The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.

Holiday Homes in Chepstow

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Chepstow holiday homes

A living room with two green sofas, a wooden coffee table, and a TV on a stand.

1. The Elements Residence

The Elements Residence
Chepstow
The price is €1,068
includes taxes & fees
25 Oct - 26 Oct
The Elements Residence

2. A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
Alvington
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable stay would try to re-book when next in the area"
United States
Philip R.
The price is €169
includes taxes & fees
1 Oct - 2 Oct
A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.
A hallway with a wooden staircase, a chandelier, and a radiator.

3. The Cranbrook - Stylish Bristol Stay - 10 Guests

The Cranbrook - Stylish Bristol Stay - 10 Guests
Bishopston
The price is €187
includes taxes & fees
28 Sept - 29 Sept
The Cranbrook - Stylish Bristol Stay - 10 Guests
A gravel driveway leading to a stone wall and a building with ivy-covered walls.

4. HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
Lydney
10.0 out of 10, Exceptional, (30 reviews)
"A great property with a few clearly defined spaces to enjoy. The location was great for an enjoyable pleasant weekend, and the process with the host was very efficient and slick."
United Kingdom
Samuel P.
The price is €996
includes taxes & fees
29 Sept - 30 Sept
HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation
A modern living room with a dark blue sofa, a wooden coffee table with a remote control and decorative items, a wall-mounted lamp, and a framed artwork.

5. Modern 3-bed Bradley Stoke Self Check-in Free Parking Fast Wi-Fi

Modern 3-bed Bradley Stoke Self Check-in Free Parking Fast Wi-Fi
Bradley Stoke
The price is €202
includes taxes & fees
11 Oct - 12 Oct
Modern 3-bed Bradley Stoke Self Check-in Free Parking Fast Wi-Fi
A modern kitchen with grey cabinets, a stainless steel range hood, a built-in oven, and a large refrigerator.

6. Anstey Heights - Apartment 7 - Hopewell

Anstey Heights - Apartment 7 - Hopewell
Easton
10.0 out of 10, Exceptional, (1 review)
"Nice clean flat in a well-organised apartment building (10 apartments), it is quiet inside the house and the neighbourhood is lively but friendly with a well-equipped little corner shop. It’s only a short walk to bus stops and the bicycle and foot path that takes you either to the city centre or outside of Bristol. Tip: the Garden of Easton is nearby, an amazing café / restaurant full of plants inside and outside."
United States
Anja P.
The price is €129
includes taxes & fees
27 Sept - 28 Sept
Anstey Heights - Apartment 7 - Hopewell
A room with a fireplace, a bed with a yellow bedspread, a television on a stand, and a framed picture above the fireplace.

7. Eden homez

Eden homez
Bristol
8.0 out of 10, Very good, (1 review)
"It was great for what I needed"
United Kingdom
Richard
The price is €187
includes taxes & fees
27 Sept - 28 Sept
Eden homez
A modern kitchen with grey cabinets, a herringbone floor, and a window with a plant.

8. Modern Home | Parking | Families & Contractors

Modern Home | Parking | Families & Contractors
Patchway
The price is €331
includes taxes & fees
27 Sept - 28 Sept
Modern Home | Parking | Families & Contractors
A modern kitchen with grey cabinets, a built-in oven, a gas stove, and a stainless steel sink.

9. Spacious Home | 3 Car Spaces

Spacious Home | 3 Car Spaces
Patchway
The price is €359
includes taxes & fees
27 Sept - 28 Sept
Spacious Home | 3 Car Spaces
A modern bedroom with a large bed, bedside tables, a mirror, and a hanging light fixture.

