A street with parked cars and storefronts, including a jewelry store and a restaurant.

Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Middleburg holiday rentals

Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (62 reviews)
"Loved out stay! "
United States
Emilee
The price is HK$2,157
HK$3,130 total
includes taxes & fees
2 Jul - 3 Jul
18th Century Stone Cottage minutes from historic Middleburg
Desk, iron/ironing board, free WiFi, bed sheets

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.8 out of 10, Exceptional, (26 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is HK$1,176
HK$2,056 total
includes taxes & fees
29 Jun - 30 Jun
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Fridge, microwave, oven, stovetop

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home and surroundings. Peaceful. Spacious. Lovely. "
United States
Debra D.
The price is HK$2,423
HK$4,908 total
includes taxes & fees
30 Jun - 1 Jul
Spacious Modern Home on Middleburg Horse Farm
Outdoor dining

Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
Hunters Retreat with High Speed Internet
Private kitchen

Rural retreat near Middleburg

Rural retreat near Middleburg
Middleburg
10.0 out of 10, Exceptional, (3 reviews)
"We had such an amazing stay! I'm so grateful to our host - he honestly cares about the comfort of his guests. We booked for a small family gathering of 6 people over Thanksgiving, so we hoped for a nice kitchen and gathering space for everyone to be together. The house was spotless with large comfortable beds, nice bathrooms, and strong internet. But, 3 things stood out as especially great. 1) The open kitchen and dining space - fully stocked with absolutely everything you need - there is no...
United States
Andrea
Rural retreat near Middleburg
Terrace/patio

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Front Royal
9.6 out of 10, Exceptional, (9 reviews)
"Unique accommodation overlooking a beautiful valley with many convenient modern features such as a EV charger provider"
United States
Paul S.
The price is HK$3,285
HK$4,039 total
includes taxes & fees
1 Jul - 2 Jul
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Exterior

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
The price is HK$1,255
HK$3,512 total
includes taxes & fees
13 Jul - 14 Jul
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Property grounds

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is HK$988
HK$2,960 total
includes taxes & fees
16 Jul - 17 Jul
Cabin at the Gap | You Won't Believe the View!
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
The price is HK$1,858
HK$3,010 total
includes taxes & fees
6 Jul - 7 Jul
Forest chalet w/ hot tub & BBQ grill
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (36 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is HK$1,490
HK$1,877 total
includes taxes & fees
29 Jun - 30 Jun
Blue Mountain Cabin, secluded, perfect for couples, near main road
Dining

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (92 reviews)
"Clean cozy cabin. Everything was clean and organized and easy to use. "
United States
John S.
The price is HK$1,139
HK$2,578 total
includes taxes & fees
29 Jun - 30 Jun
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
The price is HK$1,380
HK$3,183 total
includes taxes & fees
27 Jul - 28 Jul
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Fridge, oven, stovetop, dishwasher

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is HK$1,262
HK$2,580 total
includes taxes & fees
12 Jul - 13 Jul
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
TV, fireplace, offices

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.2 out of 10, Wonderful, (17 reviews)
"Host was great - very communicative and made sure everything was perfect for our visit. Nice place and very clean. Enjoyed it very much!"
United States
William C.
The price is HK$1,411
HK$2,690 total
includes taxes & fees
30 Jun - 1 Jul
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is HK$1,278
HK$3,106 total
includes taxes & fees
2 Jul - 3 Jul
Bluemont home just minutes to wineries, breweries, hiking and more!
Outdoor dining

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"While there was something left to be desired by the kitchen utensils and cookware, this place is located off the beaten path in a beautiful mountainside area. Definitely worth the price. Just bring your own pot holders and pizza cutter if you plan on having pizza lol. "
United States
Tyrell O.
The price is HK$1,657
HK$2,918 total
includes taxes & fees
22 Jul - 23 Jul
3BR cabin w/ hot tub & game room
Exterior

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (17 reviews)
"Excellent communication, great property!"
United States
Amy E.
The price is HK$1,710
HK$3,391 total
includes taxes & fees
27 Jul - 28 Jul
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Interior

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
8.8 out of 10, Excellent, (11 reviews)
"What an excellent stay! Ayda was an amazing host. The dome is very private and wonderfully outfitted. The hot tub was awesome and everything was clean and so comfy. In summer I can only imagine it is even more secluded as the trees leaf out!! Highly recommended and planning another stay. "
United States
Carter S.
The price is HK$1,309
HK$2,325 total
includes taxes & fees
14 Jul - 15 Jul
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is HK$902
HK$3,124 total
includes taxes & fees
1 Jul - 2 Jul
Rebels Rest - Cabin with Enchanting Sunset Views!
Interior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (31 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
The price is HK$1,482
HK$3,356 total
includes taxes & fees
29 Jun - 30 Jun
Mountain cabin near national park & wineries
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

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"Great breakfast. Staff present late at night to help check at 1 am."
Joshua 1-night trip
Posted 4 hours ago
Hyatt Place Herndon Dulles Airport East

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleburg!

Frequently asked questions

Can I find holiday rentals in Middleburg?

Yes, there are holiday rentals in Middleburg close to National Sporting Library & Museum, or you can select a more secluded option if you're looking for a relaxing stay. The spas and restaurants are several reasons why visitors like Middleburg. Make sure you have time to check out the wineries while you're in the area.

What are some of the best holiday rentals that Middleburg has to offer?

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings: This highly rated holiday home rental in Middleburg has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Middleburg?

Expedia has 12 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

Cultural attractions include The Byrne Gallery and Red Fox Fine Art, whereas National Sporting Library & Museum is just one of the family-friendly sights. Other places in town to visit include Middleburg Historic District and Greenhill Winery & Vineyards.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.