Vacation rentals in Caldicot

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Caldicot

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A well-lit bedroom features a spacious metal-framed bed with a dark quilt and a decorative pillow. Two bedside tables with lamps flank the bed. Light grey curtains frame a window, while a full-length mirror is positioned against one wall, complementing the room's neutral tone.

Apartment in Monmouthshire

4.89 out of 5 average rating, 104 reviews

Cromwell House, Central Chepstow

Flat 1 is a cosy first floor flat in Cromwell House steeped in history and named after Oliver Cromwell having stayed here when invading the famous Chepstow Castle. We have recently refurbished the property to create a warm and welcoming place to enjoy all that Chepstow and the surrounding areas has to offer. This special place is close to everything and central to Chepstow making it easy to plan your visit. The flat is fully equipped with every thing you would need for your stay along with Wi-Fi

Top 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

4.87 out of 5 average rating, 470 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, 254 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.

Top guest favorite

A cozy sleeping area features a spacious bed with white bedding and patterned pillows. A plaid throw drapes over the side. Light fills the room through two open windows, revealing expansive views of the lush countryside and rolling hills beyond.

Shepherd’s hut in Usk

4.98 out of 5 average rating, 159 reviews

Bespoke/Shower/L-burn/Wc/Stars/Dog/WiFi

Our hand built bespoke huts offer a luxurious and spacious living space to relax. Quality fixtures and fittings feature throughout. Located in beautiful countryside, stunning views and its amazing wildlife can be appreciated in the daytime and star gazing at night. An internal bathroom with double size power shower will ensure a luxurious experience. Its character wood stove will keep you cosy all year round. Luxury items: Handmade kitchen, Dab/Bluetooth radio, DVD / TV and Nespresso machine.

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

4.84 out of 5 average rating, 154 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, 182 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

A feature arched window frames panoramic views of rolling hills and fields, with sunlight illuminating the stone wall and wooden shutters. A vase of fresh flowers sits on a round table, enhancing the inviting atmosphere of the open living space.

Cottage in Saint Briavels

5 out of 5 average rating, 329 reviews

Set in AONB & 40 Acres of Private Countryside

Perfectly situated to explore all the Wye Valley and Forest of Dean has to offer, The Apple Loft is an idyllic getaway popular with honeymooners, walkers, cyclists and those just wishing to escape the hustle and bustle of everyday life. With panoramic views across Mork Valley, guests can walk our grassy tracks, explore the old lime kilns, picnic in our fields, say ‘hello’ to the pet sheep and enjoy the sights and sounds of nature, stars and sunsets in this magical and relaxing retreat.

Top guest favorite

A bright and inviting room is filled with natural light from large windows dressed with soft curtains. The cozy area features a spacious bed with light bedding, a textured sofa, and a circular coffee table. Artwork hangs above the bed, adding a touch of color.

Home in Thornbury

4.99 out of 5 average rating, 203 reviews

Birch Cottage

Set in the Countryside just outside the market town of Thornbury, Birch cottage is moments away from Bristol, Wales and the Cotswolds. Standing in its own private garden with stunning views across the river Severn into Wales, friendly sheep are your neighbours. The Cottage is brand new, fitted to a high standard with its own kitchen, en suite and private gated parking 10 mins from the M4/5. Close by are:The Wave, Clifton Bridge, Wye Valley, Bristol docks and Thornbury Castle.

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, 222 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.

Top 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, 130 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.

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, 456 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.

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

4.89 out of 5 average rating, 455 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.