10. Spacious Open-Plan Modern House w/ Garden&Parking

Spacious Open-Plan Modern House w/ Garden&Parking
Filton
8.0 out of 10, Very good, (2 reviews)
"Lovely spacious"
United States
Melanie H.
The price is €636
includes taxes & fees
30 Sept - 1 Oct
Spacious Open-Plan Modern House w/ Garden&Parking

11. Two Bedroom Townhouse walking distance from Bristol Temple Meads!

Two Bedroom Townhouse walking distance from Bristol Temple Meads!
Bristol City
The price is €184
includes taxes & fees
27 Sept - 28 Sept
Two Bedroom Townhouse walking distance from Bristol Temple Meads!
A room with a fireplace, a bed with a yellow bedspread, a television, and a mirror.

12. Eden homez

Eden homez
Bristol
The price is €342
includes taxes & fees
1 Oct - 2 Oct
Eden homez
A sunlit room with a sliding glass door, a cushioned chair, a small table, and a view of trees and a building outside.

13. Chic Stay btwn Bath&Bristol | Sleeps 9 | Drummond

Chic Stay btwn Bath&Bristol | Sleeps 9 | Drummond
Longwell Green
The price is €187
includes taxes & fees
27 Sept - 28 Sept
Chic Stay btwn Bath&Bristol | Sleeps 9 | Drummond
A hotel room with a bed, a wardrobe, and a small bedside table.

14. Stunning and Cosy 3 bed house

Stunning and Cosy 3 bed house
Liswerry
The price is €218
includes taxes & fees
25 Sept - 26 Sept
Stunning and Cosy 3 bed house
A neatly made bed with folded towels, a potted plant on a windowsill, and a view of trees through the window.

15. No.10 Bristol 2 bedroom boutique house with private parking and private garden

No.10 Bristol 2 bedroom boutique house with private parking and private garden
Brislington
9.4 out of 10, Exceptional, (3 reviews)
"Nice clean property,"
United States
richard l.
The price is €240
includes taxes & fees
1 Oct - 2 Oct
No.10 Bristol 2 bedroom boutique house with private parking and private garden
A room with a sloped ceiling, a wall-mounted shelf with framed artwork, a cactus, and a hanging plant.

16. Home In Longwell Green Inbetween Bristol and Bath

Home In Longwell Green Inbetween Bristol and Bath
Longwell Green
The price is €158
includes taxes & fees
27 Sept - 28 Sept
Home In Longwell Green Inbetween Bristol and Bath
A staircase with beige carpet, white walls, and wooden flooring.

17. Entire 5 Bed home in Bristol United Kingdom

Entire 5 Bed home in Bristol United Kingdom
Pucklechurch
The price is €507
includes taxes & fees
28 Sept - 29 Sept
Entire 5 Bed home in Bristol United Kingdom
A living room with a grey sofa, a coffee table, a fireplace, a TV, and a floor lamp.

18. Spacious Newport Home Near ICC & Local Attractions

Spacious Newport Home Near ICC & Local Attractions
Beechwood
The price is €213
includes taxes & fees
25 Sept - 26 Sept
Spacious Newport Home Near ICC & Local Attractions
A modern kitchen with a brick wall, wooden flooring, and a large refrigerator.

19. 4 Bed Townhouse-sleeps 7-garden-pets-valley View

4 Bed Townhouse-sleeps 7-garden-pets-valley View
3.5 star property
Aberbeeg
The price is €337
includes taxes & fees
25 Sept - 26 Sept
4 Bed Townhouse-sleeps 7-garden-pets-valley View
A two-story house with a stone facade, a red telephone booth, and a green car parked in front.

20. Large Quirky Victorian house with private parking

Large Quirky Victorian house with private parking
Bristol
The price is €212
includes taxes & fees
13 Oct - 14 Oct
Large Quirky Victorian house with private parking
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

The Coach & Horses Hotel

The Coach & Horses Hotel

10/10 Excellent
"Clean and tidy hotel, a pleasant stay"
Alex 1-night trip
Posted 5 hours ago
The Coach & Horses Hotel

Find out more about Chepstow

Chepstow Holiday Homes information

Number of reviews
53
Accommodation
764 Holiday Homes
Lowest Price
€129
Highest Price
€1,068

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