Vacation rentals in Caldicot

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Top-rated vacation rentals in Caldicot

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Top guest favorite

The entrance of a modern bungalow is framed by lush greenery, showcasing a welcoming wooden front door. Two stone planters with vibrant flowers add a touch of color to the entrance, set against a neatly maintained lawn and light-colored stone pathway.

Home in Llanvaches

4.99 out of 5 average rating, 213 reviews

The Sheiling, stylish bungalow in quiet village

Detached bungalow renovated to a high standard in the village of Llanvaches on the edge of Wentwood Forest, the largest ancient forest in Wales. Located between Newport and Chepstow, The Sheiling has views over the open countryside and is perfect for a relaxing getaway offering peaceful forest walks, scenic views, and exploring the exceptional beauty and attractions of the surrounding area. Our local pub/restaurant is a short walk down the lane and there are a variety of traditional pubs nearby.

Guest favorite

A cozy living area is presented, featuring a blue sofa paired with a yellow armchair adorned with a decorative pillow. A coffee table sits in front, with a wood-burning stove on one side. Natural light filters through a multi-pane window, framed by dark curtains.

Cottage in Chepstow

4.86 out of 5 average rating, 460 reviews

Pineapple Cottage - Chepstow Town Centre (Wales)

17th Century cottage in the heart of Chepstow, close to Offa's Dyke & the Wye Valley. Tucked down a little cobbled street in the town centre, it’s a small but perfectly formed cottage ideal for a couple or a young family. There’s a secret door leading to the second bedroom, where you’ll even get a glimpse of Chepstow Castle from the window. It’s an ideal base for weddings at St Tewdrics (we’ve even hosted the bride and groom!) or for walking and cycling in the Forest of Dean and Wye Valley.

Top guest favorite

The sitting area features a comfortable sofa with accent pillows positioned around a decorative fireplace. A mirror above the fireplace reflects light, while a TV is mounted on the wall. Light wooden flooring creates a warm atmosphere, complemented by soft, neutral walls.

Townhouse in Chepstow

4.95 out of 5 average rating, 243 reviews

Chepstow Town. Welsh Cottage.

The house is in the centre of the beautiful old market town of Chepstow. Nestled on the Welsh / English border. We are just a stone's throw from the ancient castle and the impressive Priory Church of St Mary. Within walking distance of the Chepstow Racecourse and a stroll from the railway and bus stations. 300yds from the River Wye and central to all restaurants and cafes etc. Situated near the AONB Wye Valley and Forest of Dean. Please note the property has a Jack & Jill bathroom upstairs.

Guest favorite

A quaint stone cottage is framed by lush greenery, featuring a large window that invites natural light inside. The well-maintained lawn includes neatly trimmed hedges and a comfortable seating area, creating a serene outdoor environment.

Cottage in Monmouthshire

4.97 out of 5 average rating, 172 reviews

Peaceful Stone Cottage among fabulous gardens

The Garden House is a peaceful stone cottage set in the historic gardens of High Glanau Manor, the home of H. Avray Tipping (1855-1933) the Architectural Editor of Country Life Magazine from 1907. High Glanau Manor is an important Arts & Crafts house set in 12 acres of gardens designed in 1922. The gardens retain many original features including formal terraces, octagonal pool, glasshouse, pergola and 100 ft long double herbaceous borders. There are spectacular views to the Brecon Beacons

Top guest favorite

The charming stone exterior of the barn is framed by large wooden shutters, which are partially open. Vibrant greenery and flowering plants surround the entrance, creating an inviting atmosphere. Natural light filters in through the expansive window, highlighting the texture of the stonework.

Guesthouse in South Gloucestershire

5 out of 5 average rating, 328 reviews

5*Barn located between Bath and Bristol - Hot tub

The Little Barn has been transformed into a charming bolt hole, with stylish interiors. Hidden away down a country lane nestled between the world heritage city of Bath and the historic maritime and vibrant city of Bristol, you are spoilt for choice for things to do. Located within a securely gated private driveway in countryside surroundings with an al-fresco patio and private hot tub. This Self catered hideaway is steps away from the Bristol to Bath cycle path and beautiful walking routes

Guest favorite

The exterior of the Garden Cottage features a charming stone wall, a sloped roof with red tiles, and a wooden door painted in a soft grey. A small window allows natural light into the space, surrounded by lush greenery and a well-kept garden area.

Guest suite in Magor

4.85 out of 5 average rating, 147 reviews

Charming Welsh cottage with pretty garden.

Garden Cottage is a lovely contemporary addition to an 18th century Welsh long house. With separate access & pretty private garden area, it consists of a double bedroom with ensuite shower, spacious open plan kitchen/living room & separate utility area with washing machine. Additionally, there is an outside table and chairs for alfresco dining. Free wifi and gas central heating ensures guests' comfort and convenience. The property is not suitable for small children, as there is a deep pond.

