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 Upperville
Check in / Check out
Any week
Guests
Add guests
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
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Upperville
Over 1,000 homes in Upperville
Guest favourite
Guest favourite
Cabin in Upperville
Island cabin
1 bedroom
,
·
1 bed
,
·
1 private bathroom
12–17 Jul
12–17 Jul
$2,058 SGD
Show price breakdown
for 5 nights
$2,058 SGD for 5 nights
,
·
4.94 out of 5 average rating, 175 reviews
4.94 (175)
Top guest favourite
Guest favourite
Cottage in Upperville
Cozy Country Getaway in the Heart of Upperville
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Jul
20–25 Jul
$2,210 SGD
Show price breakdown
for 5 nights
$2,210 SGD for 5 nights
4.9 out of 5 average rating, 107 reviews
4.9 (107)
Guest favourite
Guest favourite
Home in Upperville
Upperville Hunt Country Cottage
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
4–9 Jul
4–9 Jul
$2,591 SGD
Show price breakdown
for 5 nights
$2,591 SGD for 5 nights
4.91 out of 5 average rating, 206 reviews
4.91 (206)
Guest favourite
Guest favourite
Home in Upperville
Reynard's Retreat in Upperville
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$3,117 SGD
Show price breakdown
for 5 nights
$3,117 SGD for 5 nights
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favourite
Guest favourite
Home in Upperville
Horse Country | Pool | MNT Views | Full Kitchen
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
6.5 bathrooms
6.5 bathrooms
9–14 Aug
9–14 Aug
$7,732 SGD
$6,290 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 17 reviews
4.88 (17)
Top guest favourite
Guest favourite
Flat in The Plains
Rose End
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$686 SGD
Show price breakdown
for 5 nights
$686 SGD for 5 nights
4.98 out of 5 average rating, 700 reviews
4.98 (700)
Top guest favourite
Guest favourite
Guest house in Round Hill
Private Carriage House
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,105 SGD
Show price breakdown
for 5 nights
$1,105 SGD for 5 nights
4.97 out of 5 average rating, 502 reviews
4.97 (502)
Top guest favourite
Guest favourite
Loft in Purcellville
Saddle Tree at Akeley Wood Farm
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,271 SGD
Show price breakdown
for 5 nights
$1,271 SGD for 5 nights
4.97 out of 5 average rating, 91 reviews
4.97 (91)
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
$2,004 SGD
Show price breakdown
for 5 nights
$2,004 SGD for 5 nights
5.0 out of 5 average rating, 130 reviews
5.0 (130)
Top guest favourite
Guest favourite
Cottage in Delaplane
Secluded Farm Cottage | 265 Acres of Peace &Nature
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$1,818 SGD
$1,497 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 85 reviews
5.0 (85)
Top guest favourite
Guest favourite
Cottage in Upperville
Green Acre - A Hunt Country Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
9–14 Jul
9–14 Jul
$2,911 SGD
Show price breakdown
for 5 nights
$2,911 SGD for 5 nights
4.94 out of 5 average rating, 36 reviews
4.94 (36)
Top guest favourite
Guest favourite
Home in Marshall
Middleburg/Upperville-Stunning,renovated cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
16–21 Jul
16–21 Jul
$3,002 SGD
Show price breakdown
for 5 nights
$3,002 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
Top guest favourite
Guest favourite
Cottage in Bluemont
The Cottage at Stonecroft
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,212 SGD
Show price breakdown
for 5 nights
$1,212 SGD for 5 nights
4.96 out of 5 average rating, 246 reviews
4.96 (246)
Top guest favourite
Guest favourite
Home in Middleburg
English Cottage/Main House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Jul
9–14 Jul
$2,157 SGD
Show price breakdown
for 5 nights
$2,157 SGD for 5 nights
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Home in Purcellville
WILD HARE COTTAGE king bed
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,138 SGD
Show price breakdown
for 5 nights
$1,138 SGD for 5 nights
4.97 out of 5 average rating, 208 reviews
4.97 (208)
Top guest favourite
Guest favourite
Home in The Plains
The Garden House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
6–11 Jul
6–11 Jul
$2,042 SGD
Show price breakdown
for 5 nights
$2,042 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Top guest favourite
Guest favourite
Guest house in Middleburg
Lovely spacious one-bedroom guest house
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
10–15 Jul
10–15 Jul
$2,401 SGD
Show price breakdown
for 5 nights
$2,401 SGD for 5 nights
5.0 out of 5 average rating, 110 reviews
5.0 (110)
Guest favourite
Guest favourite
Guest suite in Middleburg
Middleburg Sunset Private Guest Suite
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$1,700 SGD
Show price breakdown
for 5 nights
$1,700 SGD for 5 nights
4.9 out of 5 average rating, 20 reviews
4.9 (20)
Guest favourite
Guest favourite
Cottage in Bluemont
Snickers Gap Cottage
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$1,313 SGD
Show price breakdown
for 5 nights
$1,313 SGD for 5 nights
4.99 out of 5 average rating, 169 reviews
4.99 (169)
1
2
3
4
…
15
