Where should I stay in Chepstow?

Make yourself at home in Chepstow by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Pwllmeyric, and over 60 vacation rentals in Chepstow.

How much does it cost to stay in house rentals in Chepstow?

Experience the best of Chepstow with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do house rentals in Chepstow have wifi?

Absolutely! We offer over 10 house rentals with wifi in Chepstow. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly vacation rentals in Chepstow?

Chepstow has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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.

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Guest favorite

Home in Holt

4.99 out of 5 average rating, 150 reviews

Artist's Retreat - Style, tennis and hot-tub for 4

Stylish modern country retreat with private hot tub and tennis court in two acres of countryside. Detached single story home with own parking. Beautiful kitchen diner with views over the terrace and green fields. Airy living room with wood burner. Bedroom 1 has kingsize bed and ensuite bathroom with luxury bath. Bedroom 2 can be arranged as 2 single beds or a kingsize, with ensuite bathroom. Luxury 5* linens. Located on historic farm, close to Bath and Bradford-on-Avon. Easy walk to pubs/cafe

Guest favorite

Cottage in Powys

4.9 out of 5 average rating, 197 reviews

Mill Cottage, Llangynidr Perfect getaway location.

Our cosy but contemporary 4 * graded Mill Cottage is over 180 yrs old. Located in the heart of the Brecon Beacons. You will love it in this quiet, friendly village. Easy access to everything. Surrounded by Mountains, Canals, Lakes, Market Towns and Activity Centres. Two local pubs and a shop in walking distance. Great place for couples or a small family having a King Size bedroom and a Day bed on bedroom/landing. Just be aware you have to walk through this bedroom to access the main bedroom.

Guest favorite

Home in Rhondda Cynon Taff

4.91 out of 5 average rating, 139 reviews

Cosy cottage near Bike Park and Brecon Beacons

Welcome to this charming 2-bed stone cottage with an enclosed garden. An ideal location for families, tourists, or contractors looking to establish in South Wales. Whether you plan to explore the Brecon Beacons or utilize the excellent transport links to visit Cardiff, Swansea, Newport, this accommodation serves as a perfect base. Plan your perfect trip to see attractions like Caerphilly Castle, Pen y Fan, Bike Park Wales, or Porthcawl Beach, this accommodation is the perfect choice for you.

Guest favorite

Cottage in Brain's Green

4.98 out of 5 average rating, 115 reviews

Countryside cottage,1 bedroom in Forest of Dean.

Take it easy at this unique and tranquil getaway with wood fired hot tub in the Forest of Dean. Enjoy nature in a peaceful location, with a direct access to the Forest. A short drive from the historic market town of Ross-on-Wye, Wye Valley and Welsh Borders. Wildlife are most likely to be seen earlier in the morning or towards the end of the day. Take advantage of the Forest activities, from miles of cycling trails to suit all abilities and the River Wye for canoeing and kayaking.

Guest favorite

Cottage in Stanton Drew

4.9 out of 5 average rating, 104 reviews

Festive Somerset cottage! - great rural location

It is the perfect cottage for a post new year break for family or groups of friends looking for something really special. Message if you want a January deal! A beautifully created, artistic and characterful large grade II listed cottage. It’s cozy in the winter, with wood burner stove and a perfect place to come back to after a blustery walk. Perfect position to access to the local markets of Bath, Wells and Bath and walks and cycle routes in all direction from the cottage.

Guest favorite

Home in Herefordshire

4.99 out of 5 average rating, 130 reviews

Old Forge Cottage, town house with character

Beautifully renovated period , grade II listed property in the charming market town of Ross on Wye, A comfortable town house with good sized bedrooms, kitchen diner, lounge with fireplace and a cosy snug. The courtyard garden is a real sun trap. Short stroll to the riverside, restaurants and shops. Ideally situated for exploring the Wye Valley, an area of outstanding natural beauty, The Forest of Dean and Symonds Yat, walking the Malvern hills and canoeing the river Wye.

Guest favorite

Home in Cardiff

4.88 out of 5 average rating, 129 reviews

Detached Coach House near Principality Stadium

A beautiful converted detached Coach House in the heart of Cardiff City Centre being very close to the Principality Stadium, the Tramshed, BBC Studios, shopping, restaurants, bars, cinemas, Bute Park, Cardiff Castle, Cardiff Central Train Station and more. The Coach House comes with complimentary WIFI, tea, coffee, toiletries, towels, bed linen and NETFLIX. Parking is off-street for one small to medium car on the court yard.

Guest favorite

Cabin in Monmouthshire

4.88 out of 5 average rating, 26 reviews

Unique 5 star rated lake side cabin.

