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 Chepstow
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 Chepstow
Over 1,000 homes in Chepstow
Guest favourite
Guest favourite
Castle in Chepstow
Welsh Gatehouse: Historical Castle with EV Charger
1 bedroom
,
·
1 bed
,
·
1 private bathroom
16–21 Aug
16–21 Aug
$1,380 SGD
Show price breakdown
for 5 nights
$1,380 SGD for 5 nights
,
·
4.92 out of 5 average rating, 198 reviews
4.92 (198)
Top guest favourite
Guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,012 SGD
$893 SGD
Show price breakdown
for 5 nights
Free cancellation
4.88 out of 5 average rating, 533 reviews
4.88 (533)
Top guest favourite
Guest favourite
Room in Chepstow
Quiet room with double bed & private bathroom.
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$584 SGD
$520 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 175 reviews
4.98 (175)
Top guest favourite
Guest favourite
Home in Tutshill
A most unusual Manor House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$2,464 SGD
$2,135 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$926 SGD
Show price breakdown
for 5 nights
$926 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 128 reviews
4.98 (128)
Superhost
Superhost
Barn in Sedbury
Severn Estuary Lodge.
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$1,490 SGD
$1,157 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Tidenham
Country Farmhouse | Hamlet Views & Walks from Door
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–19 Jul
13–19 Jul
$3,484 SGD
Show price breakdown
for 6 nights
$3,484 SGD for 6 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Top guest favourite
Guest favourite
Home in Tidenham
Elegant Family-Friendly Retreat Stunning Views
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
30 Jul – 4 Aug
30 Jul – 4 Aug
$5,020 SGD
Show price breakdown
for 5 nights
$5,020 SGD for 5 nights
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Top guest favourite
Guest favourite
Room in Pwllmeyric
King size room in quiet village location
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$650 SGD
Show price breakdown
for 5 nights
$650 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
Bus in Llanvair-Discoed
The Bothy Bus
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$813 SGD
Show price breakdown
for 5 nights
$813 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Bed and breakfast in Monmouthshire
Double Ensuite with Shower at No.8 Accommodation
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$903 SGD
Show price breakdown
for 5 nights
$903 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Chepstow
Chepstow Apartment–Short Walk to Town&Free Parking
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$943 SGD
Show price breakdown
for 5 nights
$943 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Top guest favourite
Guest favourite
Home in Devauden
Large Countryside House with Hot Tub, sleeps 17.
7 bedrooms
7 bedrooms
,
·
12 beds
12 beds
,
·
3 bathrooms
3 bathrooms
5–10 Jul
5–10 Jul
$8,815 SGD
Show price breakdown
for 5 nights
$8,815 SGD for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Barn in Monmouthshire
Craigo Barn Nature Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,405 SGD
Show price breakdown
for 5 nights
$1,405 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Cottage in Brockweir
3 bedroom, peaceful, secluded, & large garden
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
10–15 Sept
10–15 Sept
$1,986 SGD
$1,726 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 280 reviews
4.99 (280)
Top guest favourite
Guest favourite
Home in Bream
Cosy Forest Retreat -Walks, Cycling, Quiet Escapes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,363 SGD
$1,184 SGD
Show price breakdown
for 5 nights
Free cancellation
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Top guest favourite
Guest favourite
Home in South Gloucestershire
Entire House . Self Catering . Almondsbury
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5 bathrooms
5 bathrooms
23–28 Sept
23–28 Sept
$3,478 SGD
$2,990 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 120 reviews
4.97 (120)
Top guest favourite
Guest favourite
Guest house in Parc-Seymour
Oak Lodge
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$1,044 SGD
$907 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Top guest favourite
Guest favourite
Dome in Milbury Heath
Lodge farm Woodland dome. Hot tub. luxury escape
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$3,274 SGD
$2,822 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 196 reviews
4.99 (196)
1
2
3
4
…
15