Compare Middleburg Cottage Rentals

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Featured Middleburg Cottages

Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!

Upperville VA
At this cottage, guests have access to features like laundry facilities.
Washer
Dryer
The Vue - Mountain top hot tub overlooking the Shenandoah River

The Vue - Mountain top hot tub overlooking the Shenandoah River

2 out of 5
Front Royal VA
$297 nightly
The price is $327 total per night
$327 total
Jan 6 - Jan 7
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Purcellville VA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
CEDAR LANE - Private Cottage, Sophisticated Country Charm

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Middleburg VA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA
$370 nightly
The price is $397 total per night
$397 total
Jan 6 - Jan 7
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry WV
$328 nightly
The price is $365 total per night
$365 total
Jan 6 - Jan 7
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

Purcellville VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

Front Royal VA
$357 nightly
The price is $394 total per night
$394 total
Jan 6 - Jan 7
Total with taxes and fees
At this cottage, guests have access to laundry facilities, local meal delivery service, and barbecue grills. Transportation is made easy with limo/town car service.
Kitchen
Washer
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

The Plains VA
This cottage features a hot tub and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
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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.

Hotel Options in Middleburg

    Salamander Resort And Spa

    Salamander Resort And Spa

    500 North Pendleton Street Middleburg VA
    $565 nightly
    The price is $644 total per night from Jan 28 to Jan 29
    $644 total
    Jan 28 - Jan 29
    Total with taxes and fees
    9.2/10 Wonderful! (375 reviews)
    The Red Fox Inn & Tavern

    The Red Fox Inn & Tavern

    2 E Washington St Middleburg VA
    $345 nightly
    The price is $394 total per night from Jan 19 to Jan 20
    $394 total
    Jan 19 - Jan 20
    Total with taxes and fees
    9.6/10 Exceptional! (410 reviews)
    18th Century Stone Cottage minutes from historic Middleburg

    18th Century Stone Cottage minutes from historic Middleburg

    Middleburg VA
    $370 nightly
    The price is $397 total per night from Jan 6 to Jan 7
    $397 total
    Jan 6 - Jan 7
    Total with taxes and fees
    9.8/10 Exceptional! (55 reviews)

Cottages

Book a cottage in Middleburg
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Middleburg. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Middleburg better.

Cottage apartments in Middleburg range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Middleburg
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Middleburg and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Middleburg cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Middleburg. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Middleburg Cottages essential information

Accommodation
91 Cottages
Lowest Price
$327
Highest Price
$644
Popular accommodation
Hunt Country cottage in Upperville!, The Vue - Mountain top hot tub overlooking the Shenandoah River, Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond, CEDAR LANE - Private Cottage, Sophisticated Country Charm, 18th Century Stone Cottage minutes from historic Middleburg, Peaceful Lakefront Cottage with Mountain Views!, Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond, "Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal, Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

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