Vacation rentals in Chepstow

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Top-rated vacation rentals in Chepstow

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Top guest favorite

A bright dining area features large glass doors that open to the terrace, showcasing views of the lush green fields and trees. A wooden dining table is accompanied by simple modern chairs, enhancing the spacious feeling of the room.

Home in Holt

4.99 out of 5 average rating, 165 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

A private enclosed garden features neatly trimmed grass and vibrant greenery, providing a peaceful atmosphere. Two chairs are positioned for relaxation, with lush plants and hedges enhancing the natural surroundings. Scenic countryside views extend beyond the garden, inviting enjoyment of the outdoors.

Cottage in Upton Scudamore

4.94 out of 5 average rating, 212 reviews

*New Luxury 5 * “Cosy-Up Cottage” Near Longleat

A delightful chocolate box, cosy-up, Romantic cottage set in a charming friendly, peaceful village. Recently renovated and decorated throughout . It has so much charm and character. Bright and contemporary style. Retaining the beautiful exposed oak beams and open fire. private enclosed garden with country views. Truly romantic get away. Surrounded by stunning countryside where you can enjoy plenty of walking, cycling, bird watching, amazing views, paragliding, golf Award Winning village pub.

Superhost

The exterior of a modern detached home is shown, featuring wooden cladding and large windows. A spacious lawn surrounds the property, with two lounge chairs positioned for relaxation. The house is set in a tranquil natural setting, providing an inviting outdoor area.

Home in Somerford Keynes

4.86 out of 5 average rating, 155 reviews

Natures Retreat - HM99 - HOT TUB - Lakeside Spa

SLEEPS 11: Max. of 10 x ADULTS + 1 x CHILD + COTS VILLAGE: Howells Mere ASPECT: Sunset Facing + 360 Panoramic This ultra-modern detached home sits on the banks of the SSSI protected Swillbrook Lake. Panoramic views of the nature reserve from the full-length roof terrace offers all day sunshine! One of our most popular 5-bed hot tub properties, the home is built on a double plot to allow maximum privacy and large private garden space - it even has private gated access to the nature reserve!

Top guest favorite

The exterior of Mill Cottage is showcased, featuring a traditional white-rendered facade and a slate roof. A wooden porch with a peaked roof provides shelter at the entrance, while large windows adorned with planters allow natural light to illuminate the inviting interior.

Cottage in Powys

4.91 out of 5 average rating, 208 reviews

Mill Cottage, Llangynidr The perfect getaway

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

A charming cottage is nestled among lush greenery, featuring a stone pathway lined with various potted plants. A covered patio area provides a leisure space, while vibrant flowers add color to the surroundings. The exterior reflects a welcoming, earthy aesthetic.

Cottage in Brain's Green

4.98 out of 5 average rating, 127 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

A rustic front door welcomes guests, framed by lush greenery and well-maintained shrubs. The solid wooden door features a large window with grid patterns, complemented by warm lighting from inside. A quaint sign labels the cottage, enhancing its inviting charm.

Cottage in Stanton Drew

4.9 out of 5 average rating, 108 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.

Top guest favorite

A spacious living area is captured, featuring two dark sofas with a light blanket draped over one. A fireplace is centered on the wall, framed by wooden beams. A soft purple armchair is positioned to the side, while a dining area is visible in the background.

Home in Herefordshire

4.99 out of 5 average rating, 143 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.

Top guest favorite

The exterior features a charming blend of brick and stone with double doors opening to a paved area. A gravel pathway leads to the entrance, framed by potted plants. The roof showcases a mix of materials and slopes, contributing to the rustic character of the cottage.

Cottage in Berkley

4.96 out of 5 average rating, 165 reviews

The Coach House, unique country cottage, Somerset

Relax in our countryside cottage surrounded by gardens and fields. The coach house is in the grounds of Grade 2 listed old rectory but is entirely detached and private from the main house. Just a short drive to attractions like Longleat, Stonehenge and Centre Parks. Close to the beautiful city of Bath and arty towns of Bruton and Frome with their galleries, cafe-life and independent shops. Enjoy fresh eggs from our hens and warm your evenings with the wood-burning stove.

Guest favorite

A charming shopping alley is illuminated by strings of twinkling lights overhead. The scene depicts storefronts on either side, each showcasing merchandise through large glass windows. A smooth stone pathway runs through the center, where two people walk leisurely amidst the festive ambiance.

Home in Cardiff

4.87 out of 5 average rating, 138 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.

Top guest favorite

A spacious living area is depicted, featuring a cozy white sofa adorned with dark cushions. A wooden coffee table sits in front, showcasing magazines. Natural light floods the room through a large arched window, offering views of greenery outside, complemented by soft wall lights.

Apartment in Gloucestershire

4.98 out of 5 average rating, 118 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

A well-maintained garden is visible, featuring neatly arranged flower beds with colorful blooms and trimmed hedges. Stone steps lead up to a modern building, with a separate outbuilding visible to the left. The sky is partly cloudy, contributing to a bright and inviting outdoor space.

Guesthouse in Cardiff

4.87 out of 5 average rating, 375 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

The exterior of a charming stone cottage is depicted, featuring a sloped roof and large windows that allow natural light. A simple front door is centered between two smaller sections, with a well-kept lawn in front and a gravel path leading up to the entrance.

Cottage in Bradford-on-Avon

4.79 out of 5 average rating, 395 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.