Holiday Homes in Chepstow

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Chepstow holiday homes

Cottage | Interior
Tickmorend Farm

Holiday Home in Stroud

Tickmorend Farm
3.5 star property
The price is €2,890
includes taxes & fees
29 Dec - 30 Dec
Tickmorend Farm
Fridge, microwave, oven, stovetop
Ty Hiraeth A Charming Stay Steps Away from Caerphilly Castle!

Holiday Home in Town Centre

Ty Hiraeth A Charming Stay Steps Away from Caerphilly Castle!
9.2 out of 10, Wonderful, (5)
"It was charming, close to the castle and local eateries. The hosts had a great book with detailed descriptions and explanations about the home. I would highly recommend to those who want to visit Caerphilly. "
United States
Lisa K.
The price is €128
includes taxes & fees
3 Jan - 4 Jan 2026
Ty Hiraeth A Charming Stay Steps Away from Caerphilly Castle!
Family House | Private kitchen
The Dock House - Newport City Centre

Holiday Home in Pillgwenlly

The Dock House - Newport City Centre
4.0 star property
10.0 out of 10, Exceptional, (1)
The Dock House - Newport City Centre
Fridge, microwave, oven, stovetop
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

Holiday Home in Alvington

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
10.0 out of 10, Exceptional, (12)
"Well equipped, clean property with very friendly welcoming owners"
United Kingdom
Helen S.
The price is €154
includes taxes & fees
3 Jan - 4 Jan 2026
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Fridge, microwave, oven, stovetop
No.10 Bristol 2 bedroom boutique house with private parking and private garden

Holiday Home in Brislington

No.10 Bristol 2 bedroom boutique house with private parking and private garden
10.0 out of 10, Exceptional, (1)
"We were visiting Bristol and Bath for the weekend and this place was the perfect base for us to do so. Comms were good and access to the property was straightforward. The house had everything we needed for a cosy and comfortable stay and everything we used was in good working order (oven/hob, wifi, tv, shower). Good value for money so we would gladly return if we're back in the area. "
United Kingdom
Simon C.
The price is €203
includes taxes & fees
30 Dec - 31 Dec
No.10 Bristol 2 bedroom boutique house with private parking and private garden
Fridge, microwave, oven, stovetop
Entire 3 bedroom house 5 minute walk to the Caerphilly station

Holiday Home in Caerphilly

Entire 3 bedroom house 5 minute walk to the Caerphilly station
9.8 out of 10, Exceptional, (6)
"Spotless property, well decorated throughout with everything you could need, in a beautiful quiet area, a great base for exploring and a short hop on the train into Cardiff."
United Kingdom
Keith M.
The price is €200
includes taxes & fees
31 Dec - 1 Jan 2026
Entire 3 bedroom house 5 minute walk to the Caerphilly station
Fridge, microwave, oven, stovetop
Thesiger 4 (2 beds)

Holiday Home in Cathays

Thesiger 4 (2 beds)
8.0 out of 10, Very good, (6)
"Very Helpful and really nice accommodation. Had a pleasant stay."
United Kingdom
Bhagya
The price is €111
includes taxes & fees
9 Jan - 10 Jan 2026
Thesiger 4 (2 beds)
Fridge, microwave, oven, stovetop
White 3 bed bungalow with en-suite and parking

Holiday Home in Bristol

White 3 bed bungalow with en-suite and parking
8.6 out of 10, Excellent, (15)
"Great location for Bristol Airport Quite basic accommodation but fine for short stay"
Australia
Duncan C.
The price is €204
includes taxes & fees
27 Dec - 28 Dec
White 3 bed bungalow with en-suite and parking
Dining
Stunning Home With Captivating Views Nearby

Holiday Home in Abercarn

Stunning Home With Captivating Views Nearby
7.0 out of 10, Good, (2)
"Property was not well looked after. Blinds were missing from Windows, surfaces had not been cleaned, the kitchen was missing many essential items such as forks, broken glass outside the back door, last guests dirty laundry left in the dinning room, the list goes on. Really put a downer on the first day of the holiday. I don't expect to have to provide essentials like forks and kitchen knives and clean on arrival. Manager of property was initially understanding but is now ignoring my emails."
United Kingdom
Oliver P.
The price is €296
includes taxes & fees
26 Dec - 27 Dec
Stunning Home With Captivating Views Nearby
House | Dining
4 Bed Townhouse-sleeps 7-garden-pets-valley View

