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Our top choices for Middleburg cottages
1. 18th Century Stone Cottage minutes from historic Middleburg
18th Century Stone Cottage minutes from historic MiddleburgMiddleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
Mary H.
The price is CA $410
CA $559 total
includes taxes & fees
Nov 15 - Nov 16
2. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!Hamilton
10.0 out of 10, Exceptional, (27 reviews)
"Fun place to stay!!!"
Theresa R.
The price is CA $318
CA $530 total
includes taxes & fees
Nov 10 - Nov 11
3. Woodsy Retreat with a Hot Tub and Seasonal Views!
Woodsy Retreat with a Hot Tub and Seasonal Views!Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
Rebecca N.
The price is CA $141
CA $578 total
includes taxes & fees
Nov 19 - Nov 20
4. Renovated 3B/3B Home | Downtown | Private Fire Pit
Renovated 3B/3B Home | Downtown | Private Fire PitLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
"Great location, would stay again."
Eric D S.
The price is CA $369
CA $782 total
includes taxes & fees
Nov 10 - Nov 11
5. Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Art Docko - Lakefront Artist Retreat w/ Hot Tub!Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
Lindy K.
The price is CA $181
CA $714 total
includes taxes & fees
Nov 18 - Nov 19
6. Peaceful Lakefront Cottage with Mountain Views!
Peaceful Lakefront Cottage with Mountain Views!Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
Tara G.
The price is CA $148
CA $639 total
includes taxes & fees
Nov 18 - Nov 19
7. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Cottage w/ Furnished Patio & Garden: Dtwn LeesburgLeesburg's Old and Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
Corky F.
The price is CA $480
CA $933 total
includes taxes & fees
Nov 22 - Nov 23
8. Cottage w/ Hot Tub and 100-Mile Valley Views!
Cottage w/ Hot Tub and 100-Mile Valley Views!Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
Keri L.
The price is CA $141
CA $578 total
includes taxes & fees
Nov 11 - Nov 12
9. Mountain View Cottage with Hot Tub and River Views
Mountain View Cottage with Hot Tub and River ViewsFront Royal
10.0 out of 10, Exceptional, (1 review)
"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.
The price is CA $346
CA $747 total
includes taxes & fees
Dec 8 - Dec 9
10. Mountain View Cottage | Hot Tub & Game Room
Mountain View Cottage | Hot Tub & Game RoomFront Royal
9.8 out of 10, Exceptional, (17 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
Katia R.
The price is CA $519
CA $928 total
includes taxes & fees
Nov 10 - Nov 11
11. Mountaintop Cottage | Private Hot Tub
Mountaintop Cottage | Private Hot TubFront Royal
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay, house was beautiful and clean. Coffee in the morning with the deer was awesome. Love the neighborhood cat Luna."
Kevin D.
The price is CA $440
CA $819 total
includes taxes & fees
Nov 11 - Nov 12
12. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Cottage w/ Furnished Patio & Garden: Dtwn LeesburgLeesburg's Old and Historic District
The price is CA $575
CA $959 total
includes taxes & fees
Nov 22 - Nov 23
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.
Learn more about Middleburg
Nestled in Virginia's horse country, this charming town invites you to explore historic inns and boutique wineries. Saddle up for a guided trail ride or join a polo match, then unwind at a cozy tavern with locally-sourced fare.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton
Top reviews in Middleburg
Salamander Middleburg
Salamander MiddleburgMiddleburg
10/10 Excellent
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Ivanti