Situated in the stunning Wye Valley, in Monmouthshire, The Lake House is a private holiday home where you will find everything you expect from a modern house. This wonderful property is nestled in a private corner of the valley, with a stunning lakeside view which makes for the perfect place for a getaway. The stunning natural surroundings allow you to slow down, relax and appreciate the simple things in life.

Guest favorite

Apartment in Gloucestershire

4.98 out of 5 average rating, 111 reviews

Regency apartment in the centre of Cheltenham.

Beautiful newly refurbished ground floor flat within a large regency town house in Clarence Square situated in walking distance to Cheltenham town centre and the famous Cheltenham Racecourse. The flat has one bedroom, wet room, large kitchen and living space. Free on street parking is available on request, we will need your registration number prior to your arrival to book this.

Guest favorite

Guesthouse in Cardiff

4.87 out of 5 average rating, 361 reviews

The Lakeside Lodge

Our outhouse at the back of our garden has been lovingly transformed into a cosy, modern studio apartment. With underfloor heating, large sofa's & kitchen /breakfast area it has everything you want for a short or long stay! Separate entrance also makes it private so you can come and go as you wish. If you do want to go ahead and book, please check out our house rules first.

Superhost

Cottage in Bradford-on-Avon

4.79 out of 5 average rating, 382 reviews

Weatherstone cottage: a hidden gem.

Nestled in beautiful grounds, this quirky cottage is spacious yet snug with a stunning private garden and delightful views. It is situated on the edge of Bradford on Avon just fifteen minutes from Bath. The cottage has a kitchen with dining area & two further reception rooms, one with a woodburner.

Guest favorite

Home in Dunkerton

4.86 out of 5 average rating, 43 reviews

Country cottage with scenic views and hot tub

New listing - Relax with the whole family at this peaceful place in the heart of the beautiful British countryside. Great walks and lovely views. Easy access into Bath as it’s just off a main bus route or a 10 minute drive out of peak times. The hot tub is also for private use only.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chepstow vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chepstow's top sights

Chepstow Castle112 locals recommend

Chepstow Racecourse37 locals recommend

Panevino Italian Restaurant18 locals recommend

Stone Rock Pizza15 locals recommend

Chepstow Museum15 locals recommend

The Riverside Wine Bar13 locals recommend

Other great vacation rentals in Chepstow

Superhost

Barn in Penarth

4.87 out of 5 average rating, 428 reviews

The Beach Barn

Superhost

Cottage in Monmouthshire

5 out of 5 average rating, 4 reviews

Lovely Cottage on the edge of a small farm

Superhost

Home in Bristol City

4.75 out of 5 average rating, 8 reviews

Eco Home for Large Groups w/ FREE Parking & Wi-Fi

Superhost

Guesthouse in Lower Seagry

5 out of 5 average rating, 3 reviews

Avon Lodge - Cottage (1 bedroom, up to 2 guests)

Guest favorite

Cottage in Bristol

4.85 out of 5 average rating, 27 reviews

Hideaway Cottage - clean and cosy 2 bedroom home.

Superhost

Barn in Kington Langley

4.75 out of 5 average rating, 121 reviews

Stunning one bedroom barn with feature fireplace

Guest favorite

Home in Gilwern

4.95 out of 5 average rating, 61 reviews

The Cwtch

Guest favorite

Cabin in Henllys

4.93 out of 5 average rating, 123 reviews

Rustic cabin

Show all

Quick stats about vacation rentals in Chepstow

Total rentals
30 properties
Nightly prices starting at
G$4,180 GYD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool

Frequently Asked Questions

Where should I stay in Chepstow?
Make yourself at home in Chepstow by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Pwllmeyric, and over 60 vacation rentals in Chepstow.
How much does it cost to stay in house rentals in Chepstow?
Experience the best of Chepstow with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chepstow have wifi?
Absolutely! We offer over 10 house rentals with wifi in Chepstow. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chepstow?
Chepstow has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Chepstow

Top-rated vacation rentals in Chepstow

Home in Holt

Cottage in Powys

Home in Rhondda Cynon Taff

Cottage in Brain's Green

Cottage in Stanton Drew

Home in Herefordshire

Home in Cardiff

Cabin in Monmouthshire

Apartment in Gloucestershire

Guesthouse in Cardiff

Cottage in Bradford-on-Avon

Home in Dunkerton

Vacation rentals for every style

Cottages

Houses

Hotels

Popular amenities for Chepstow vacation rentals

Stay near Chepstow's top sights

Other great vacation rentals in Chepstow

Barn in Penarth

Cottage in Monmouthshire

Home in Bristol City

Guesthouse in Lower Seagry

Cottage in Bristol

Barn in Kington Langley

Home in Gilwern

Cabin in Henllys

Quick stats about vacation rentals in Chepstow

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Wifi availability

Popular amenities

Frequently Asked Questions

Destinations to explore