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 Chepstow, and over 60 vacation rentals in Pwllmeyric.

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

4.99 out of 5 average rating, 153 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

4.9 out of 5 average rating, 199 reviews

Mill Cott, Llangynidr Book now for winter discount

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

Cottage

4.98 out of 5 average rating, 118 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

4.9 out of 5 average rating, 107 reviews

Spacious Somerset cottage - great rural location

My home isn't bland; it's a unique cottage often described as a reflection of what excites me about life. The decor, objects, art, books, and outdoor spaces showcase my creative style and personality. This beautifully crafted Grade II listed cottage is ideal for family breaks or groups of friends seeking something special. A rural spot conveniently located, it offers easy access to local markets in Bath, Wells, and Bristol, as well as scenic walks and cycle routes in every direction.

Guest favorite

Home

4.99 out of 5 average rating, 132 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

4.88 out of 5 average rating, 130 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

4.9 out of 5 average rating, 29 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

4.98 out of 5 average rating, 114 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

4.87 out of 5 average rating, 366 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

4.79 out of 5 average rating, 385 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.

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

Guest favorite

Home

4.95 out of 5 average rating, 59 reviews

Cosy House on the Edge of Brecon Beacons

Superhost

Barn

4.87 out of 5 average rating, 430 reviews

The Beach Barn

Superhost

Cottage

5 out of 5 average rating, 5 reviews

Lovely Cottage on the edge of a small farm

Superhost

Home

4.75 out of 5 average rating, 8 reviews

Quiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8

Superhost

Guesthouse

5 out of 5 average rating, 3 reviews

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

Guest favorite

Cottage

4.85 out of 5 average rating, 27 reviews

Hideaway Cottage - clean and cosy 2 bedroom home.

Guest favorite

Home

4.94 out of 5 average rating, 66 reviews

The Cwtch

Guest favorite

Cabin

4.94 out of 5 average rating, 126 reviews

Rustic cabin

Show all

Quick stats about vacation rentals in Chepstow

Total rentals
30 properties
Nightly prices starting at
€ 10 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 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 Chepstow, and over 60 vacation rentals in Pwllmeyric.
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

Cottage

Cottage

Cottage

Home

Home

Cabin

Apartment

Guesthouse

Cottage

Apartment

Guest suite

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Chepstow vacation rentals

Stay near Chepstow's top sights

Other great vacation rentals in Chepstow

Home

Barn

Cottage

Home

Guesthouse

Cottage

Home

Cabin

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