Chepstow holiday homes

We found 343 holiday rentals — enter your dates for availability
Select from 13 homes, 33 cottages and other holiday rentals in Chepstow to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Explore the riverfront setting in Chepstow

The area's history and cathedral are just some of the reasons to come on holiday to Chepstow. Travellers especially like the golfing, spas and bars in this welcoming and relaxing city. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Chepstow

Are you searching for attractions to see in the area? Venture out of your holiday home and experience everything that Chepstow has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Pierre Country Club (2.4 mi / 3.9 km)
  • The Wave (7.3 mi / 11.7 km)
  • Bristol Zoo Project (8 mi / 12.9 km)
  • Puzzlewood (9.8 mi / 15.8 km)
  • Celtic Manor Resort Golf Club (11.4 mi / 18.4 km)
  • Noah's Ark Zoo Farm (13.3 mi / 21.3 km)

Exploring the natural landscape of Chepstow

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Chepstow is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Wye Valley (7.9 mi / 12.8 km)
  • Aztec West Business Park (8.1 mi / 13.1 km)
  • Clearwell Caves (9.3 mi / 14.9 km)
  • Puzzlewood (9.8 mi / 15.8 km)
  • Clifton Down (12.3 mi / 19.7 km)
  • Slimbridge Wildfowl and Wetlands Centre (13.5 mi / 21.7 km)

Travelling to and around Chepstow

The nearest airport is in Bristol International Airport (BRS), located 17.8 mi (28.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Cardiff International Airport (CWL), which is 33.2 mi (53.4 km) away.

If you prefer train travel, you can make your way to Chepstow Station.