Guest favorite

The historic Welsh Gatehouse features an imposing stone exterior with two prominent towers. Architectural details include ancient windows and a large, arched entrance. Surrounding greenery adds to the charm of this medieval structure, set against a clear blue sky.

Castle in Chepstow

4.93 out of 5 average rating, 180 reviews

Welsh Gatehouse: Luxury 13th Century Medieval Home

The Welsh Gatehouse is a beautiful historic house with modern amenities. Imagine staying in a fairy tale castle built in 1270. The thick walls, ancient windows & steep spiral staircase say 'history'. Romantic log fires keep you warm you in winter, & the thick walls keep you cool in summer. Views from the top of the tower are extraordinary over the Severn Bridges and the Breacon Beacons (NB we call this the terrace in our description below). Unique, luxurious, quirky yet comfortable.

Top guest favorite

The living space features a combination of natural wood finishes and modern decor. A cozy seating area with a blue sofa complements a light wood dining table and chair. Sliding wooden doors separate the sleeping area, where a spacious bed is visible in the background.

Bungalow in Caldicot

4.98 out of 5 average rating, 217 reviews

Yeomans Lodge - Chepstow, Newly renovated.

Located within the grounds of the owners house, Yeomans Lodge is a newly renovated, quirky, self-contained, compact bungalow. It is a perfect location if you’re looking to escape to the countryside. The historic town of Chepstow and magnificent Wye Valley is a short drive away. Please note that the airbnb is in Crick, Chepstow, on some occasions the airbnb g00gle link takes you to Yeomans Acre in Gloucester which is the wrong location. Trying to sort the issue with Airbnb.

Guest favorite

A large country home is presented in a modern brick design with multiple balconies and expansive windows. Surrounded by green trees, the entrance is highlighted by a welcoming front door with potted flowers adorning the exterior. The well-maintained driveway is visible in the foreground.

Apartment in Gloucestershire

4.99 out of 5 average rating, 125 reviews

Idyllic Country Retreat in the Forest of Dean

Set in the grounds of a magnificent country home with far reaching stunning views over the River Severn and beyond. This is a perfect place to escape and unwind from the daily hustle and bustle of life. Near to Chepstow and with easy access to the M4 & M5 Motorways and only 2 hours drive from London, 30 minutes from Bristol and 40 minutes from Cheltenham. This cosy studio apartment has only recently been completed to an exceptionally high standard.

Top guest favorite

A well-lit bedroom features a double bed with a simple, patterned duvet, flanked by two bedside tables with lamps. A comfortable black sofa is positioned nearby. Natural light enters through curtains that frame a window, enhancing the serene atmosphere of the space.

Guesthouse in Magor

4.94 out of 5 average rating, 448 reviews

Private Annex with gated parking close to M4.

Modern, light and homely annex on private land with gated parking situated in a lovely little village called Magor. The village shops, restaurants and pubs are a short five minute stroll away and are well worth a visit. Magor has fantastic links being 2 minutes from the M4. We are approx 30 minutes to centre of Bristol and 30 minutes to Cardiff, 20 minutes to centre of Newport and 10 minutes to the Celtic Manor Resort and ICC.

Top guest favorite

An outdoor dining area features a wooden table surrounded by six matching chairs, set on a stone patio. Lush greenery and flowering plants are arranged along the edges, complemented by a rustic stone wall and a shaded archway in the background.

Apartment in Saint Arvans

4.93 out of 5 average rating, 121 reviews

The Nursery Wing - Wyndcliffe Court

The Accommodation is just off the Wye Valley walk at Upper Wyndcliff, a spacious and comfortable self-contained first floor flat within a private family house and garden with fabulous views. Guests can explore the beautiful gardens - which they may have seen featured in the May 2022 edition of "The English Garden". There are also wonderful walks and cycle rides from the door to Tintern, Chepstow and the AONB of the Wye Valley.

Guest favorite

A bright kitchen area features wooden flooring and natural light from a window. A wooden dining table with four chairs is present, complemented by a potted plant in the corner. The kitchen is equipped with modern appliances and white cabinetry.

Cottage in Monmouthshire

4.88 out of 5 average rating, 443 reviews

Carpenters Cottage - Central Chepstow with parking

Carpenters Cottage is a quaint cosy one bedroom cottage at the bottom of Chepstow Town. It’s 2 minutes walk to the castle, town centre or the pubs on the river wye. The cottage is fully equipped with all your necessities for a wonderful home from home stay. Recently completely refurbished to a high standard it offers comfort, style and privacy with a 4* luxury finish. We hope you enjoy your stay and want to come again.