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
Cottage in Chepstow
Country Cottage 25% Weekly Discount, Covered Patio
3 bedrooms
,
·
8 beds
,
·
1.5 shared bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,766 SGD
Show price breakdown
for 5 nights
$1,766 SGD for 5 nights
,
·
4.91 out of 5 average rating, 116 reviews
4.91 (116)
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
$893 SGD
Show price breakdown
for 5 nights
Pay $0 today
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
1–6 Jul
1–6 Jul
$520 SGD
Show price breakdown
for 5 nights
$520 SGD for 5 nights
Pay $0 today
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
18–23 Jul
18–23 Jul
$763 SGD
Show price breakdown
for 5 nights
$763 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 127 reviews
4.98 (127)
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
$2,451 SGD
$2,124 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 31 reviews
5.0 (31)
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
2–7 Jul
2–7 Jul
$1,069 SGD
$933 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Bed and breakfast in Monmouthshire
Stonerock Lodge
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
1–6 Jul
1–6 Jul
$779 SGD
Show price breakdown
for 5 nights
$779 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Barn in Sedbury
Severn Estuary Lodge.
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
16–21 Jul
16–21 Jul
$1,072 SGD
Show price breakdown
for 5 nights
$1,072 SGD for 5 nights
Pay $0 today
Free cancellation
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
$643 SGD
Show price breakdown
for 5 nights
$643 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
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
$1,302 SGD
$1,123 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 73 reviews
4.95 (73)
Top guest favourite
Guest favourite
Home in Woolaston
Charming, historic farm cottage in the Wye Valley
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$1,356 SGD
Show price breakdown
for 5 nights
$1,356 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
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
$758 SGD
Show price breakdown
for 5 nights
$758 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 37 reviews
4.95 (37)
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
12–17 Jul
12–17 Jul
$1,483 SGD
$1,286 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Top guest favourite
Guest favourite
Guest house in Parc-Seymour
Oak Lodge
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,036 SGD
$868 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Guest house in Whitfield
Scenic 2 Bed Lodge with hot tub and indoor pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,065 SGD
Show price breakdown
for 5 nights
$2,065 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 222 reviews
4.97 (222)
Guest favourite
Guest favourite
Cottage in Tidenham
Court Park Barn
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
6–13 Nov
6–13 Nov
$1,221 SGD
Show price breakdown
for 7 nights
$1,221 SGD for 7 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$712 SGD
Show price breakdown
for 5 nights
$712 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 292 reviews
4.99 (292)
Guest favourite
Guest favourite
Room in Bristol
Bright & airy double room with kitchen & shower.
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$407 SGD
Show price breakdown
for 5 nights
$407 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 96 reviews
4.92 (96)
Top guest favourite
Guest favourite
Home in Bristol
Newly Built Garden House with Secure Access
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$1,269 SGD
Show price breakdown
for 5 nights
$1,269 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 10 reviews
4.9 (10)
1
2
3
4
…
15