Holiday Rentals in Chepstow

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Chepstow holiday rentals
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Best Holiday rentals and Airbnb offers in Chepstow

Discover Central Holiday Rentals in Chepstow

Coordinate an unforgettable urban break using private, independent holiday rentals for couples situated close to vibrant Chepstow landmarks.

Apartment 6 - Richmond House - Chepstow
9.5 55 reviews

Apartment 6 - Richmond House

apartment
This one-bedroom apartment in the Wye Valley, Monmouthshire, is situated just 16km from the historic Tintern Abbey and 10km from the town of Chepstow. The apartment is perfect for a couple seeking a peaceful retreat, with modern amenities and original Victorian features, including high ceilings and large sash windows.
Spacious Chepstow Home With Private Garden & Patio - Chepstow
9.9 98 reviews

Spacious Chepstow Home With Private Garden & Patio

apartment
This charming one-bedroom cottage is situated in Chepstow, a historic market town in Monmouthshire, just 10 kilometres from Tintern Abbey. It has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is ideal for a couple or small family, with a comfortable bedroom and a fully equipped kitchen. It offers a private patio with outdoor seating, a coal barbecue, and a fire pit, perfect for enjoying the beautiful Monmouthshire countryside.
Self-contained Annexe, Chepstow - Chepstow
9.8 71 reviews

Self-contained Annexe, Chepstow

house
This private annexe is located in central Chepstow, just 700 metres from the town centre and close to the racecourse, the Wye Valley, the River Wye, and Chepstow Castle. The property has received excellent ratings for its location, cleanliness, and overall experience.
The annexe is a modern and refurbished one-bedroom self-catering accommodation with an ensuite shower room, sleeping up to two guests. It offers essential amenities like a small fridge, tea and coffee making facilities, a DAB radio, and Wi-Fi access via a personal hotspot. Free on-street parking is available within a 3-minute walk.
The Pink Cottage - Chepstow
9.7 76 reviews

The Pink Cottage

apartment
This recently refurbished fisherman's cottage in Chepstow, Monmouthshire, is a short walk (less than 1 km) from the River Wye and Chepstow Castle.
Sleeping up to eight guests, the three-bedroom property boasts a living room, dining room, kitchen with dishwasher, family bathroom, boot room, west-facing courtyard garden, parking, and Wi-Fi; its location offers easy access to Offa's Dyke Path and the Wales Coast Path.

Best Chepstow holiday rentals with air conditioning

Home In Bradley Stoke, Bristol - Chepstow
8.7 3 reviews

Home In Bradley Stoke, Bristol

apartment, Bristol
This Bradley Stoke flat in Bristol is conveniently located 2.6 kilometres from Bristol Parkway Station, with Cabot Circus 11.1 kilometres away.
This two-bedroom apartment offers private parking, air conditioning, and complimentary WiFi, accommodating up to 11 guests.
Old Ferry View - Chepstow
9.5 220 reviews

Old Ferry View

apartment, Bristol
Old Ferry View is a peaceful apartment located in Bristol, about 9.3 miles from Bristol Parkway Station and 13 miles from Bristol Zoo, offering a tranquil escape from the city centre. It has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom flat, with a floor area of 10 square metres, can accommodate up to four guests. The apartment features a fully equipped kitchenette with a microwave, air conditioning, a private patio, complimentary Wi-Fi, parking, and a shuttle service for exploring the city and surrounding areas.

Frequently asked questions about holiday rentals in Chepstow

  • What are some interesting places to visit in or near Chepstow?

    Chepstow Castle is a must-see, a huge Norman fortress with a fascinating history. You can also visit the Tintern Abbey, a beautiful ruined abbey just outside Chepstow, and the National Trust property, The 18th-century Piercefield House and Gardens, with its stunning views across the Wye Valley.
  • What are the best Airbnb and holiday rentals in Chepstow?

    Broadrock Accommodation - Clock Cottage, Chepstow Town - Welsh Cottage and Sedbury Farm Cottages #2 are among the best Airbnb and holiday rentals in Chepstow.

  • Which walking or cycling routes are the best in Chepstow?

    The Wye Valley Walk is a popular route that takes you through some of the most beautiful scenery in the area. For cyclists, the Forest of Dean is a great place to explore, with plenty of off-road trails.
  • What are the most popular Airbnbs in Chepstow?

