Skip to content
Sign up
Log in
Vacation rentals in Chepstow

Vacation rentals in Chepstow

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chepstow

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Carpenters Cottage - Central Chepstow with parking
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1 bath
    Carpenters Cottage - Central Chepstow with parking

    Carpenters Cottage is a quaint cosy one bedroom cottage at the bottom of Chepstow Town. It’s 2 minutes walk to the castle, town centre or the pubs on the river wye. The cottage is fully equipped with all your necessities for a wonderful home from home stay. Recently completely refurbished to a high standard it offers comfort, style and privacy with a 4* luxury finish. We hope you enjoy your stay and want to come again.

    What guests are saying:

    “Charlotte was a wonderful host and Carpenters cottage was handy for everything, a really convenient location. Such a pretty little home, the thoughtful touches made it extra special! Welsh cakes, coffee, tea and milk were all available. Loved the colour scheme of grey and mustard yellow furnishings throughout, the comfy bed and great shower. Easy access with key code and good parking in Hollins close (named after our ancestors!) We would highly recommend Charlottes place to other guests, Thank you!”

  • 8B Cottage in central Chepstow
    SUPERHOSTEntire cottage · 4 guests · 4 beds · 1 bath
    8B Cottage in central Chepstow

    Modernised cottage located in central Chepsow - Many local attractions, excellent restaurants, pubs, walking & bike routes around the Wye Valley Go to the link for places to eat https://www.tripadvisor.co.uk/Restaurants-g190753-Chepstow_Monmouthshire_South_Wales_Wales.html

    What guests are saying:

    “My two contractors stayed in Roberts home for the second time and it was great. Its got everything you need to make you feel at home whilst working away. It clean and modern too. I couldn't thank Robert enough for going above and beyond to ensure my contractors had the best stay possible. Would recommend to anyone staying in the area. Thanks again”

  • Self-contained double room
    SUPERHOSTPrivate room · 2 guests · 1 bed · 1 private bath
    Self-contained double room

    Self-contained bright double bedroom with shower room. Access to the space is through a workshop/boot room perfect for storing bikes, diving equipment, paddle boards, golf clubs etc. We are located just off the Offa’s Dyke Path and a 5 minute drive to the National Diving Centre with the Forest of Dean and the Wye Valley in the surrounding area. Chepstow’s historic town centre and train station is a 15-20 minute walk away.

    What guests are saying:

    “Sava’s place was a perfect stop off before we started our walk on Offas Dyke. Perfectly clean and tidy, comfy bed and all the amenities you could need. We had even been left some toast/jam and marmalade for our breakfast. Couldn’t fault it if we tried. Check in was easy and Sava was quick to respond to any messages. Thoroughly recommend!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Chepstow vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Vacation rentals under $153 CAD

The average cost for a stay in Chepstow is $191 CAD/night.

Carpenters Cottage - Central Chepstow with parking
SUPERHOSTEntire cottage
Carpenters Cottage - Central Chepstow with parking
Price:$100 CAD/night
8B Cottage in central Chepstow
SUPERHOSTEntire cottage
8B Cottage in central Chepstow
Price:$118 CAD/night
Quiet room with private bath in town centre
SUPERHOSTPrivate room
Quiet room with private bath in town centre
Price:$51 CAD/night
Self-contained double room
SUPERHOSTPrivate room
Self-contained double room
Price:$68 CAD/night
Chepstow Retreat
SUPERHOSTPrivate room
Chepstow Retreat
Price:$68 CAD/night
Pineapple Cottage - Chepstow Town Centre
SUPERHOSTEntire cottage
Pineapple Cottage - Chepstow Town Centre
Price:$85 CAD/night
Apartment nr Tidenham, Chepstow. By Farm Shop
Entire apartment
Apartment nr Tidenham, Chepstow. By Farm Shop
Price:$59 CAD/night
Brand new Garden Room cabin with ensuite bathroom
Private room
Brand new Garden Room cabin with ensuite bathroom
Price:$32 CAD/night
Willow Annexe in heart of forest
Entire apartment
Willow Annexe in heart of forest
Price:$61 CAD/night
Charming Open-plan Studio In Monmouthshire Village
Entire guest suite
Charming Open-plan Studio In Monmouthshire Village
Price:$102 CAD/night
Studio Apartment Marina Great Location Portishead
SUPERHOSTEntire apartment
Studio Apartment Marina Great Location Portishead
Price:$69 CAD/night
Cosy room in Townhouse
SUPERHOSTPrivate room
Cosy room in Townhouse
Price:$37 CAD/night
Show more stays