Holiday Rentals in Middleburg, VA

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Middleburg, VA holiday rentals
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12 Holiday Rentals and Airbnb in Middleburg, VA

Best family friendly Middleburg, VA holiday rentals

Among the 4 accommodations in Middleburg, VA, here are the 4 best family friendly rentals

Private Trail To Wine! 5-bedroom Farmhouse In Heart Of Virginia Horse Country - Middleburg, VA
9.9 165 reviews
Middleburg, VA
27/06 – 04/07
NZ$1062/nighttotal: NZ$7434 (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.
Serenity Cabin In The Woods - Middleburg, VA
9.0 1 review
Middleburg, VA
26/06 – 28/06
NZ$580/nighttotal: NZ$1160 (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.
Historic Farmhouse, Fully Renovated In Fall 2023 - Middleburg, VA
9.8 10 reviews
Middleburg, VA
26/06 – 28/06
NZ$1402/nighttotal: NZ$2804 (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.
Historic Mountain Cottage At Blue Ridge Overlook - Middleburg, VA
9.9 108 reviews
Middleburg, VA
27/06 – 04/07
NZ$683/nighttotal: NZ$4781 (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

Lunar Loft, With Mountain Views - Middleburg, VA
8.8 8 reviews
Middleburg, VA
26/06 – 28/06
NZ$422/nighttotal: NZ$844 (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.
The Serenity Cabin | Firepit | Wineries | Hiking - Middleburg, VA
10 5 reviews
Middleburg, VA
26/06 – 28/06
NZ$612/nighttotal: NZ$1224 (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.
Villa Maud - Middleburg, VA
9.4 57 reviews
Middleburg, VA
04/07 – 05/07
NZ$758/nightfor 1 night

Villa Maud

1 2
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.
Salamander Resort And Spa - Middleburg, VA
9.2 507 reviews
Middleburg, VA
26/06 – 28/06
NZ$2554/nighttotal: NZ$5108 (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.

Frequently asked questions about holiday rentals in Middleburg, VA

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Best Middleburg, VA holiday rentals with a balcony

Cozy, Renovated 3-bedroom Retreat On 10+ Acres In Charming Leesburg. Sleeps 7 - Middleburg, VA
10 2 reviews
Middleburg, VA
26/06 – 28/06
NZ$984/nighttotal: NZ$1968 (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

Entire Farm In Upperville - Middleburg, VA
Middleburg, VA
27/06 – 04/07
NZ$2594/nighttotal: NZ$18158 (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.
Wine And Horse Country Get-a-way - Middleburg, VA
9.6 48 reviews
Middleburg, VA
27/06 – 04/07
NZ$377/nighttotal: NZ$2639 (7 )

Wine And Horse Country Get-a-way

2 2
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.
Super Cosy Cottage With High Speed Internet - Middleburg, VA
9.7 309 reviews
Middleburg, VA
26/06 – 28/06
NZ$467/nighttotal: NZ$934 (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.
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