Find short term rentals in Chepstow at the best prices

19 available short term rental offers

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Chepstow short term rentals
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Best Short term and Weekly rentals in Chepstow

Best family friendly Chepstow Short term rentals

Among the 19 accommodations in Chepstow, here are the 4 best family friendly rentals

Landau House - Chepstow
8.1 18 reviews
Chepstow
24/07 – 27/07
$464/nighttotal: $1392 (3 )

Landau House

2 5
apartment , Bristol
Landau House, a family-friendly apartment in Bristol, is situated a short drive from Bristol Parkway station and further from central Bristol attractions such as Bristol Temple Meads and Bristol Cathedral.
This 50 square metre flat offers two bedrooms, one bathroom, sleeps five guests, and includes free private parking, Wi-Fi, and a fully equipped kitchenette; a nearby coffee shop adds convenience.
2 Bed In Chepstow (Oc-95046) - Chepstow
10 4 reviews
Chepstow
21/06 – 23/06
$601/nighttotal: $1202 (2 )

2 Bed In Chepstow (Oc-95046)

2 2
apartment , Monmouthshire
This hilltop flat, situated on an ancient castle site in Monmouthshire, offers panoramic countryside and mountain views, located 8 kilometres from Chepstow and 2.5 kilometres from the Wye Valley National Landscape.
This family-friendly cottage sleeps four, featuring two bedrooms, two bathrooms, a well-equipped kitchen with a dishwasher, a wood burner, Smart TV, a patio with BBQ, and access to extensive grounds with walking opportunities and secure parking for two cars.
New 4 Bed House Sleeps Up To 8 People - Chepstow
9.0 3 reviews
Chepstow
21/06 – 23/06
$398/nighttotal: $796 (2 )

New 4 Bed House Sleeps Up To 8 People

4 2
apartment , Chepstow
This spacious maisonette in Chepstow offers excellent proximity to Chepstow Station, facilitating easy travel and placing guests conveniently close to local amenities.
Boasting a generous 60 square meters of living space, this family-friendly property features four bedrooms, three bathrooms, a fully equipped kitchen with a fridge and microwave, private garden access, and complimentary on-site parking and Wi-Fi, comfortably accommodating up to 15 guests.
Spacious 3-bedroom Home With Fast Wi-fi Near M4, M5 & M32 - Chepstow
Chepstow
29/08 – 30/08
$503/nightfor 1 night

Spacious 3-bedroom Home With Fast Wi-fi Near M4, M5 & M32

3 2
apartment , Bradley Stoke
This Bradley Stoke flat is conveniently located for exploring Bristol and its surroundings, with Aztec West Activity Park just 6 minutes by car and the Kennet and Avon Canal and Wye Valley a 16-minute drive away.
This 3-bedroom, 2-bathroom property accommodates up to 5 guests and includes essential amenities such as Wi-Fi, heating, a dryer, ironing board, toiletries, and linens, offering easy access to attractions like Bristol Hippodrome (13 minutes by car), Bristol Zoo Project, and We The Curious science museum.

Best Chepstow lodging with a kitchen

Spacious Cottage, Sunny Garden, Stroll To Town - Chepstow
9.9 103 reviews
Chepstow
29/08 – 30/08
$3162/nightfor 1 night

Spacious Cottage, Sunny Garden, Stroll To Town

1 2
apartment , Chepstow
Vauxhall Cottage is a charming 1790s property located just 500 metres from Chepstow's historic town centre, putting you within easy reach of the town's attractions, including Chepstow Castle. The cottage has consistently received excellent ratings for location, cleanliness, and overall user experience.
This cosy holiday home can comfortably accommodate up to 6 guests and features a well-equipped kitchen, a comfortable living room with a wood-burning stove, and a sunny garden room. Enjoy the enclosed garden, perfect for relaxing with your furry friends, and take advantage of the modern amenities like a fast Wi-Fi connection, a private study, and a washing machine.
The Potting Shed At Mathern Palace - Chepstow
9.0 2 reviews
Chepstow
13/08 – 16/08
$383/nighttotal: $1149 (3 )

The Potting Shed At Mathern Palace

2 4
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.
Timeless Farmhouse Retreat With Estuary Views - Chepstow
9.5 8 reviews
Chepstow
27/06 – 28/06
$757/nightfor 1 night

Timeless Farmhouse Retreat With Estuary Views

1 3
apartment , Almondsbury
This restored historic farmhouse in Lower Almondsbury offers countryside tranquility with sweeping views of the Severn Estuary, providing convenient access to Bristol and the M4/M5 motorways, located just 4.5 kilometers from the town centre.
This 4-bedroom, 3-bathroom country retreat accommodates up to 7 guests and features refined furnishings, a large driveway with carport and garage, and is ideal for families or groups seeking a peaceful rural escape.
3 Bedroom Home In The Heart Of Caldicot - Chepstow
9.5 8 reviews
Chepstow
21/06 – 23/06
$294/nighttotal: $588 (2 )

3 Bedroom Home In The Heart Of Caldicot

1 2
apartment , Monmouthshire
This 3-bedroom flat is located in Caldicot, Monmouthshire, 500 meters from Caldicot Castle and close to local amenities and major transport links.
This property accommodates up to 6 guests and features a fully equipped kitchen with a fridge, freezer, and microwave, along with free Wi-Fi and heating for a comfortable stay.

