Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Chepstow
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
United Kingdom
United Kingdom
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
National parks
Countryside
Rooms
Farms
Vineyards
Lake
Cabins
Historical homes
Tiny homes
Barns
Amazing views
Bed & breakfasts
Amazing pools
Shepherd's huts
Trending
Camping
Play
Lakefront
Off the grid
New
Golfing
Design
Chef's kitchens
Beach
Yurts
Mansions
Grand pianos
Domes
Castles
Earth homes
Beachfront
Surfing
Filters
0
Show map
Search results; Over 1,000 places in Chepstow
Over 1,000 places in Chepstow
Guest favourite
Guest favourite
Apartment in Monmouthshire
Jackson's Cottage
2 beds
2 beds
Apr. 20 – 25
Apr. 20 – 25
$191 CAD
$171 CAD
night
$171 CAD per night, originally $191 CAD
·
$854 CAD total
$854 CAD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Apartment in Monmouthshire
Cromwell House, Central Chepstow
Apr. 19 – 24
Apr. 19 – 24
$199 CAD
night
$199 CAD per night
·
$996 CAD total
$996 CAD total
Show price breakdown
4.85 out of 5 average rating, 13 reviews
4.85 (13)
Guest favourite
Guest favourite
Apartment in Caldicot
Cosy apartment
2 beds
2 beds
Jul. 29 – Aug. 3
Jul. 29 – Aug. 3
$123 CAD
night
$123 CAD per night
·
$617 CAD total
$617 CAD total
Show price breakdown
4.95 out of 5 average rating, 329 reviews
4.95 (329)
Apartment in Woodcroft
Beautifully Renovated 3 Bed Apartment - Chepstow
Dec. 29 – Jan. 3
Dec. 29 – Jan. 3
$192 CAD
night
$192 CAD per night
·
$958 CAD total
$958 CAD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Apartment in Tidenham
Mediaeval Cellar in the Forest of Dean
4 beds
4 beds
Apr. 20 – 25
Apr. 20 – 25
$174 CAD
night
$174 CAD per night
·
$870 CAD total
$870 CAD total
Show price breakdown
Guest favourite
Guest favourite
Apartment in Gloucestershire
Idyllic Country Retreat in the Forest of Dean
1 king bed
1 king bed
May 22 – 27
May 22 – 27
$189 CAD
night
$189 CAD per night
·
$943 CAD total
$943 CAD total
Show price breakdown
5.0 out of 5 average rating, 107 reviews
5.0 (107)
Apartment in Gloucestershire
Sedbury Farm Cottages #1
4 beds
4 beds
Jul. 10 – 15
Jul. 10 – 15
$174 CAD
night
$174 CAD per night
·
$870 CAD total
$870 CAD total
Show price breakdown
4.53 out of 5 average rating, 121 reviews
4.53 (121)
Guest favourite
Guest favourite
Apartment in Saint Arvans
The Nursery Wing - Wyndcliffe Court
1 king bed
1 king bed
Apr. 24 – 29
Apr. 24 – 29
$197 CAD
night
$197 CAD per night
·
$986 CAD total
$986 CAD total
Show price breakdown
4.92 out of 5 average rating, 100 reviews
4.92 (100)
Guest favourite
Guest favourite
Apartment in South Gloucestershire
Unique Apartment in Olveston
3 beds
3 beds
Apr. 28 – May 3
Apr. 28 – May 3
$186 CAD
night
$186 CAD per night
·
$929 CAD total
$929 CAD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Apartment in Monmouthshire
Usk Self Contained Flat in Usk centre & Breakfast
1 double bed
1 double bed
May 9 – 14
May 9 – 14
$159 CAD
night
$159 CAD per night
·
$795 CAD total
$795 CAD total
Show price breakdown
4.92 out of 5 average rating, 179 reviews
4.92 (179)
Guest favourite
Guest favourite
Apartment in Cwmbran
Cosy Cwmbrân Annex
2 beds
2 beds
Apr. 28 – May 3
Apr. 28 – May 3
$99 CAD
night
$99 CAD per night
·
$496 CAD total
$496 CAD total
Show price breakdown
4.92 out of 5 average rating, 197 reviews
4.92 (197)
Guest favourite
Guest favourite
Apartment in Alveston
The Milking Shed
Jun. 1 – 6
Jun. 1 – 6
$109 CAD
night
$109 CAD per night
·
$547 CAD total
$547 CAD total
Show price breakdown
4.91 out of 5 average rating, 45 reviews
4.91 (45)
Guest favourite
Guest favourite
Apartment in Monmouthshire
The Georgian apartment.
1 bed
1 bed
Apr. 21 – 26
Apr. 21 – 26
$186 CAD
night
$186 CAD per night
·
$928 CAD total
$928 CAD total
Show price breakdown
4.9 out of 5 average rating, 29 reviews
4.9 (29)
Guest favourite
Guest favourite
Apartment in Sling
Highclere Studio set in the Forest of Dean
2 beds
2 beds
Apr. 22 – 27
Apr. 22 – 27
$137 CAD
night
$137 CAD per night
·
$684 CAD total
$684 CAD total
Show price breakdown
4.99 out of 5 average rating, 214 reviews
4.99 (214)
Guest favourite
Guest favourite
Apartment in Bradley Stoke
Bristol Ground Floor Apartment
May 1 – 6
May 1 – 6
$117 CAD
night
$117 CAD per night
·
$587 CAD total
$587 CAD total
Show price breakdown
4.96 out of 5 average rating, 28 reviews
4.96 (28)
Guest favourite
Guest favourite
Apartment in Wickwar
Granary Cottages - Oat Cottage
1 double bed
1 double bed
Apr. 20 – 25
Apr. 20 – 25
$110 CAD
night
$110 CAD per night
·
$548 CAD total
$548 CAD total
Show price breakdown
4.94 out of 5 average rating, 101 reviews
4.94 (101)
Guest favourite
Guest favourite
Apartment in Easton
Stylish Ground Floor Studio, Free Street Parking
1 bed
1 bed
May 13 – 18
May 13 – 18
$97 CAD
night
$97 CAD per night
·
$485 CAD total
$485 CAD total
Show price breakdown
4.93 out of 5 average rating, 80 reviews
4.93 (80)
Guest favourite
Guest favourite
Apartment in Monmouthshire
Stylish Space In Abergavenny with Mountain Views
1 double bed
1 double bed
Jun. 9 – 14
Jun. 9 – 14
$166 CAD
night
$166 CAD per night
·
$831 CAD total
$831 CAD total
Show price breakdown
4.97 out of 5 average rating, 386 reviews
4.97 (386)
1
2
3
4
…
15