Middleburg Cottages

Q: Why book your cottage in Middleburg with Expedia?

We think that a holiday should be simple, so if you're seeking cottages in Middleburg at a competitive rate, Expedia has you covered. Save cash and go for an inexpensive option surrounded by nature, or book an upscale cottage to pamper your loved ones.

Q: How can I find cheap cottages in Middleburg?

The quickest way to find cheap cottages in Middleburg is with Expedia's handy filter tool. Narrow your search by amenities, budget and star rating to access awesome bargains in a few clicks.

Q: What is there to do in Middleburg near my cottage?

You'll find loads of fun things to fill your itinerary with in Middleburg. Explore popular attractions like Greenhill Winery & Vineyards , Cana Vineyards and Winery and Chrysalis Vineyards . Glenwood Park , Red Fox Fine Art and The Sporting Gallery also appeal to many visitors.

A sunrise over a mountainous landscape with layers of clouds.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Middleburg cottages

1. 18th Century Stone Cottage minutes from historic Middleburg

Middleburg

Mary H.

HK$3,115 total

includes taxes & fees

30 Sept - 1 Oct

2. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Hamilton

Mara H.

HK$3,077 total

includes taxes & fees

22 Sept - 23 Sept

3. Cottage w/ Hot Tub and 100-Mile Valley Views!

Harpers Ferry

Anonymous traveller

HK$2,969 total

includes taxes & fees

24 Sept - 25 Sept

4. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Harpers Ferry

Lindy K.

HK$4,056 total

includes taxes & fees

7 Oct - 8 Oct

5. Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry

Lisa h.

HK$3,267 total

includes taxes & fees

22 Sept - 23 Sept

6. Woodsy Retreat with a Hot Tub and Seasonal Views!

Harpers Ferry

Amy P.

HK$2,672 total

includes taxes & fees

24 Sept - 25 Sept

Coffee/tea maker, fridge, microwave, oven

7. Renovated 3B/3B Home | Downtown | Private Fire Pit

Leesburg's Old and Historic District

Eric D S.

8. Mountain View Cottage | Hot Tub & Game Room

Front Royal

Katia R.

HK$5,365 total

includes taxes & fees

22 Sept - 23 Sept

9. Mountain View Cottage with Hot Tub and River Views

Front Royal

"We enjoyed our stay and certainly return. Our group was 2 couples and 2 children.Everyone had enough space to be comfortable. The view is beautiful so we enjoyed our time at the house. While in the area, we visited Skyline Caverns and the Shenandoah River. I did have a challenging time getting Door Dash to the house. After 30 minutes of seeing the driver in the neighborhood we got in the car to track down the driver. Her cell service was poor so we were unable to communicate. If I ordered...

MaryBeth C.

HK$5,547 total

includes taxes & fees

29 Sept - 30 Sept

10. Mountaintop Cottage | Private Hot Tub

Front Royal

Sara Z.

HK$5,443 total

includes taxes & fees

27 Sept - 28 Sept

11. 'thomson Farm' Classic Home < 10 Mi to Vineyards!

Leesburg

View all properties

Find holiday rentals that suit your style

Aparthotels

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Middleburg Hotel Reviews

Fairfield Inn & Suites by Marriott at Dulles Airport

10/10 Excellent

"The staff was very accommodating, the room was perfect, breakfast was wonderful."

Holiday Inn Chantilly - Dulles Arpt Area by IHG

8/10 Good

"We liked the cleanliness of the hotel and the breakfast server Kenny's heartfelt courtesy and professionalism as well as the helpfulness and kindness of the receptionist Aisha. As a principle, supplies in the room must include bottle of drinking water and other items even for the bookers via 3rd party (we were denied to get the privilege for the fact that we booked via expedia) no matter what is the cost. The room was somehow noisy due to the sound comes from the motor planted on the ground (It probabily is the central external unit for the AC system) located by the window side of our room. Though it may be mostly full house, the hotel should at least orally recognize returning customers."

Find out more about Middleburg