List your home
Apply filters
£ to

4 Holiday homes in Chepstow

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Pet Friendly Cottages
26,614 properties
Conwy
164 properties
Brecon
150 properties
Caernarfon
123 properties
Dolgellau
121 properties
Tenby
121 properties
Haverfordwest
113 properties
Pembroke
106 properties
Betws-y-Coed
89 properties
Barmouth
86 properties
Hay-On-Wye
84 properties
Pwllheli
80 properties
Harlech
79 properties
Newport
77 properties
Gower
76 properties
Trearddur Bay
72 properties
Bala
69 properties
Cardiff
68 properties
Abersoch
67 properties

Filters applied: Cycling holidays (4)

4 Results  |  
17 Photos

Tower | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £70 /night

£490 - £721 / week

View

Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
A luxury award winning period property, built in the time of Edward I, (we think it was built approx 1270). This Grade II* medieval hideaway boasts seven hundred years of history - and with its towers it feels like you are living in a fairytale castle!! The perfect couples retreat, a great base for exploring South Wales! Stay for 1 night or 1 week.  …see more

19 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £65 /night

£450 - £650 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Restored characterful cottage in the Wye Valley Area of Outstanding Natural Beauty. Set within extensive woodland only 5 minutes from Tintern and the River Wye. Sleeps 4 in 2 pretty bedrooms. Cosy lounge with wood burner. Fully equipped kitchen with modern appliances. Sunny conservatory. Cottage garden with outdoor seating and barbecue Visit Wales Accredited - 5 Stars  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

Min stay varies

Add to shortlist

from £78 /night

£540 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Maes y Felin is a Holiday Cottage with a hot tub and is located on a working farm set in 126 acres of beautiful open meadows, woodland and rolling hills. There is a large playground and games room. Weekly lets from £540 / Short breaks from £190  …see more

Featured properties

17 Photos

Cottage | 3 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

Add to shortlist

from £78 /night

£540 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Set in 126 acres of beautiful open meadows, woodland and rolling hills on a working farm, Maes y Gwy Holiday Cottage in Monmouthshire has a hot tub, large play area and games room. Weekly lets from £540 / Short breaks from £190  …see more