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
Top guest favourite
Guest favourite
Townhouse in Chepstow
Chepstow Town. Welsh Cottage.
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
23–28 Aug
23–28 Aug
$1,023 SGD
$882 SGD
Show price breakdown
for 5 nights
,
·
4.94 out of 5 average rating, 299 reviews
4.94 (299)
Top guest favourite
Guest favourite
Cottage in Chepstow
Pineapple Cottage - Chepstow Town Centre (Wales)
4.88 out of 5 average rating, 537 reviews
4.88 (537)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,012 SGD
$903 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Place to stay in Tutshill
Spacious double room in good location.
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
23–28 Aug
23–28 Aug
$404 SGD
Show price breakdown
for 5 nights
$404 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Chepstow
Quiet room with double bed & private bathroom.
4.98 out of 5 average rating, 175 reviews
4.98 (175)
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$594 SGD
$525 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Monmouthshire
Self contained annexe with parking. In Chepstow.
4.97 out of 5 average rating, 390 reviews
4.97 (390)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$772 SGD
$672 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Apartment in Pwllmeyric
Apartment Pwllmeyric (Chepstow) with parking
4.98 out of 5 average rating, 130 reviews
4.98 (130)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$858 SGD
Show price breakdown
for 5 nights
$858 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Monmouthshire
Cromwell House, Central Chepstow
4.9 out of 5 average rating, 141 reviews
4.9 (141)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,053 SGD
Show price breakdown
for 5 nights
$1,053 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Room in Pwllmeyric
King size room in quiet village location
4.98 out of 5 average rating, 82 reviews
4.98 (82)
,
·
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
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Room in Tutshill
Freshfields
4.86 out of 5 average rating, 244 reviews
4.86 (244)
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$589 SGD
Show price breakdown
for 5 nights
$589 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Guest house in Monmouthshire
Self-contained Annexe, Chepstow
4.91 out of 5 average rating, 66 reviews
4.91 (66)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$629 SGD
Show price breakdown
for 5 nights
$629 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Monmouthshire
Castle House Apartment 3 Georgian town house
4.95 out of 5 average rating, 74 reviews
4.95 (74)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,295 SGD
$1,135 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Gloucestershire
Idyllic Country Retreat in the Forest of Dean
4.99 out of 5 average rating, 135 reviews
4.99 (135)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$947 SGD
$835 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Guest house in Monmouthshire
The coachouse.
4.96 out of 5 average rating, 170 reviews
4.96 (170)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Aug
15–20 Aug
$1,166 SGD
Show price breakdown
for 5 nights
$1,166 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Chepstow
Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly
4.92 out of 5 average rating, 174 reviews
4.92 (174)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Oct
22–27 Oct
$1,337 SGD
Show price breakdown
for 5 nights
$1,337 SGD for 5 nights
Barn in Monmouthshire
Craigo Barn Nature Retreat
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Aug
19–24 Aug
$1,363 SGD
Show price breakdown
for 5 nights
$1,363 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Tutshill
A most unusual Manor House
5.0 out of 5 average rating, 35 reviews
5.0 (35)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,444 SGD
$2,146 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Bed and breakfast in Monmouthshire
Double or Twin Private Bathroom at No.8
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$873 SGD
Show price breakdown
for 5 nights
$873 SGD for 5 nights
Top guest favourite
Guest favourite
Barn in Stroat
Luxury Barn | Stunning Panoramic Estuary Views
4.99 out of 5 average rating, 97 reviews
4.99 (97)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–31 Aug
24–31 Aug
$2,423 SGD
$2,077 SGD
Show price breakdown
for 7 nights
Free cancellation
Barn in Sedbury
Severn Estuary Lodge.
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,460 SGD
$1,256 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15