We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
ZAR
Sign in
Inbox
See all
Sign in
to get trip updates and message other travellers.
Chepstow
Chepstow Tourism
Chepstow Hotels
Bed and Breakfast Chepstow
Chepstow Holiday Rentals
Flights to Chepstow
Chepstow Restaurants
Chepstow Attractions
Chepstow Travel Forum
Chepstow Photos
Chepstow Map
Chepstow Guide
Hotels
All Chepstow Hotels
Chepstow Hotel Deals
Last Minute Hotels in Chepstow
By Hotel Type
By Hotel Class
Popular Amenities
Popular Chepstow Categories
Near Airports
Chepstow Hostels
Chepstow Campsites
Business Hotels Chepstow
Family Hotels Chepstow
Spa Hotels in Chepstow
Romantic Hotels in Chepstow
5-stars Hotels in Chepstow
4-stars Hotels in Chepstow
3-stars Hotels in Chepstow
Chepstow Hotels with a Pool
Chepstow Pet Friendly Campsites
Hotels with Hot Tubs in Chepstow
Chepstow Non-Smoking Hotels
Chepstow Hotels with Concierge
Chepstow Hotels with Banquet Hall
Chepstow Exotic Hotels
Chepstow Hotels with Sauna
Chepstow Hot Tub Suite Hotels
Hotels near (CWL) Cardiff-Wales Airport
Hotels near (BRS) Bristol Airport
Things to Do
Restaurants
Flights
Holiday Homes
Places of Interest
Airports
Holiday Rentals near Thornbury Castle
Holiday Rentals near Caldicot Castle
Holiday Rentals near Tintern Abbey
Holiday Rentals near Old Down Country Park & Weddings
Holiday Rentals near Chepstow Museum
Holiday Rentals near Chepstow Racecourse
Holiday Rentals near Bristol Airport
Holiday Rentals near Gloucestershire Airport
Travel Stories
Cruises
Car Hire
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories
Chepstow, Wales Apartments & Rentals
Holiday Rentals
Europe
United Kingdom (UK)
Wales
South Wales
Monmouthshire
Chepstow, Wales Apartments & Rentals
Search
List your property
Owner log in
Holiday Homes in
Chepstow
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (23)
Other outdoor space (12)
Fireplace (10)
Parking (10)
Show all
Suitability
Kid friendly (16)
Pet friendly (12)
Elder access (4)
Wheelchair access (0)
Show more
Property type
Holiday Rental House (24)
Cabin Holiday Rental (1)
Condominium/Apartment (0)
Private Room (0)
Show more
Distinctive Features
Boat Available (2)
Housekeeping Included (1)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 km
Chepstow Castle
Cute Farm Experience
Chepstow Museum
Offa's Dyke Path
Amazing Alpacas
Show all
25 rentals
in Chepstow.
If you have ever fancied staying in an old Manor House you will love it here
1 review
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Oakgrove Cottage
33 reviews
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
The Welsh Gatehouse - Like living in your very own castle
85 reviews
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Wonderful Georgian Manor House sleep 28 in Chepstow with Games Room
Holiday Rental House
View on map
7 bedrooms
4 bathrooms
Sleeps 28
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Chepstow Home
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
THE HONEY POT, romantic, with hot tub in Chepstow
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Double or Twin Private Bathroom at No.8 Accommodation
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Dog friendly Dolly's Barn Barn with stunning views & green credentials
30 reviews
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
BOTTOM LODGE, pet friendly, with open fire in Penhow
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
CARADOC, family friendly, with open fire in Chepstow
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wallhope Retreat - Chepstow, spectacular views
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
TOP LODGE, pet friendly, character holiday cottage in Penhow
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming Chepstow Home
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Luxury Retreat: Dorlands House, Sleeps 16 - Hot Tub included in a Scenic Setting
Holiday Rental House
View on map
7 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Coachmans Cottage
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Pet friendly 'Home from Home in the Wye Valley Wales
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wallhope Retreat - On a working dairy farm, this breathtaking retreat is a roman
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Clock Cottage - Luxury 2 bed Holiday Let
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Bottom Lodge, Penhow
Cabin Holiday Rental
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Top Lodge, Penhow
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Pet friendly Clares Holiday Cottage with stunning views & green credentials
64 reviews
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Pet friendly cosy barn with stunning views
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Caradoc, Chepstow
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Open plan cottage on the grounds of Mathern Palace; 2 bed, 1 bath, smart TV
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Welsh Gatehouse: Luxury 13th Century Medieval Historic Home
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
Showing results 1-25 of 25
Frequently Asked Questions about Chepstow
Do any holiday rentals in Chepstow have a pool?
Yes, here are some popular holiday rentals in Chepstow that have a pool:
If you have ever fancied staying in an old Manor House you will love it here
Oakgrove Cottage
The Welsh Gatehouse - Like living in your very own castle
See all holiday rentals with a pool in Chepstow on Tripadvisor
Do any holiday rentals in Chepstow have internet access?
Yes, here are some popular holiday rentals in Chepstow that have internet access:
If you have ever fancied staying in an old Manor House you will love it here
Oakgrove Cottage
The Welsh Gatehouse - Like living in your very own castle
See all holiday rentals in Chepstow on Tripadvisor
What are the best pet friendly rentals in Chepstow?
The best pet friendly rentals in Chepstow are:
If you have ever fancied staying in an old Manor House you will love it here
Charming Chepstow Home
Dolly's Barn with stunning views and green credentials
See all pet friendly holiday rentals in Chepstow on Tripadvisor
What are some great rentals in Chepstow that are kid friendly?
Some of the most popular kid friendly rentals in Chepstow are:
If you have ever fancied staying in an old Manor House you will love it here
Wonderful Georgian Manor House sleep 28 in Chepstow with Games Room
Charming Chepstow Home
See all kid friendly holiday rentals in Chepstow on Tripadvisor