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Compare 66 Cottages in Middleburg with updated reviews, rates, and availability.

Lovettsville Cottage in Heart of Wine Country
Lovettville Vacation Rental | 1BR | 2BA | 2 Stories | 3 Steps Required
Lovettsville Cottage in Heart of Wine Country
10.0 out of 10, Exceptional, (28)
"Family reunion to get 3 sisters together. My Mother-in-Law is 90 and we drove to VA so she can visit with her 88 and 80 year old sisters. We did have an issue wtih the 2 statements below provided in an email on 9Sept2024, which is after the window for cancelation. The homeowner isn't just next door, they are adjoining, which isn't clear in the description. It is also not shown in the pictures. We expected quiet time for morning coffee outdoors, instead we were able to hear the homeowner on...
Lovettsville Cottage in Heart of Wine Country
Hunt Country cottage in Upperville!
Living area
Hunt Country cottage in Upperville!
9.8 out of 10, Exceptional, (10)
"Super cute place literally 5 minutes from the show grounds. "
Hunt Country cottage in Upperville!
Welcome to the “old town cottage”
Exterior
Welcome to the “old town cottage”
10.0 out of 10, Exceptional, (60)
"This is our second time staying at the Cottage. Another enjoyable family weekend in Warrenton. Chase is a very kind host!"
Welcome to the “old town cottage”
Historical cottage in the town of Paris
Exterior
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (36)
"If I could give 10 stars, I would! This cabin in Paris, VA was everything I was looking for and more. Clean, spacious, quiet, and comfortable. The arboretum up the road was also a nice treat to enjoy. I can't wait to come back for another stay. "
The price is AED 621
AED 1,115 total
includes taxes & fees
10 Nov - 11 Nov
Historical cottage in the town of Paris
Lake View Retreat - Cottage Near a Peaceful Lake!
This home is just a short walk to Lake Shannondale, and has wintertime views of the lake! Spend your mornings on the front porch, or take a leisurely stroll around the lake.
Lake View Retreat - Cottage Near a Peaceful Lake!
9.6 out of 10, Exceptional, (14)
"This property was a perfect place to stay for our group. While it was a little out of the way, it suited our needs, was clean, and very comfortable. The owners made quick communication with them easy. Definitely recommend!"
The price is AED 665
AED 1,672 total
includes taxes & fees
10 Nov - 11 Nov
Lake View Retreat - Cottage Near a Peaceful Lake!
Bear Chase Cottage
Living area
Bear Chase Cottage
10.0 out of 10, Exceptional, (30)
"Everything about the Cottage was amazing. Not sure when it was built/remodeled, but it seemed brand new! The size was perfect for a small friend group bday getaway. The location is ideal. Can’t wait to go back. "
Bear Chase Cottage
Cozy Virginia Vacation Rental w/ Seasonal Pool!
Nokesville Vacation Rental | 1BR | 2.5BA | Stairs Required | 800 Sq Ft
Cozy Virginia Vacation Rental w/ Seasonal Pool!
10.0 out of 10, Exceptional, (15)
"This is a wonderful property! Private, secluded area yet not to far from all the amenities that you need! The owners are great and you feel very welcomed at the start of your stay! Highly recommended for a couples retreat!!!"
Cozy Virginia Vacation Rental w/ Seasonal Pool!
Peaceful Lakefront Cottage with Mountain Views!
Enjoy a soak in the hot tub!
Peaceful Lakefront Cottage with Mountain Views!
10.0 out of 10, Exceptional, (21)
"Really enjoyed stay home was great "
The price is AED 826
AED 1,977 total
includes taxes & fees
5 Dec - 6 Dec
Peaceful Lakefront Cottage with Mountain Views!
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Exterior
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
10.0 out of 10, Exceptional, (13)
"The house was super cute and the location was perfect!"
