Middleburg Vacation Rentals

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Our top choices for Middleburg vacation rentals

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (60 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.
$368 nightly
The price is $395
Jun 7 - Jun 8
Total with taxes and fees
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.
$284 nightly
The price is $324
Jun 8 - Jun 9
Total with taxes and fees
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, (25 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
$238 nightly
The price is $271
Jun 7 - Jun 8
Total with taxes and fees
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.
$523 nightly
The price is $596
Jun 15 - Jun 16
Total with taxes and fees
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.
$732 nightly
The price is $834
Jun 15 - Jun 16
Total with taxes and fees
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.
$397 nightly
The price is $442
Jun 10 - Jun 11
Total with taxes and fees
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)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
$317 nightly
The price is $353
Jun 8 - Jun 9
Total with taxes and fees
~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
$412 nightly
The price is $454
Jun 21 - Jun 22
Total with taxes and fees
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, (34 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.
$212 nightly
The price is $234
Jun 7 - Jun 8
Total with taxes and fees
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
$310 nightly
The price is $345
Jun 8 - Jun 9
Total with taxes and fees
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.
$306 nightly
The price is $330
Jun 7 - Jun 8
Total with taxes and fees
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.
$275 nightly
The price is $296
Jun 8 - Jun 9
Total with taxes and fees
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.
$437 nightly
The price is $486
Jun 8 - Jun 9
Total with taxes and fees
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
$222 nightly
The price is $233
Jun 7 - Jun 8
Total with taxes and fees
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)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$356 nightly
The price is $372
Jun 17 - Jun 18
Total with taxes and fees
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.
$423 nightly
The price is $454
Jun 9 - Jun 10
Total with taxes and fees
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.
$436 nightly
The price is $455
Jul 1 - Jul 2
Total with taxes and fees
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.
$330 nightly
The price is $363
Jun 23 - Jun 24
Total with taxes and fees
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, (37 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
$344 nightly
The price is $383
Jun 9 - Jun 10
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!

All-Inclusive 4BR • Mountain Views • Hot Tub

All-Inclusive 4BR • Mountain Views • Hot Tub
Front Royal
$496 nightly
The price is $547
Jun 7 - Jun 8
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Middleburg?

Yes, we offer vacation rentals in Middleburg near National Sporting Library & Museum, or you can go with a more secluded option if you want 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 vacation rentals in Middleburg?

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

How many vacation rentals will I find in Middleburg?

Expedia has 13 vacation 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 vacation rental in Middleburg like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Middleburg. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.