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

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.
The Nest At Wild Goose - Middleburg, VA
10 6 reviews
Middleburg, VA
26/06 – 28/06
NZ$923/nighttotal: NZ$1846 (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.
Private Middleburg Farm - Middleburg, VA
Middleburg, VA
26/06 – 28/06
NZ$6870/nighttotal: NZ$13740 (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.
Private Trail To Wine! 5-bedroom Farmhouse In Heart Of Virginia Horse Country - Middleburg, VA
9.9 166 reviews
Middleburg, VA
27/06 – 04/07
NZ$1082/nighttotal: NZ$7574 (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.

Best Middleburg, VA holiday rentals with parking

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.
Grape & Vine Cottage · Luxury Main Street Retreat - Middleburg, VA
10 3 reviews
Middleburg, VA
26/06 – 28/06
NZ$1093/nighttotal: NZ$2186 (2 )

Grape & Vine Cottage · Luxury Main Street Retreat

3 1
apartment , Marshall
This spacious 204 square meter apartment in Marshall provides excellent user ratings and is conveniently located a 2-minute drive from Marshall Centre and a 4-minute drive from Northern Fauquier Community Park.
This three-bedroom, three-and-a-half-bathroom holiday home accommodates up to six guests and features air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, and on-site laundry facilities, with a garden and barbecue area for outdoor enjoyment.
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.
Historic Mountain Cottage At Blue Ridge Overlook - Middleburg, VA
9.9 109 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.

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

English Cottage - Middleburg, VA
9.9 147 reviews
Middleburg, VA
26/06 – 28/06
NZ$368/nighttotal: NZ$736 (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.
Super Cosy Cottage With High Speed Internet! - Middleburg, VA
9.4 14 reviews
Middleburg, VA
26/06 – 28/06
NZ$528/nighttotal: NZ$1056 (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.
Gate House Cottage - Middleburg, VA
9.8 121 reviews
Middleburg, VA
27/06 – 04/07
NZ$769/nighttotal: NZ$5383 (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.
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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