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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Our top choices for Middleburg holiday homes

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Property grounds

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

9.0 out of 10, Wonderful, (10)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
The price is HK$1,621
HK$3,798 total
includes taxes & fees
2 Sept - 3 Sept
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Cottage on King | Charming Historic Leesburg Home
Terrace/patio

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (55)
"Clean comfortable fully stocked within walking distance to everything Leesburg has to offer -a GREAT place to stay ... beds were so comfy and so was the sofa definitely would stay again ... totally loved it!! "
The price is HK$863
HK$2,131 total
includes taxes & fees
3 Sept - 4 Sept
Cottage on King | Charming Historic Leesburg Home
Terra Alta - Incredible River Views and Hot Tub!
Outdoor spa tub

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is HK$780
HK$3,141 total
includes taxes & fees
11 Sept - 12 Sept
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
Fridge, microwave, oven, stovetop

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

10.0 out of 10, Exceptional, (103)
"We stay at Yellowwood every year. It is on a quiet lane in the most picturesque part of Virginia (if not the country)!Also, Middleburg is just a short drive (or walk) away.We love Yellowwood!"
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
A unique mountaintop getaway overlooking Willow Croft Winery.
Terrace/patio

A unique mountaintop getaway overlooking Willow Croft Winery.

10.0 out of 10, Exceptional, (104)
"The perfect 3 bed/3.5 bath new build cabin for a get away with friends or family. We have nothing negative to say about this property. Our stay was Amazing."
The price is HK$2,456
HK$4,586 total
includes taxes & fees
2 Sept - 3 Sept
A unique mountaintop getaway overlooking Willow Croft Winery.
Breathtaking View with an Indoor Pool
Outdoor dining

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (258)
"Great Property"
Breathtaking View with an Indoor Pool
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
Private kitchen

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

The price is HK$7,016
HK$14,210 total
includes taxes & fees
3 Sept - 4 Sept
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
Dulles Luxury: Movie Theater, Grill, Gazebo !
Private kitchen

Dulles Luxury: Movie Theater, Grill, Gazebo !

9.0 out of 10, Wonderful, (6)
"Nice"
The price is HK$3,001
HK$7,486 total
includes taxes & fees
7 Sept - 8 Sept
Dulles Luxury: Movie Theater, Grill, Gazebo !
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
Outdoor dining

Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

9.8 out of 10, Exceptional, (70)
"Communication with the host was excellent and an early check in was incredibly helpful - the house served its purpose exactly as expected - hosting friends for the weekend with easy access to the countryside of VA."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
Welcome to the Ladybug Retreat!
Microwave, oven, stovetop, dishwasher

Welcome to the Ladybug Retreat!

10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
The price is HK$1,364
HK$3,156 total
includes taxes & fees
8 Sept - 9 Sept
Welcome to the Ladybug Retreat!
The Apple Mountain House
Interior

The Apple Mountain House

9.4 out of 10, Exceptional, (3)
"Amazing place to relax."
The price is HK$1,697
HK$3,858 total
includes taxes & fees
10 Sept - 11 Sept
The Apple Mountain House
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
Exterior

Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -

10.0 out of 10, Exceptional, (22)
"Clean, spacious, very well-equipped. We enjoyed our stay very much."
Mulberry Manor House<br> Spacious, Private & Peaceful Retreat -
Luxury Home at One Loudoun
Fridge, microwave, oven, stovetop

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (17)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is HK$1,341
HK$3,466 total
includes taxes & fees
7 Sept - 8 Sept
Luxury Home at One Loudoun
Newly Renovated Adorable Private Basement with Bathroom
Exterior

Newly Renovated Adorable Private Basement with Bathroom

9.2 out of 10, Wonderful, (10)
"Great property, convenient to shopping dining airport, communication with property owner exceptional, very comfortable, great amenities, quiet neighborhood."
The price is HK$603
HK$1,232 total
includes taxes & fees
8 Sept - 9 Sept
Newly Renovated Adorable Private Basement with Bathroom
Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA
Fridge, microwave, oven, stovetop

Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA

The price is HK$2,230
HK$4,213 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Luxury, Meet Not Your Typical Cuties Cabin, a Secluded Retreat in Linden VA
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
Terrace/patio

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

9.8 out of 10, Exceptional, (23)
"Most enjoyable two night stay. Wish we had the time to spend more time in this lovely house and properity."
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Exterior

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (4)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is HK$699
HK$2,436 total
includes taxes & fees
16 Sept - 17 Sept
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
River Front Retreat
Dining

River Front Retreat

8.8 out of 10, Excellent, (41)
"We loved driving through the cow pasture to get to the house - helped us slow down and relax! We were in town for a graduation, so siblings (and their young children) were all there. There were enough beds for us all, and the kitchen/dining area was cozy for us all. The younger kids enjoyed the yard, while parents could sit on the deck by the river. We had lots of events to attend over the weekend, so hadn't planned on using the house as a "river getaway", so I can't comment on the...
River Front Retreat
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Terrace/patio

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (15)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is HK$1,130
HK$2,733 total
includes taxes & fees
10 Sept - 11 Sept
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleburg Hotel Reviews

Find out more about Middleburg

Find out more about Middleburg

Middleburg Vacation Homes information

Number of reviews
Accommodation
317 Vacation Homes
Lowest Price
HK$603
Highest Price
HK$7,016

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