Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Middleburg
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
Show map
Search results; Over 1,000 homes in Middleburg
Over 1,000 homes in Middleburg
Top guest favourite
Guest favourite
Cottage in Middleburg
English Cottage
1 bedroom
,
·
2 beds
,
·
1 private bathroom
5–10 Jul
5–10 Jul
$1,351 SGD
Show price breakdown
for 5 nights
$1,351 SGD for 5 nights
,
·
4.93 out of 5 average rating, 151 reviews
4.93 (151)
Top guest favourite
Guest favourite
Barn in Middleburg
The Hayloft
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$5,017 SGD
Show price breakdown
for 5 nights
$5,017 SGD for 5 nights
5.0 out of 5 average rating, 72 reviews
5.0 (72)
Top guest favourite
Guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$2,351 SGD
Show price breakdown
for 5 nights
$2,351 SGD for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Guest house in Middleburg
18th Century Middleburg Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Jul
24–29 Jul
$2,006 SGD
Show price breakdown
for 5 nights
$2,006 SGD for 5 nights
5.0 out of 5 average rating, 130 reviews
5.0 (130)
Top guest favourite
Guest favourite
Home in Middleburg
Modern Home on Middleburg Equestrian Farm
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Jul
11–16 Jul
$2,909 SGD
Show price breakdown
for 5 nights
$2,909 SGD for 5 nights
4.97 out of 5 average rating, 212 reviews
4.97 (212)
Guest favourite
Guest favourite
Cottage in Middleburg
Waterfront Cottage at Goose Creek
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Aug
4–9 Aug
$2,054 SGD
Show price breakdown
for 5 nights
$2,054 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 230 reviews
4.94 (230)
Guest favourite
Guest favourite
Guest house in Middleburg
Fox Hill Barn Guest Cottage Retreat
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$2,199 SGD
$1,966 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 97 reviews
4.96 (97)
Top guest favourite
Guest favourite
Farm stay in Middleburg
The Blacksmith Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,461 SGD
Show price breakdown
for 5 nights
$1,461 SGD for 5 nights
4.96 out of 5 average rating, 123 reviews
4.96 (123)
Guest favourite
Guest favourite
Home in Middleburg
Grand 9BR Manor Ideal for Weddings & Gatherings
9 bedrooms
9 bedrooms
,
·
9 beds
9 beds
,
·
5.5 bathrooms
5.5 bathrooms
5–10 Jul
5–10 Jul
$10,704 SGD
$8,695 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Farm stay in Purcellville
Country Cottage on 1700’s Quaker Farm
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$1,748 SGD
Show price breakdown
for 5 nights
$1,748 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 171 reviews
4.98 (171)
Top guest favourite
Guest favourite
Flat in Middleburg
Middleburg Carriage House Flat Coachman’s Quarters
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,858 SGD
$2,545 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Guest favourite
Guest favourite
Home in Middleburg
Salamander/Downtown Middleburg.
3 bedrooms
3 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Jul
1–6 Jul
$6,616 SGD
Show price breakdown
for 5 nights
$6,616 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Home in Middleburg
Hunt Country Haven near downtown Middleburg
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$6,739 SGD
Show price breakdown
for 5 nights
$6,739 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Farm stay in Middleburg
Retreat to horse country!
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
5–10 Jul
5–10 Jul
$1,740 SGD
Show price breakdown
for 5 nights
$1,740 SGD for 5 nights
4.97 out of 5 average rating, 94 reviews
4.97 (94)
Top guest favourite
Guest favourite
Home in Middleburg
Historic Middleburg Equestrian Estate
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5 bathrooms
5 bathrooms
19–24 Jul
19–24 Jul
$10,182 SGD
Show price breakdown
for 5 nights
$10,182 SGD for 5 nights
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Top guest favourite
Guest favourite
Flat in Middleburg
Middleburg Carriage House Studio - The Loft
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$1,977 SGD
Show price breakdown
for 5 nights
$1,977 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Cottage in Bluemont
Middleburg/Upperville Country Retreat on Farm
2 bedrooms
2 bedrooms
,
·
2 single beds
2 single beds
,
·
2.5 bathrooms
2.5 bathrooms
7–12 Jul
7–12 Jul
$1,731 SGD
Show price breakdown
for 5 nights
$1,731 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Barn in Middleburg
The Studio
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$3,065 SGD
Show price breakdown
for 5 nights
$3,065 SGD for 5 nights
4.98 out of 5 average rating, 106 reviews
4.98 (106)
Top guest favourite
Guest favourite
Home in Middleburg
Littlefield Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,709 SGD
Show price breakdown
for 5 nights
$2,709 SGD for 5 nights
4.99 out of 5 average rating, 213 reviews
4.99 (213)
1
2
3
4
…
15