Holiday Home in Llanhilleth

4 Bed Townhouse-sleeps 7-garden-pets-valley View
3.5 star property
The price is €417
includes taxes & fees
9 Jan - 10 Jan 2026
4 Bed Townhouse-sleeps 7-garden-pets-valley View
Cottage | Interior
The Old Mill

Holiday Home in Mitcheldean

The Old Mill
3.5 star property
The price is €1,682
includes taxes & fees
28 Dec - 29 Dec
The Old Mill
Dining
Cozy Glam 4 Bed Garden House_ Patchway Sleep 7

Holiday Home in Patchway

Cozy Glam 4 Bed Garden House_ Patchway Sleep 7
10.0 out of 10, Exceptional, (1)
"Great house for a long weekend attending a family wedding. 4 decent sized double rooms, 2 bathrooms and a separate downstairs loo. House was spotlessly clean when we arrived, beds all made up and plenty of towels, shampoo, conditioner etc in the bathrooms.Sainsbury’s local and Lildl close by, best chippy ever in the Atlantic fish bar 3 min drive away.Thanks very much ."
United Kingdom
Paul S.
The price is €332
includes taxes & fees
26 Dec - 27 Dec
Cozy Glam 4 Bed Garden House_ Patchway Sleep 7
Living area
Greengates Nature Filled Escape

Holiday Home in Monmouth

Greengates Nature Filled Escape
2.0 star property
The price is €521
includes taxes & fees
15 Jan - 16 Jan 2026
Greengates Nature Filled Escape
TV, stereo, offices
Hotwells Modern Mews

Holiday Home in Clifton

Hotwells Modern Mews
The price is €168
includes taxes & fees
5 Jan - 6 Jan 2026
Hotwells Modern Mews
Interior
The Corner Cottage - ideal Cotswold way walk stay / pet friendly

Holiday Home in Wotton-under-Edge

The Corner Cottage - ideal Cotswold way walk stay / pet friendly
The price is €163
includes taxes & fees
5 Jan - 6 Jan 2026
The Corner Cottage - ideal Cotswold way walk stay / pet friendly
Fridge, microwave, stovetop, dishwasher
Gorgeous three bedroom townhouse in Clifton

Holiday Home in Clifton

Gorgeous three bedroom townhouse in Clifton
7.6 out of 10, Good, (4)
"Excellent, clean and spacious property in the heart of Clifton. Only metres away from the vibrant cafes, bars and restaurants and quirky shops which you expect to find in this beautiful area of Bristol - close to the Downs too. A great base to explore furter afield, would not hesitate to recommend."
United Kingdom
Vanessa U.
The price is €223
includes taxes & fees
5 Jan - 6 Jan 2026
Gorgeous three bedroom townhouse in Clifton
House, 5 Bedrooms, Accessible, Patio | Interior
Luxury Home 5 Bedroom 3 Bathroom Games Room Parking

Holiday Home in Risca East

Luxury Home 5 Bedroom 3 Bathroom Games Room Parking
2.0 star property
The price is €637
includes taxes & fees
29 Dec - 30 Dec
Luxury Home 5 Bedroom 3 Bathroom Games Room Parking
3 bedrooms, iron/ironing board, WiFi
Fitzroy Street (3 beds)

Holiday Home in Cathays

Fitzroy Street (3 beds)
The price is €186
includes taxes & fees
29 Dec - 30 Dec
Fitzroy Street (3 beds)
Private kitchen
Peaceful Bristol Retreat | 20 Mins to City Centre

Holiday Home in Bristol

Peaceful Bristol Retreat | 20 Mins to City Centre
2.0 star property
Peaceful Bristol Retreat | 20 Mins to City Centre
Terrace/patio
Three bedroom House Next to Cabot Circus - Hopewell

Holiday Home in Saint Paul's

Three bedroom House Next to Cabot Circus - Hopewell
8.0 out of 10, Very good, (2)
"The flat is as the pictures and is in a good location not far from the centre. It was clean. The beds are all quite small and not that comfy.There was 1 wine glass and all the mugs were chipped. Lamps in the lounge didnt work. I messaged the host but never received a reply."
United Kingdom
Lois S.
The price is €218
includes taxes & fees
4 Jan - 5 Jan 2026
Three bedroom House Next to Cabot Circus - Hopewell
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chepstow Hotel Reviews

De Vere Tortworth Court

De Vere Tortworth Court

10/10 Excellent
"Great staff and a great place. "
Matt 1-night trip
Posted 1 day ago
De Vere Tortworth Court

Find out more about Chepstow

Chepstow Holiday Homes information

Number of reviews
50
Accommodation
682 Holiday Homes
Lowest Price
€111
Highest Price
€2,890

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