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Holiday rentals in Caldicot

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Top-rated holiday rentals in Caldicot

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Top guest favourite
A serene bedroom is presented, featuring a spacious bed adorned with decorative pillows. Soft lighting from bedside lamps enhances the calm ambiance. Two star-shaped decorative elements are mounted on the wall above the bed, creating a balanced aesthetic. Freshly laundered towels are neatly arranged.
Flat
4.99 out of 5 average rating, 296 reviews

Ground Floor, 2-bed Marina Apartment

A beautiful ground-floor apartment set right on the water’s edge of the idyllic Portishead Marina — a perfect retreat for families, friends, or couples seeking a quality escape. Ideally located, you’re just a 2-minute stroll from a delicious local bakery, cosy cafés, excellent restaurants, and a convenient mini supermarket. With scenic walking routes right on your doorstep — including the marina, coastal path, lake grounds, and nearby nature reserve. A relaxing and well located base to stay.

Top guest favourite
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
4.87 out of 5 average rating, 511 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 favourite
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
5 out of 5 average rating, 346 reviews

Wye Valley Escape. Romantic Loft on 40-Acre Estate

Romantic luxury loft for two on a 40-acre private estate in the Wye Valley National Landscape. Perfect for honeymooners, stargazers, proposals, anniversaries, or milestone moments. Enjoy panoramic Mork Valley views through the feature arched window, vaulted oak beams, and a cozy fire pit (logs & marshmallows incl.). Includes a generous welcome hamper and exclusive access to our dark skies, meadows, stream, and woodland. A peaceful, magical retreat with high-end, curated experiences available.

Top guest favourite
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
4.97 out of 5 average rating, 192 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

Superhost
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
4.84 out of 5 average rating, 163 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 favourite
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
4.92 out of 5 average rating, 192 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 favourite
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
4.98 out of 5 average rating, 227 reviews

Yeomans Acre – Chepstow

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 favourite
An inviting dining area features a light-colored wooden table set with tableware, complemented by a cozy yellow sofa. A decorative wall piece and a flat-screen TV enhance the rustic charm of the stone interior, while a soft light illuminates the space through an arched doorway.
Cottage
4.98 out of 5 average rating, 164 reviews

Olli's Cottage-Terrace & Jacuzzi

Olli's cottage is situated in one of Bristol picturesque suburds, newly refurbished 700sq Ft/70 Sqm with private terrace and hot tub (3 days notice required/small extra charge). In close proximity to La Villa Olli: Swimming pool with waterfall, pool table & ping pong table (Small extra charge). Located near M4/M5, making travel to/from easy. Perfect for a couple getaway or a business trip in a tranquil environment within 5 minutes access to country pubs.

Top guest favourite
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.
Guest house
4.95 out of 5 average rating, 497 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 favourite
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.
Flat
4.93 out of 5 average rating, 122 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 favourite
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
4.89 out of 5 average rating, 477 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.

Top guest favourite
A spacious double bedroom features a king size bed with a light-colored patterned duvet and orange pillows. Nightstands with lamps are positioned on either side of the bed. An ornate wardrobe and a seating area with a decorative rug complete the inviting setup.
Apartment
4.98 out of 5 average rating, 110 reviews

Apartment Pwllmeyric (Chepstow) with parking

Pentwyn House Apartment is a spacious self-catering studio apartment with free on-site parking located in a small village with easy access onto the A48 into popular Chepstow. The apartment has a large double bedroom with king size bed, en-suite, sitting area, open plan kitchen and outside patio. Wi-Fi, Netflix and Sky included. Towels are provided.

Popular amenities for Caldicot holiday rentals

  1. Airbnb
  2. United Kingdom
  3. Wales
  4. Monmouthshire
  5. Caldicot