Middleburg Holiday Rentals

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Our top choices for Middleburg holiday rentals

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (61 reviews)
"Tim is a great host. The cottage was clean, comfortable and perfectly located. Perfect place to stay for a weekend getaway to Middleburg!"
United States
Alexander B.
The price is AU$558
includes taxes & fees
10 June - 11 June
18th Century Stone Cottage minutes from historic Middleburg

super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.4 out of 10, Exceptional, (14 reviews)
"Lovely setting in horse country with nice amenities "
United States
Christopher v.
The price is AU$454
includes taxes & fees
16 June - 17 June
super cosy cottage with high speed internet!

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 AU$391
includes taxes & fees
10 June - 11 June
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is AU$886
includes taxes & fees
16 June - 17 June
Spacious Modern Home on Middleburg Horse Farm

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.
The price is AU$1,187
includes taxes & fees
15 June - 16 June
Hunters Retreat with High Speed Internet

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"House was very clean and the hosts were responsive and very nice! Great place for a quiet weekend getaway. "
United States
Nicole H.
The price is AU$903
includes taxes & fees
14 June - 15 June
Log Cabin w/ Hot Tub & Waterfront Patio!

~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, (90 reviews)
"Clean cozy cabin. Everything was clean and organized and easy to use. "
United States
John S.
The price is AU$532
includes taxes & fees
13 June - 14 June
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
The price is AU$636
includes taxes & fees
21 June - 22 June
Blue Mountain House - Hot Tub, Grill, Fire Table

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, (35 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 AU$337
includes taxes & fees
11 June - 12 June
Blue Mountain Cabin, secluded, perfect for couples, near main road

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 AU$488
includes taxes & fees
10 June - 11 June
Cabin at the Gap | You Won't Believe the View!

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 AU$461
includes taxes & fees
28 June - 29 June
Forest chalet w/ hot tub & BBQ grill

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

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.0 out of 10, Wonderful, (14 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 AU$479
includes taxes & fees
15 June - 16 June
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"The house was great, clean, beautiful setting."
United States
Brandon M.
The price is AU$999
includes taxes & fees
24 June - 25 June
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (44 reviews)
"Everything was great"
United States
Lori Anne
The price is AU$335
includes taxes & fees
17 June - 18 June
Cozy 1BR Apt Minutes From Skyline Drive!!

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 AU$509
includes taxes & fees
15 June - 16 June
3BR cabin w/ hot tub & game room

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (29 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is AU$636
includes taxes & fees
17 June - 18 June
Hidden Gem on Hidden Valley Lane

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (16 reviews)
"Excellent communication, great property!"
United States
Amy E.
The price is AU$482
includes taxes & fees
10 June - 11 June
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is AU$534
includes taxes & fees
10 June - 11 June
The Juniper Cabin • Cozy Hideaway w/ Hot Tub

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (38 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is AU$772
includes taxes & fees
28 June - 29 June
Rebels Rest - Cabin with Enchanting Sunset Views!

All-Inclusive 4BR • Mountain Views • Hot Tub

All-Inclusive 4BR • Mountain Views • Hot Tub
Front Royal
The price is AU$769
includes taxes & fees
14 June - 15 June
All-Inclusive 4BR • Mountain Views • Hot Tub
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

Everything you need to know about Middleburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 13 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.