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Best Chepstow lodging with laundry available

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Chepstow
Chepstow
24/07 – 27/07
$702/nighttotal: $2106 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage
This Vale of Usk cottage, situated 11km from shops and 1.6km from restaurants and pubs, offers stunning views and is close to Monmouth, Chepstow, and Ross-on-Wye.
The three-bedroom, three-bathroom dwelling sleeps six, features a fully equipped kitchen with dishwasher, private parking, and an enclosed courtyard with barbecue, ideal for families.
Traditional Yurt, Woodburner, Private Loo, Outdoor Shower, Woodfired Hottub. - Chepstow
Chepstow
21/06 – 23/06
$344/nighttotal: $688 (2 )

Traditional Yurt, Woodburner, Private Loo, Outdoor Shower, Woodfired Hottub.

1 2
B&B , Lydney
This charming bed and breakfast is located in Lydney, just a short distance from the Forest of Dean and the Wye Valley, both renowned for their natural beauty. Guests can easily access the area's many attractions, including the Perrygrove Railway & Treetop Adventure and Way2go Adventures.
The accommodation features a private patio for each room, a fully equipped kitchen, and a garden. The B&B can accommodate up to two guests and offers on-demand towel service, modern bathrooms, and a convenient location for exploring the surrounding area.
Luxury Stay/hot Tub/parking/sleeps 9/wi-fi (3) - Chepstow
Chepstow
21/06 – 23/06
$862/nighttotal: $1724 (2 )

Luxury Stay/hot Tub/parking/sleeps 9/wi-fi (3)

1 2
apartment , Monmouthshire
This Chepstow flat is located near the Wye Valley, Chepstow Castle, and scenic walking trails, offering convenient travel links to Bristol and Cardiff.
This accommodation sleeps up to 9 guests and features a private wood burner hot tub, spacious living areas, and a large, fully equipped kitchen, making it ideal for families, groups, or contractors.
Large Countryside House With Hot Tub, Sleeps 17. - Chepstow
10 9 reviews
Chepstow
21/06 – 23/06
$1356/nighttotal: $2712 (2 )

Large Countryside House With Hot Tub, Sleeps 17.

7 2
apartment , Devauden
Cartref Haf House is a spacious 7-bedroom holiday home in Devauden, Chepstow, offering breathtaking views and convenient access to Chepstow Castle (5 kilometres), Tintern Abbey (10 kilometres), the Wye Valley, and the Forest of Dean, with close proximity to the M4 and M5 motorways.
This pet-friendly property accommodates up to 16 guests, featuring a fully equipped kitchen, two lounges, a dining hall, a separate games room with a pool table and table tennis in a barn, a private garden, and private parking for 7 cars, with professional cleaning and self check-in available.

Best Chepstow lodging with air conditioning

Two Rivers, Chepstow By Marston’s Inns - Chepstow
Chepstow
21/06 – 23/06
$153/nighttotal: $306 (2 )

Two Rivers, Chepstow By Marston’s Inns

1 2
B&B , Gwent
The Two Rivers, Chepstow by Marston’s Inns guest house is located in Gwent, 24 km from the city centre, close to landmarks such as Gate House, Chepstow Museum, and Symonds Yat Rock, offering a peaceful and tranquil setting for a relaxing getaway. The guest house provides a comfortable and welcoming stay with discreet service, focusing on a home-like atmosphere.
The property features a bar and restaurant, providing a convenient option for meals and drinks. Guests can enjoy complimentary Wi-Fi access throughout the property, free parking, and a traditional English breakfast for a small fee.
Knole|bristol Stay Close To Southmead|cozy Escape - Chepstow
10 1 review
Chepstow
01/07 – 31/07
$263/nighttotal: $7890 (30 )

Knole|bristol Stay Close To Southmead|cozy Escape

1 3
apartment , Bristol
This three-bedroom property is located in a quiet residential area of North Bristol, offering convenient access to Southmead Hospital, Cribbs Causeway, the M5 motorway, and Blaise Castle Estate, which is a 5-minute drive away, with Badock's Wood Nature Reserve a 15-minute walk.
This apartment sleeps up to eight guests and features a private garden, a fully equipped kitchen with a fridge and microwave, air conditioning, and free fast WiFi, making it suitable for contractors, families, and extended stays.
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