modern amenities and historical charm, including a clawfoot soaking tub, a record player, a tree swing, and a fire pit, as well as a fully equipped kitchen and a spacious terrace with scenic views.
Best Middleburg, VA holiday rentals with parking
10 5 reviews
Middleburg, VA
26/06 – 28/06
308 €/nighttotal: 616 € (2 )
The Serenity Cabin | Firepit | Wineries | Hiking
1 1
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.
9.4 57 reviews
Middleburg, VA
26/06 – 28/06
381 €/nighttotal: 762 € (2 )
Villa Maud
1 1
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.
8.8 8 reviews
Middleburg, VA
26/06 – 28/06
212 €/nighttotal: 424 € (2 )
Lunar Loft, With Mountain Views
1 1
apartment , Shenandoah Retreat
This Shenandoah Retreat apartment is situated in Bluemont, Virginia, 3.7km from Great Country Farms and 4.3km from Bluemont Vineyard, with other wineries within a 9.7km radius. The self-catering flat offers one bedroom, one bathroom, sleeps three guests, and includes air conditioning, Wi-Fi, and a fully equipped kitchen; nearby attractions include the Hill High Country Store.
Middleburg, VA
27/06 – 04/07
1304 €/nighttotal: 9128 € (7 )
Entire Farm In Upperville
1 2
gîte , Middleburg
Bellwether Farm, a self-catering cottage near Upperville, Virginia, is located minutes (approximately 1.6km) from the Upperville Horse Show grounds and is surrounded by prestigious estates, vineyards, and horse farms. This three-bedroom, one-bathroom property sleeps six guests and boasts a large chef's kitchen with microwave and dishwasher, air conditioning, a garden, parking, and internet access; enjoy the expansive grounds and proximity to Middleburg's attractions.
Frequently asked questions about holiday rentals in Middleburg, VA
What are some interesting places to visit in or near Middleburg, VA?
Middleburg is known for its beautiful horse country, so you'll want to visit the National Sporting Library & Museum. The town itself is charming, with lots of historic buildings and quaint shops. If you want to venture a little further, you could head to the beautiful Oatlands Plantation, about 15 minutes away.
What are the best Airbnb and holiday rentals in Middleburg, VA?
Which walking or cycling routes are the best in Middleburg, VA?
The best walking route is the Middleburg Trail, a 13 km paved trail that follows the old railway line. For cycling, the scenic route along the Blue Ridge Parkway is a must-do. It's about an hour's drive from Middleburg, but well worth it for the stunning mountain views.
What are the most popular Airbnbs in Middleburg, VA?
What sports or outdoor activites can visitors enjoy in and around Middleburg, VA?
Middleburg is a horse lover's paradise, with plenty of opportunities for riding, polo, and fox hunting. If you're looking for something a little less intense, you can go hiking in the nearby Shenandoah National Park or try fly fishing in the Shenandoah River.
What are the best holiday rentals with a pool in Middleburg, VA?
What other towns or cities can be easily accessed from Middleburg, VA?
You can easily get to Washington D.C. from Middleburg, about an hour's drive. Charlottesville, known for its vineyards, is about an hour and a half away. And if you want to explore the Blue Ridge Mountains, you can reach the Shenandoah National Park in about an hour.
What are the best rentals for families and kids in Middleburg, VA?
What amenities are commonly available in vacation rentals in Middleburg, VA?
Most vacation rentals in Middleburg will have a fully equipped kitchen, a comfortable living area, and a private bathroom. Many also have outdoor spaces like patios or decks, and some even have swimming pools. You'll often find amenities like Wi-Fi and cable TV as well.
What are the best rentals or Airbnbs with a jacuzzi in Middleburg, VA?
What time of year is best to rent a vacation rental Middleburg, VA?
The best time to visit Middleburg depends on what you're looking for. Spring and autumn are beautiful, with mild weather and vibrant foliage. Summer is warm and sunny, perfect for outdoor activities. Winter can be chilly, but it's a great time to enjoy the cosy atmosphere of the town.
Destinations nearby
Best Middleburg, VA holiday rentals with a balcony
9.8 10 reviews
Middleburg, VA
26/06 – 28/06
705 €/nighttotal: 1410 € (2 )
Historic Farmhouse, Fully Renovated In Fall 2023
3 1
farm , Round Hill
This restored 1700s farmhouse, offering 186 square meters of living space, is located in Round Hill, a mere 80 kilometres from Washington D.C. and minutes from the Appalachian Trail, Bluemont Winery, Dirt Farm Brewery, and Bear Chase. This family-friendly property sleeps six guests across three bedrooms and four bathrooms, featuring air conditioning, Wi-Fi, a kitchen with a fridge, microwave oven, and dishwasher, and a terrace, making it an ideal base for exploring local heritage sites like the Plaster Museum of Bluemont's Heritage and the Round Hill Arts Centre, as well as family attractions such as Great Country Farms.
10 2 reviews
Middleburg, VA
26/06 – 28/06
495 €/nighttotal: 990 € (2 )
Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7
3 1
apartment , Leesburg
This three-bedroom house is situated in Leesburg, offering convenient access to Stone Tower Winery and Quattro Goomba's Winery, as well as the Audubon Naturalist Society Rust Nature Sanctuary and Bull Run Mountains State Natural Area. This accommodation sleeps seven guests and features three bedrooms, three bathrooms, air conditioning, and internet, with nearby entertainment options including Purcellville Skating Rink and Lost Rhino Brewing Company.
Best pet friendly Middleburg, VA holiday rentals
Among the 3 accommodations in Middleburg, VA, here are the 3 best pet friendly rentals
10 124 reviews
Middleburg, VA
26/06 – 28/06
235 €/nighttotal: 470 € (2 )
Charming Cottage On Horse Farm Middleburg Area
1 1
gîte , Bull Run Mountain Estates
This charming cottage is located in historic Aldie, Virginia, just a short drive from the picturesque town of Middleburg, known for its equestrian events and charming shops. The property boasts excellent user, location, and cleanliness ratings, making it an ideal choice for a peaceful retreat. The cottage is a unique two-storey property with a bathroom downstairs and a bedroom and kitchen upstairs, sleeping up to two guests. Guests can enjoy a fully equipped kitchen, a private garden, and a porch for relaxing, as well as access to FIOS internet, Roku, and a selection of outdoor activities, including the opportunity to pick flowers or vegetables in season.
9.6 48 reviews
Middleburg, VA
26/06 – 28/06
219 €/nighttotal: 438 € (2 )
Wine And Horse Country Get-a-way
2 1
gîte , Middleburg
This charming farmhouse is located just a few kilometres from Middleburg, close to wineries and offering scenic views of fields, horses, and the Blue Ridge Mountains. The property has received excellent ratings for location, cleanliness, and user experience. The house has two bedrooms and one bathroom, accommodating up to six guests. Guests can enjoy a fully equipped kitchen, a large living room, and a private garage apartment with a spacious living area and a large bedroom.
9.9 119 reviews
Middleburg, VA
27/06 – 04/07
387 €/nighttotal: 2709 € (7 )
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.