Vacation rentals in Caldicot

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Top-rated vacation rentals in Caldicot

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Guest favorite

Home in Llanvaches

4.99 out of 5 average rating, 173 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.

May 8 – 15

G$34,400 GYD per night

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Cottage in Chepstow

4.84 out of 5 average rating, 356 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.

Nov 14 – 21

G$21,629 GYD per night

Guest favorite

Townhouse in Chepstow

4.95 out of 5 average rating, 164 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.

Dec 4 – 11

G$20,517 GYD per night

Guest favorite

Castle in Chepstow

4.93 out of 5 average rating, 150 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.

Oct 23 – 30

G$39,086 GYD per night

Guest favorite

Cottage in Saint Briavels

5.0 out of 5 average rating, 239 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.

Mar 17 – 24

G$37,358 GYD per night

Guest favorite

Guest suite in Tockington

4.95 out of 5 average rating, 327 reviews

The Dairy - Quaint village stay

The Dairy is a quaint self-contained annex at the side of our detached property in the picturesque village of Tockington just north of Bristol. There is a bedroom on a mezzanine over an open plan living/dining/kitchen area and shower room. The accommodation is situation on the approach to the village, accessed from a private driveway with parking at the front. You have the use of a private veranda with views of the countryside and the opportunity to take in the village atmosphere.

Mar 23 – 30

G$17,565 GYD per night

Guest favorite

Bungalow in Caldicot

4.98 out of 5 average rating, 172 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.

Jan 21 – 28

G$22,791 GYD per night

Guest favorite

Condo in Earlswood

5.0 out of 5 average rating, 158 reviews

Luxurious homely and cosy 1st floor apartment.

The Folly first floor apartment is part of a contemporary country house set in four acres of gardens and paddocks. Whilst being part of the main house it is self-contained, fully furnished to a high standard and private. Open plan with dual aspect, lovely views to front and rear with balcony and seating overlooking the garden. King size and single bedrooms with immaculate shower room. Perfect rural location to escape to the country to re-charge and relax.

Aug 31 – Sep 7

G$21,176 GYD per night

Guest favorite

Apartment in Caldicot

4.95 out of 5 average rating, 330 reviews

Cosy apartment

This is a first floor apartment with a large main bedroom containing a large super king bed or 2 singles, a small room with a settee and TV, a kitchen and a shower room. There's a small hallway downstairs leading to a private terrace. We are close to Caldicot Castle, St Pierre, Celtic Manor Resort, Brooms Event Centre, Wye Valley, Wales Coastal Path and Offa's Dyke. Caldicot is a small town close to the M4 & M5 motorways so easy reach of many locations.

Sep 6 – 13

G$16,981 GYD per night

Guest favorite

Home in Whitebrook

4.95 out of 5 average rating, 897 reviews

Adjoined Stone Cottage Wye Valley (Five Springs)

Self-catering cottage in a small quiet Wye Valley village in in the hills above Monmouth. Set in 6 acres of woodland and hidden gardens. Large bedroom with comfortable king (60") & single bed, lounge with log burner, TV & WiFi. Stunning large spa room with sauna, shower, jacuzzi & small toilet room. Kitchen with induction hob, grill and fan oven, microwave, washing machine, tumble dryer and fridge freezer, separate bathroom with toilet.

Aug 23 – 30

G$20,983 GYD per night

Guest favorite

Apartment in Saint Arvans

4.92 out of 5 average rating, 100 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.

Jun 28 – Jul 5

G$21,831 GYD per night

Guest favorite

Cottage in Monmouthshire

4.88 out of 5 average rating, 359 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.

Feb 21 – 28

G$21,513 GYD per night