Frequently asked questions

What is the best area to stay in Chepstow when booking a holiday rental?
When considering a holiday rental in Chepstow, a popular area to stay is near the town centre. This vibrant locality offers a charming blend of historic architecture and modern conveniences. Staying here places you within walking distance of top attractions such as the impressive Chepstow Castle, which dates back to the 11th century, and the scenic Wye Valley, known for its stunning landscapes and outdoor activities.The town centre is home to a variety of properties, ranging from quaint cottages to more contemporary apartments, ensuring there is something to suit every taste and budget. Additionally, being centrally located means you can easily explore the local shops, cafes, and restaurants, enhancing your overall experience in this picturesque area.Another lovely option is to consider properties in the vicinity of the River Wye, where you can enjoy beautiful views and easy access to riverside walks. This area is great for those looking to immerse themselves in nature while still being close to the town's amenities and attractions.
What is the most popular type of holiday rental accomodation in Chepstow?
In Chepstow, cottages are the most popular holiday rental option, with around 87 available throughout the charming town. These cottages typically feature traditional Welsh architecture and provide a cosy atmosphere, complete with fully equipped kitchens, comfortable living areas, and often a garden or outdoor space for enjoying the picturesque surroundings.For those seeking additional space, there are about 18 holiday houses that cater to larger groups or families, offering multiple bedrooms and more extensive amenities. There are also several apartments and villas available, which provide modern comforts and convenient access to local attractions such as Chepstow Castle and the scenic Wye Valley.
Are there any family house rentals in Chepstow?
In Chepstow, there are numerous family-friendly house rentals available, with around 18 options to choose from. This charming town, situated near the beautiful Wye Valley, offers a fantastic base for families looking to explore the area. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh air.Visitors will appreciate the proximity to local attractions such as Chepstow Castle, a historic site that provides insight into the area's rich heritage, and the scenic walking trails along the River Wye, superb for family outings. Additionally, the nearby Forest of Dean offers a wealth of outdoor activities, including cycling and hiking opportunities.
Can I rent a holiday home with a pool or hot tub in Chepstow?
In Chepstow, there are several holiday homes available for rent that feature pools or hot tubs, making it a great destination for those seeking relaxation and leisure. This charming town, located near the scenic Wye Valley, offers properties with a range of amenities. Many of these rentals come equipped with private swimming pools, inviting hot tubs, and outdoor spaces great for enjoying the beautiful Welsh countryside.Travellers can also expect fully equipped kitchens, spacious living areas, and comfortable bedrooms, suiting families or groups looking for a home away from home.
Are there pet-friendly house rentals in Chepstow?
In Chepstow, there are numerous pet-friendly house rentals available, offering a range of options for travellers seeking a comfortable stay. Many of these properties come equipped with amenities such as fully furnished kitchens, spacious living areas, and private gardens, great for those travelling with pets.The town itself is rich in history and boasts easy access to beautiful outdoor spaces. Nearby, the Wye Valley Area of Outstanding Natural Beauty provides stunning landscapes and numerous walking trails where pets are welcome, making it an ideal location for nature lovers. Additionally, Chepstow is close to the scenic Chepstow Castle, offering a fascinating glimpse into the region's heritage. See all pet-friendly rentals in Chepstow.
Are there any remote work holiday rentals in Chepstow?
In Chepstow, Wales, there are numerous options for remote work holiday rentals, with around 114 available throughout the area. This charming town, known for its historic castle and scenic location along the River Wye, provides a great backdrop for work and leisure. Many of the properties feature essential amenities such as reliable Wi-Fi, allowing for seamless connectivity during your stay.Travellers can expect a variety of accommodations, from cosy apartments in the town centre to larger houses with dedicated workspaces. Many rentals also offer comfortable living areas, fully equipped kitchens for self-catering, and some may even provide outdoor spaces for a refreshing break during the workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Chepstow?
In Chepstow, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties are pet-friendly, accommodating both pets and service animals, making it a great choice for those travelling with furry companions. Onsite parking is also a common feature, providing convenient access for visitors arriving by car. Additionally, several rentals include a fireplace, which adds a cosy touch for those chilly evenings.
When is the best time to visit Chepstow for a holiday rental?
The peak travel season in Chepstow is during the summer months, particularly from July to September. This vibrant period attracts families and outdoor enthusiasts keen to explore the scenic beauty of the Wye Valley and partake in various activities, including hiking and kayaking. The charming town comes alive with visitors enjoying its rich history, quaint streets, and the stunning Chepstow Castle, all while basking in the warmth of the British summer.July stands out as the most popular month for travel to Chepstow, offering pleasant temperatures averaging between 15 to 25 degrees Celsius. This comfortable climate encourages outdoor adventures and leisurely strolls along the River Wye, where you can soak in the picturesque surroundings and perhaps spot some local wildlife. Festivals and events also abound in this season, providing a fantastic opportunity to engage with the local culture.For those seeking a more budget-friendly option, November is an excellent choice. The town experiences fewer tourists during this low season, allowing for a more peaceful experience while exploring Chepstow's attractions. This time of year also offers a unique charm, with autumnal hues painting the landscape, superb for scenic walks and enjoying the local cuisine in a quieter atmosphere.Ultimately, the best time to visit Chepstow for a holiday rental hinges on your preferences—whether you wish to revel in the lively summer atmosphere or enjoy the serene beauty of autumn.
What are the top attractions in Chepstow?
In Chepstow, visitors can explore a variety of attractions that highlight the town's rich history and beautiful surroundings. A prominent feature is Chepstow Castle, one of the oldest surviving stone castles in Britain, which offers stunning views of the River Wye and an insight into medieval architecture. The nearby Chepstow Bridge, a historic structure that spans the river, is also worth a visit for its impressive design and scenic views.The town's location makes it a gateway to the Wye Valley Area of Outstanding Natural Beauty, ideal for those who enjoy outdoor activities like hiking and cycling along the picturesque riverbanks. Just a short distance away is the Tintern Abbey, a stunning ruin that dates back to the 12th century, set against a backdrop of lush greenery.For those interested in local culture, Chepstow hosts various markets and events throughout the year, providing a taste of Welsh traditions and community spirit. The town centre features quaint shops, cafes, and restaurants, making it a superb spot to relax after a day of exploration.
Are all fees included in the Chepstow holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Chepstow holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Chepstow with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Chepstow holiday homes?
You can find great discounts on holiday homes in Chepstow on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Chepstow holiday home booking on Bookabach?
To find Chepstow holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Chepstow?
A long-stay holiday home in Chepstow is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Chepstow holiday home?
Book your Chepstow holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chepstow?
Prices for holiday homes in Chepstow vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Chepstow to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.