Holiday lettings & accommodation in Chepstow

Find 58 available offers from 7 partners
Chepstow
Anytime
Guests

Choose the perfect holiday letting

Price per night
Up to £100
£100 - £199
From £200
Accommodation types
Bed & Breakfast
Apartment
Private room
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 70%

Best holiday rental deals in Chepstow

Cottage Chepstow
20 Nov - 27 Nov
-69%
£162
£51 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Chepstow, Monmouthshire, United Kingdom
Details
Sykes Cottages
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Cottage Chepstow
19 Nov - 26 Nov
-70%
£195
£60 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Chepstow, Monmouthshire, United Kingdom
Details
Sykes Cottages
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House Chepstow
9 Oct - 16 Oct
-20%
£617
£493 per night
House ∙ 8 guests ∙ 4 bedrooms
Chepstow, Monmouthshire, United Kingdom
Details
travelopo
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Find a letting that fits your criteria among the 58 great holiday rentals from 7 holiday letting websites in Chepstow. Our search engine instantly evaluates the properties to help you save up to 70%.

Recommended holiday lettings in Chepstow

Rent a holiday home, apartment or cottage in Chepstow from just £36 per night

Apartment Chepstow
8 Jan - 15 Jan
-43%
£148
£85 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Chepstow, Monmouthshire, United Kingdom
Details
cottages.com
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Apartment Chepstow
8 Jan - 15 Jan
-47%
£147
£77 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Chepstow, Monmouthshire, United Kingdom
Details
cottages.com
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Most popular holiday lettings with a fireplace

House Fireplace Chepstow
29 Oct - 5 Nov
-17%
£335
£279 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0/5.0 "Excellent"
(1 rating)
Chepstow, Monmouthshire, United Kingdom
Fireplace
Details
Vrbo
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Holiday rentals with wifi

House Internet Chepstow
29 Oct - 5 Nov
£51 per night
House ∙ 2 guests ∙ 1 bedroom
4.9/5.0 "Excellent"
(37 ratings)
Chepstow, Monmouthshire, United Kingdom
Free cancellation
Internet
Details
Vrbo
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House Internet Chepstow
16 Jul - 23 Jul
£259 per night
House ∙ 6 guests ∙ 2 bedrooms
Chepstow, Monmouthshire, United Kingdom
Internet
Details
Vrbo
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House Internet Chepstow
5 Jun - 12 Jun
£141 per night
House ∙ 2 guests ∙ 1 bedroom
5.0/5.0 "Excellent"
(1 rating)
Chepstow, Monmouthshire, United Kingdom
Internet
Details
Vrbo
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Apartments and holiday lettings with a kitchen

House Kitchen Chepstow
29 May - 5 Jun
£493 per night
House ∙ 8 guests ∙ 4 bedrooms
Chepstow, Monmouthshire, United Kingdom
Kitchen
Details
Vrbo
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Popular holiday rental amenities in Chepstow

  • Internet (45)
  • TV (41)
  • No smoking (40)
  • Garden (30)
  • Parking (28)
  • Pet allowed (22)
  • Balcony/Patio (20)
  • Wheelchair access (12)
  • No pets (12)
  • BBQ (9)
  • Washing machine (8)
  • Kitchen (5)

Using our selection of filters can help you find your dream property in Chepstow. Our data highlights that internet and TVs turn out to be the most frequently offered features in Chepstow. You can also find a property if you like to end your days curled up by the fire , as 4 of the listed rentals there include fireplaces.

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Check out the climate diagram for Chepstow. This year, July will have the highest average temperatures. On the other hand, you could have temperatures dropping under 3° in February. The rainiest month is January, while the driest month is March.

Accommodation options for your holiday in Chepstow

In Chepstow, hotel rooms are the most common type of accommodation on offer. The average cost of this specific accommodation type is £73 per night, with an average size of 19 m². Moreover, this specific type of lodging tends to be an excellent option for couples and small groups, since the majority of hotel rooms can host at least 2 people. You can also compare other accommodation options in Chepstow. For example, bed & breakfast rentals are another typical type of accommodation in Chepstow, with 29 offers listed. The average size of bed & breakfast rentals in Chepstow is 34 m² , and the average price is £85 a night.

Discover Iron Age hill forts with a Chepstow holiday cottage

The Normans considered the area around Chepstow worth claiming over a thousand years ago. Besides an impressive castle on the River Wye and the lush Wye Valley, there's plenty to see and do with family or friends at Chepstow accommodations.

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What are the best places to discover the arts and culture of Chepstow?

Ancient history

Rediscover this ancient port town at the confluence of the wine trade, shipbuilding, and salmon fishing. Chepstow Museum presents photographs, posters, and prints illustrating the heritage of Chepstow through the ages, along with riveting artefacts from its long history.

A thousand years old, Chepstow Castle is the proud owner of one of the oldest castle doors in Europe. The castle has morphed through the ages to reflect architectural trends and military technology. For centuries, the castle was used as a stronghold, and its colourful history is contained in its onsite museum.

What are the best activities for families in Chepstow?

Grottoes and painting

Just a few minutes from Tintern Abbey, Ladybird Pottery offers your family the opportunity to get crafty. Choose from an array of pottery and create artwork you can take home as a souvenir of your holiday.

Children love to explore Dewstow Gardens & Grottoes, which were developed during the golden age of gardening, in the late 1800s. Wend your way through meandering paths to water features and intriguing focal points, past exotic plants and lush vegetation.

Where are the unique attractions in Chepstow?

Roman remains

Caerwent Roman Town is a haven for aspiring archaeologists. Once the capital of the Silures tribe, it has 4th-century walls, a forum, and temple.

Meanwhile, Offa's Dyke Path, a National Trail, winds through the breathtaking and brilliant green Brecon Beacons National Park, connecting with the Shropshire Hills and the Wye Valley. You'll pass Iron Age hillforts, castles, and impressive bridges as you explore this Area of Outstanding Natural Beauty. Don't miss the Devil's Pulpit, a limestone pillar overlooking Tintern Abbey, the subject of the famous Wordsworth poem.

We list offers from thousands of providers, including:

Booking.com Holiday Rentals around Bassenthwaite Lake Novasol Holiday Rentals around Bassenthwaite Lake TripAdvisor Holiday Rentals around Bassenthwaite Lake Airbnb Holiday Rentals around Bassenthwaite Lake Inter Chalet Holiday Rentals around Bassenthwaite Lake HomeAway Holiday Rentals around Bassenthwaite Lake EveryStay Holiday Rentals around Bassenthwaite Lake Interhome Holiday Rentals around Bassenthwaite Lake 9flats.com Holiday Rentals around Bassenthwaite Lake HouseTrip Holiday Rentals around Bassenthwaite Lake Belvilla Holiday Rentals around Bassenthwaite Lake Sykes Cottages Holiday Rentals around Bassenthwaite Lake Homestay.com Holiday Rentals around Bassenthwaite Lake Ski Planet Holiday Rentals around Bassenthwaite Lake Only-apartments Holiday Rentals around Bassenthwaite Lake James Villa Holidays Holiday Rentals around Bassenthwaite Lake

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