    Among the Airbnbs in Chepstow, Chepstow Town - Welsh Cottage, Sedbury Farm Cottages #2 and Peaceful - Rural Apartment With River Views are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Chepstow?

    You can go kayaking or canoeing on the River Wye, play golf at the Chepstow Golf Club, or go horse riding in the surrounding countryside. There are also plenty of opportunities for fishing, hiking, and mountain biking.
  • What are the best holiday rentals with a pool in Chepstow?

  • What other towns or cities can be easily accessed from Chepstow?

    You can easily get to Bristol and Cardiff by car or train. The Forest of Dean is also just a short drive away.
  • What are the best rentals for families and kids in Chepstow?

    The best rentals for families and kids in Chepstow are Broadrock Accommodation - Clock Cottage, Chepstow Town - Welsh Cottage and Sedbury Farm Cottages #2.

  • What amenities are commonly available in vacation rentals in Chepstow?

    Most vacation rentals in Chepstow offer Wi-Fi, parking, and bedding. Many also have kitchen facilities, washing machines, and TVs. Some may even have gardens or balconies.
  • What are the best rentals or Airbnbs with a jacuzzi in Chepstow?

    The best holiday rentals or Airbnb with a jacuzzi in Chepstow are 5 Bed Luxury House With Swimming Pool, 5br Luxury House With Swimming Pool Chepstow Town and Court Park Barn.

  • What time of year is best to rent a vacation rental Chepstow?

    The best time to visit Chepstow is during the spring or autumn, when the weather is mild and the crowds are smaller. Summer can be busy and hot, while winter can be cold and wet.

Popular destinations

Best Self-Catering Holiday Rentals with a Terrace in Chepstow

Choosing a holiday rental in Chepstow with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

Welsh Gatehouse A Historic Castle Retreat That Welcomes Dogs And Electric Vehicles - Chepstow
9.4 46 reviews

Welsh Gatehouse A Historic Castle Retreat That Welcomes Dogs And Electric Vehicles

house, Mathern
Welsh Gatehouse is a charming cottage located in Mathern, just 23 kilometres from Bristol Parkway Station, offering a peaceful escape from the city. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage provides comfortable accommodation for two guests, with one bedroom, one bathroom, and a floor area of 32 square metres. It features a well-equipped kitchen, a private garden with views, a balcony, and parking.
South Wales Yurt-cosy, Log Burner & Private Garden - Chepstow
9.4 11 reviews

South Wales Yurt-cosy, Log Burner & Private Garden

glamping, Undy
South Wales Yurt-Cosy, a unique yurt in Undy, South Wales, is located 31km from Bristol Parkway Station and 32km from the University of South Wales Cardiff campus.
This 16 square metre dwelling offers one bedroom, one bathroom, sleeps three guests, and features a private garden with a log burner, barbecue, and designated picnic area.
Luxury 4 Bed Former Hay Loft Sleeps 6 - Chepstow
10 1 review

Luxury 4 Bed Former Hay Loft Sleeps 6

house, Usk
This luxury stone barn conversion, situated in rural Usk, offers a peaceful countryside escape approximately 43km from both Cardiff and Bristol.
The 195 square metre property boasts three bedrooms, two bathrooms, sleeps nine guests, and includes a continental breakfast, a well-equipped kitchen, and free Wi-Fi.
Large Modern Home, Free Parking, Families And Contractors Welcome - Chepstow
8.4 12 reviews

Large Modern Home, Free Parking, Families And Contractors Welcome

house, Bristol
This spacious Bristol house is situated 4.3km from Bristol Parkway Station and 11km from Clifton, offering easy access to both the station and the Clifton Suspension Bridge.
The 95 square metre property sleeps up to 11 guests in three bedrooms, two bathrooms, and boasts free Wi-Fi, parking, a garden, and a fully equipped kitchen including a microwave and dishwasher.

Explore Holiday Rentals for Families in Chepstow

Getting the holiday rental right makes all the difference for a family trip to Chepstow. Find city attractions within easy reach. Start comparing now.

