Holiday houses in Chepstow
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Top-rated holiday rentals in Chepstow
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Holt
4.99 out of 5 average rating, 153 reviewsArtist'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
Cottage in Powys
4.9 out of 5 average rating, 199 reviewsMill 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.
Cottage in Brain's Green
4.98 out of 5 average rating, 118 reviewsCountryside 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.
Cottage in Stanton Drew
4.9 out of 5 average rating, 107 reviewsSpacious 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.
Home in Herefordshire
4.99 out of 5 average rating, 132 reviewsOld 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.
Home in Cardiff
4.88 out of 5 average rating, 130 reviewsDetached 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.
Cabin in Monmouthshire
4.9 out of 5 average rating, 29 reviewsUnique 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.
Apartment in Gloucestershire
4.98 out of 5 average rating, 114 reviewsRegency 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.
Guesthouse in Cardiff
4.87 out of 5 average rating, 366 reviewsThe 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.
Cottage in Bradford-on-Avon
4.79 out of 5 average rating, 385 reviewsWeatherstone 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.
Apartment in Bath
4.88 out of 5 average rating, 112 reviewsUnique Apartments - Beau Street Apartment 1
Enjoy stylish design and a central location on Beau Street, minutes from Bath’s top attractions. Sitting opposite to the Thermae Spa and a minute from the Roman Baths, top city shops, restaurants and transport links, you can truly live like a local!
Guest suite in Whitebrook
4.97 out of 5 average rating, 129 reviewsWood fired hot tub in the beautiful Wye Valley
Stunning views across the Wye Valley, a small but perfectly formed living space, an enormous wood fired hot tub under the stars and a warm welcome await you at Seren.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chepstow holiday rentals
Other great holiday rentals in Chepstow
Home in Pant
4.95 out of 5 average rating, 59 reviewsCosy House on the Edge of Brecon Beacons
Barn in Penarth
4.87 out of 5 average rating, 430 reviewsThe Beach Barn
Cottage in Monmouthshire
5 out of 5 average rating, 5 reviewsLovely Cottage on the edge of a small farm
Home in Bristol City
4.75 out of 5 average rating, 8 reviewsQuiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8
Guesthouse in Lower Seagry
5 out of 5 average rating, 3 reviewsAvon Lodge - Cottage (1 bedroom, up to 2 guests)
Cottage in Bristol
4.85 out of 5 average rating, 27 reviewsHideaway Cottage - clean and cosy 2 bedroom home.
Home in Gilwern
4.94 out of 5 average rating, 66 reviewsThe Cwtch
Cabin in Henllys
4.94 out of 5 average rating, 126 reviewsRustic cabin
Quick stats about holiday rentals in Chepstow
Total rentals
30 properties
Nightly prices starting at
$18 NZD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
30 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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