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
$1,376 SGD
Show price breakdown
for 5 nights
$1,376 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
$1,013 SGD
$891 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
$585 SGD
$518 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
$923 SGD
Show price breakdown
for 5 nights
$923 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 128 reviews
4.98 (128)
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
$2,452 SGD
$2,129 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 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
$940 SGD
Show price breakdown
for 5 nights
$940 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
$645 SGD
Show price breakdown
for 5 nights
$645 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
$1,496 SGD
$1,154 SGD
Show price breakdown
for 5 nights
Free cancellation
Bus in Llanvair-Discoed
The Bothy Bus
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$807 SGD
Show price breakdown
for 5 nights
$807 SGD for 5 nights
Free cancellation
New place to stay
New
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
$1,301 SGD
$1,120 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 73 reviews
4.95 (73)
Guest favourite
Guest favourite
Room in Bristol
Double & Sofabed on the Severn estuary
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Jul
2–7 Jul
$645 SGD
$564 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 108 reviews
4.91 (108)
Top guest favourite
Guest favourite
Home in Wotton-under-Edge
Court Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Aug
14–19 Aug
$1,085 SGD
Show price breakdown
for 5 nights
$1,085 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest house in Bristol
The Sprig
1 bedroom
1 bedroom
,
·
2 double beds
2 double beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$630 SGD
$571 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Barn in Olveston
Barn Conversion in Olveston
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
22–27 Jul
22–27 Jul
$764 SGD
Show price breakdown
for 5 nights
$764 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Top guest favourite
Guest favourite
Flat in Sling
Highclere Studio set in the Forest of Dean
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$710 SGD
Show price breakdown
for 5 nights
$710 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 293 reviews
4.99 (293)
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
$1,695 SGD
Show price breakdown
for 5 nights
$1,695 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 364 reviews
5.0 (364)
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
$901 SGD
Show price breakdown
for 5 nights
$901 SGD for 5 nights
Top guest favourite
Guest favourite
Cottage in Tockington
Olli's Cottage-Terrace & Jacuzzi
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$1,417 SGD
Show price breakdown
for 5 nights
$1,417 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 190 reviews
4.97 (190)
Top guest favourite
Guest favourite
Barn in Oldbury-on-Severn
Swift Barn
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$932 SGD
Show price breakdown
for 5 nights
$932 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 63 reviews
4.95 (63)
1
2
3
4
…
15