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
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 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
$1,377 SGD
Show price breakdown
for 5 nights
$1,377 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
$1,015 SGD
$892 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
$586 SGD
$519 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
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
$924 SGD
Show price breakdown
for 5 nights
$924 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 127 reviews
4.98 (127)
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
$941 SGD
Show price breakdown
for 5 nights
$941 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 38 reviews
5.0 (38)
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
$642 SGD
Show price breakdown
for 5 nights
$642 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
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
$1,498 SGD
$1,155 SGD
Show price breakdown
for 5 nights
Free cancellation
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
$2,457 SGD
$2,128 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Top guest favourite
Guest favourite
Apartment in Monmouthshire
Castle House Apartment 3 Georgian town house
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$1,303 SGD
$1,121 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 73 reviews
4.95 (73)
Top guest favourite
Guest favourite
Farm stay in South Gloucestershire
The Garden Room
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
6–11 Oct
6–11 Oct
$775 SGD
Show price breakdown
for 5 nights
$775 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 203 reviews
4.98 (203)
Top guest favourite
Guest favourite
Cottage in Saint Briavels
Wye Valley Escape. Romantic Loft on 40-Acre Estate
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$1,613 SGD
Show price breakdown
for 5 nights
$1,613 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 364 reviews
5.0 (364)
Guest favourite
Guest favourite
Home in Coed-y-paen
Forest Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$975 SGD
Show price breakdown
for 5 nights
$975 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 310 reviews
4.96 (310)
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
$902 SGD
Show price breakdown
for 5 nights
$902 SGD for 5 nights
Top guest favourite
Guest favourite
Farm stay in Chepstow
Sugar Loaf - @ Welsh Marches
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
1–6 Jul
1–6 Jul
$2,780 SGD
Show price breakdown
for 5 nights
$2,780 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 55 reviews
4.93 (55)
Top guest favourite
Guest favourite
Apartment in Alvington
Old Garden View - Countryside location
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,128 SGD
$922 SGD
Show price breakdown
for 5 nights
Free cancellation
4.94 out of 5 average rating, 94 reviews
4.94 (94)
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
$8,800 SGD
Show price breakdown
for 5 nights
$8,800 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Home in Parkend
Colliers Cottage at The Barracks, Forest of Dean
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,163 SGD
Show price breakdown
for 5 nights
$1,163 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 127 reviews
4.99 (127)
Top guest favourite
Guest favourite
Place to stay in Patchway
Cozy & Bright Room in a Friendly 2 Bedroom Home.
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$293 SGD
Show price breakdown
for 5 nights
$293 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Barn in Gloucestershire
The Studio Barn At Silverwood
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$983 SGD
Show price breakdown
for 5 nights
$983 SGD for 5 nights
4.97 out of 5 average rating, 76 reviews
4.97 (76)
1
2
3
4
…
15