The price is AED 1,098
AED 1,411 total
includes taxes & fees
11 Nov - 12 Nov
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Bear Mountain Cottage
Exterior
Bear Mountain Cottage
10.0 out of 10, Exceptional, (6)
"We were in town for a wedding, Bear Mountain Cottage felt like home! Everyone was super helpful to booking/recommendations of things to do! Bonus points for the cottage being super clean/updated and even better pet friendly! We hope to be back! "
Bear Mountain Cottage
Royal Heritage Home @ Historic Leesburg
Living area
Royal Heritage Home @ Historic Leesburg
9.8 out of 10, Exceptional, (23)
"Great location"
The price is AED 870
AED 1,863 total
includes taxes & fees
11 Nov - 12 Nov
Royal Heritage Home @ Historic Leesburg
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Exterior
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Powell's Studio
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
10.0 out of 10, Exceptional, (55)
"Lisa and Todd were very friendly and made staying at their cottage super easy. They have options for breakfast to be brought to your cottage, as well as chocolate fondue at night! We were able to bring our dog as well, that was a bonus. Many wineries and breweries around the location."
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Modern Country Cottage in Wine Country
Living area
Modern Country Cottage in Wine Country
8.8 out of 10, Excellent, (3)
"Our family was in the area for a wedding and chose this property because it had 3 bedrooms and bathrooms. It was quiet and comfortable. Basement area seems like it is a work in progress."
Modern Country Cottage in Wine Country
Weekend getaway short distance from DC/Northern Virginia
Weekend getaway short distance from DC/Northern Virginia
10.0 out of 10, Exceptional, (82)
"We just love this place! Heaven on Earth! Great location, great property, gracious hosts, a perhaps rental home for our needs!"
Weekend getaway short distance from DC/Northern Virginia
Country Elegance overlooking the Shenandoah River
Rear View of the River Snug
Country Elegance overlooking the Shenandoah River
10.0 out of 10, Exceptional, (97)
"What a treat to enjoy such a peaceful place in nature with deer and turkeys running around each day. The birds were also amazing. Then to enjoy such a great spot along the river with an open area, dock and places to sit was very special. The fire pit was great for the family and for our grandson to experience his first marshmallow roast. The cabin was well done -with nice furniture, comfy beds, and just very quaint. Everything was stocked well in the kitchen. The outside deck sitting area was...
Country Elegance overlooking the Shenandoah River
Charming 3-bedroom cottage in farm & wine country
Room
Charming 3-bedroom cottage in farm & wine country
2.0 star property
Charming 3-bedroom cottage in farm & wine country
18th Century Stone Cottage minutes from historic Middleburg
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (30)
"This cottage could not be more welcoming. The decor, cleanliness, and "farmhouse coziness" are unmatched. We lucked out because the trees surrounding the property were in full autumn mode, and it was absolutely gorgeous. We even brought our Rottweiler, and she loved playing catch in the spacious fields surrounding the property. If you have the need for a place to stay in this area, hurry up and book this cottage. I'll be honest in saying that I'm a very picky person, and this one checked...
The price is AED 1,010
AED 1,458 total
includes taxes & fees
10 Nov - 11 Nov
18th Century Stone Cottage minutes from historic Middleburg
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Property grounds
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (16)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
8.8 out of 10, Excellent, (5)
"the place is so cozy, has all the amenities that one would need, out in the country yet near the big city, quiet, and a lovely home. they thought of everything!"
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
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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Other property types in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (30)
"This cottage could not be more welcoming. The decor, cleanliness, and "farmhouse coziness" are unmatched. We lucked out because the trees surrounding the property were in full autumn mode, and it was absolutely gorgeous. We even brought our Rottweiler, and she loved playing catch in the spacious fields surrounding the property. If you have the need for a place to stay in this area, hurry up and book this cottage. I'll be honest in saying that I'm a very picky person, and this one checked...
The price is AED 1,010
AED 1,458 total
includes taxes & fees
10 Nov - 11 Nov
18th Century Stone Cottage minutes from historic Middleburg
Global Luxury Suites at Reston Town Center
Fireplace
Global Luxury Suites at Reston Town Center
3.5 star property
8.2 out of 10, Very Good, (116)
"Great stay! Property manager was easy to communicate with and allowed a late checkout and the unit was clean. Highly recommend "
The price is AED 648
AED 1,147 total
includes taxes & fees
21 Nov - 22 Nov
Global Luxury Suites at Reston Town Center
Breathtaking views with an indoor private pool, come escape with us
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us
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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