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Search results; Over 1,000 places in Middleburg

Guest favourite
Home in Middleburg
Littlefield Cottage
Individual Host
21–26 Apr
5.0 out of 5 average rating, 139 reviews
Guest favourite
Home in Middleburg
Historic Middleburg Equestrian Estate
Individual Host
21–26 Apr
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Middleburg
super cosy cottage with high speed internet
Individual Host
9–14 May
4.86 out of 5 average rating, 249 reviews
Home in Leesburg
Chalet at Stone Tower Winery
5 beds
6–11 Aug
Guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
Individual Host
29 Apr – 4 May
4.97 out of 5 average rating, 148 reviews
Superhost
Home in Middleburg
Luxury Middleburg Home with 4 Bedrooms 2 Baths
Professional Host
21–26 Apr
4.94 out of 5 average rating, 118 reviews
Superhost
Home in Middleburg
The Coach Stop at White Hall
4 queen beds
29 Apr – 4 May
4.94 out of 5 average rating, 132 reviews
Guest favourite
Home in Middleburg
Salamander/Downtown Middleburg.
2 beds
5–10 May
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Middleburg
Elegant Middleburg Manor with 3 Bedrooms 2 Baths
Professional Host
21–26 Apr
4.92 out of 5 average rating, 88 reviews
Guest favourite
Home in Middleburg
The Old Post Office
2 beds
13–18 May
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Middleburg
Stone Cottage, Comfort, Peace and Nature.
4 beds
29 Apr – 4 May
4.95 out of 5 average rating, 41 reviews
Guest favourite
Home in Upperville
Peaceful Country Retreat
Individual Host
3–8 May
4.95 out of 5 average rating, 41 reviews
Guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
Individual Host
22–27 Apr
4.99 out of 5 average rating, 86 reviews
Superhost
Home in Middleburg
Pristine Middleburg Home with 2 Bedrooms 1 Bath
Professional Host
11–16 May
5.0 out of 5 average rating, 57 reviews
Guest favourite
Home in Middleburg
Countryside cottage quiet setting in Middleburg
3 beds
17–22 Jun
5.0 out of 5 average rating, 53 reviews
Guest favourite
Home in Middleburg
Charming Guest House & Beautiful Farm Views
Professional Host
26 Apr – 1 May
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Round Hill
Historic Farmhouse, Fully Renovated in Fall 2023
4 beds
21–26 Apr
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Middleburg
Historic country retreat, a piece of quiet heaven.
2 queen beds
26 Apr – 1 May
5.0 out of 5 average rating, 40 reviews