Bilsham Meadows - Chepstow
9.6 21 reviews

Bilsham Meadows

house, Bristol
This five-bedroom Bristol house, situated in Bilsham Meadows, is approximately 19 kilometres from Bristol Parkway Station and within easy reach of attractions including Bristol Cathedral and Ashton Court.
The 160 square metre property boasts three bathrooms with walk-in showers and hot tubs, a fully equipped kitchen, a swimming pool, a jacuzzi, a garden, and parking; golfing and cycling are nearby.
The Potting Shed At Mathern Palace - Chepstow
9.4 3 reviews

The Potting Shed At Mathern Palace

cottage, Mathern
The Potting Shed is a restored 19th-century barn located on the grounds of Mathern Palace, a Grade I listed building dating back to 1408, just a short walk from the village of Mathern and its pub, The Millers Arms. The surrounding area offers picturesque countryside walks and is within easy reach of Caerwent Roman Town and Thornbury Castle.
This charming cottage has two bedrooms and can accommodate up to four guests. It features a spacious open-plan kitchen/diner, a separate lounge, a gravel front garden and a shared back garden, plus a Smart TV with Netflix and Prime Video apps, and a welcome pack with local recommendations.
Elm At The Dutch Barn - Chepstow
10 6 reviews

Elm At The Dutch Barn

farm
This Elberton countryside farm, offering three self-contained apartments within a Dutch barn, is situated near the River Severn and boasts stunning views of the Severn Estuary, with easy access (distance unspecified) to Bristol and the Forest of Dean.
Each apartment, fully furnished, sleeps up to four guests and features a kitchen with fridge, freezer, microwave, and dishwasher; a garden and on-site parking are also available for guests' use.
3-bed-patchway-self-check-in-parking-wi-fi-sleeps 5 - Chepstow
No reviews

3-bed-patchway-self-check-in-parking-wi-fi-sleeps 5

house, Bristol
This detached house in Patchway, Bristol, is situated 4.35 kilometres from Bristol Parkway Station and is 10.62 kilometres from Cabot Circus and Bristol Cathedral.
This 80 square metre property offers 3 bedrooms, 1 bathroom, a garden with barbecue facilities, free private parking, complimentary Wi-Fi, and a shared lounge, accommodating up to 9 guests with self-check-in.

Choose the Right Self-Catering Holiday Rentals with Free Parking in Chepstow

Free on-site parking comes with these holiday rentals in Chepstow, allowing you to focus on the city centre from day one.

Lushmint&sound - Chepstow
9.6 15 reviews

Lushmint&sound

house, Bristol
The Elements Residence - Chepstow
No reviews

The Elements Residence

apartment, Chepstow
Mediaeval Cellar In The Forest Of Dean - Chepstow
9.8 18 reviews

Mediaeval Cellar In The Forest Of Dean

apartment
The Cabin In The Garden - Chepstow
9.5 26 reviews

The Cabin In The Garden

cabin

Check Out 5-Star Self-Catering Holiday Rentals in Chepstow

There is much to be said for a well-chosen luxury holiday rental or Airbnb in Chepstow. Discover wonderful rooms and locations worth the trip. Start comparing now.

Cromwell House, Central Chepstow - Chepstow
9.8 147 reviews

Cromwell House, Central Chepstow

apartment

Popular Pet-Friendly Holiday Rentals in Chepstow

Bringing your dog to Chepstow? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

Country Cottage With Truly Amazing Views Over The River Wye Valley. Pet Friendly - Chepstow
9.8 241 reviews

Country Cottage With Truly Amazing Views Over The River Wye Valley. Pet Friendly

cottage, LLandogo
The Dairy - Chepstow
9.8 168 reviews

The Dairy

apartment
Severn Estuary Lodge. - Chepstow
9.5 4 reviews

Severn Estuary Lodge.

farm
Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly - Chepstow
9.8 174 reviews

Chepstow, Forest Of Dean | Sleeps 4 | Dog Friendly

apartment

Compare Holiday Rentals with a Pool in Chepstow

Pool access at your holiday rental makes a proper swim in the heart of the city part of your daily routine in Chepstow.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Chepstow
9.7 14 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage

Guest-Favourite Holiday Rentals with a Hot Tub in Chepstow

Private hot tub access after a day in the city is one of those details that makes a trip to Chepstow truly memorable.

Foxholes Barn - Chepstow
9.6 39 reviews

Foxholes Barn

bungalow
Harthill Grange Bunkhouse - Unique 1850's Rural Country Accommodation - Chepstow
9.9 80 reviews

Harthill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

apartment, Lydney
Top Lodge - Chepstow
10 2 reviews

Top Lodge

apartment
Olli's Cottage-terrace & Jacuzzi Optional - Chepstow
9.8 102 reviews

Olli's Cottage-terrace & Jacuzzi Optional

house, Bristol
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