Chepstow cottages: Luxury cottages in Chepstow

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  • Gaerllwyd (2)

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50 Holiday homes

Filters applied: Horse riding (3)

(11) Very Good 

1 / 19

Holiday cottage in Brockweir

Chepstow / Brockweir

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £68 / night

£655 / week

Book

from £68 / night

1 / 17

Holiday cottage in Gaerllwyd

Chepstow / Gaerllwyd

3 4 2 nights min stay

Cottage / 3 bedrooms / sleeps 4 / 2 nights min stay

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from £86 / night

£599 - £872 / week

Book

from £86 / night

1 / 16

Holiday cottage letting

Chepstow / Gaerllwyd

3 5 2 nights min stay

Cottage / 3 bedrooms / sleeps 5 / 2 nights min stay

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from £86 / night

£599 - £872 / week

Book

from £86 / night

More results near

Distance approx 3.14 miles from Chepstow Show on Map

(28) Excellent 

1 / 15

Holiday cottage with indoor pool in Forest of Dean

Gloucestershire / Forest of Dean

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £77 / night

£705 / week

Book

from £77 / night

Distance approx 4.36 miles from Chepstow Show on Map

(1) Excellent 

1 / 15

Cottage rental in Wye Valley

Monmouthshire / Wye Valley

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £60 / night

£420 - £600 / week

Book

from £60 / night

Distance approx 4.82 miles from Chepstow Show on Map

(3) Very Good 

1 / 20

Holiday manor house rental

Monmouthshire / Caldicot

7 16 2 nights min stay

Manor House / 7 bedrooms / sleeps 16 / 2 nights min stay

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from £500 / night

£1400 - £5450 / week

Enquire

from £500 / night

Distance approx 4.9 miles from Chepstow Show on Map

(7) Excellent 

1 / 13

Bungalow letting in Usk

Monmouthshire / Usk

2 6 Min stay varies

Bungalow / 2 bedrooms / sleeps 6 / Min stay varies

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from £65 / night

£350 - £390 / week

Book

from £65 / night

Distance approx 5 miles from Chepstow Show on Map

(3) Excellent 

1 / 24

Manor house rental in Thornbury with golf nearby, tennis court

Thornbury / Oldbury on Severn

5 10 Min stay varies

Manor House / 5 bedrooms / sleeps 10 / Min stay varies

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from £500 / night

£2800 - £3250 / week

Enquire

from £500 / night

Distance approx 5.51 miles from Chepstow Show on Map

(2) Very Good 

1 / 6

Holiday apartment with golf nearby in Lydney

Forest of Dean / Lydney

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

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from £100 / night

£560 / week

Book

from £100 / night

Distance approx 5.88 miles from Chepstow Show on Map

(11) Excellent 

1 / 17

Cottage rental in Lydney

Forest of Dean / Lydney

1 4 Min stay varies

Cottage / 1 bedroom / sleeps 4 / Min stay varies

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from £53 / night

£250 - £445 / week

Book

from £53 / night

Distance approx 5.92 miles from Chepstow Show on Map

(6) Excellent 

1 / 12

Forest of Dean holiday home rental

Gloucestershire / Forest of Dean

6 12 Min stay varies

House / 6 bedrooms / sleeps 12 / Min stay varies

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from £350 / night

£2800 / week

Book

from £350 / night

Distance approx 5.99 miles from Chepstow Show on Map

(17) Excellent 

1 / 21

Cottage rental in Lydney

Forest of Dean / Lydney

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £50 / night

£200 - £490 / week

Book

from £50 / night

Distance approx 6.03 miles from Chepstow Show on Map

(4) Excellent 

1 / 23

Lanishen holiday cottage rental

Monmouthshire / Lanishen

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £85 / night

£300 - £500 / week

Book

from £85 / night

Distance approx 6.46 miles from Chepstow Show on Map

(3) Very Good 

1 / 21

Holiday cottage in Saint Briavels

Forest of Dean / Saint Briavels

4 8 3 nights min stay

Cottage / 4 bedrooms / sleeps 8 / 3 nights min stay

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from £240 / night

£1595 - £1800 / week

Enquire

from £240 / night

Distance approx 7.16 miles from Chepstow Show on Map

(1) Excellent 

1 / 20

Thornbury holiday home rental

Gloucestershire / Thornbury

7 15 2 nights min stay

House / 7 bedrooms / sleeps 15 / 2 nights min stay

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from £1000 / night

£7500 / week

Enquire

from £1000 / night

Distance approx 7.4 miles from Chepstow Show on Map

(17) Very Good 

1 / 21

Holiday home in Saint Briavels

Forest of Dean / Saint Briavels

11 24 Min stay varies

House / 11 bedrooms / sleeps 24 / Min stay varies

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from £715 / night

£4710 - £5435 / week

Enquire

from £715 / night

Distance approx 7.44 miles from Chepstow Show on Map

(17) Very Good 

1 / 22

Manor house rental in Saint Briavels

Forest of Dean / Saint Briavels

6 12 Min stay varies

Manor House / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £415 / night

£2750 - £3200 / week

Enquire

from £415 / night

Distance approx 7.71 miles from Chepstow Show on Map

(3) Very Good 

1 / 22

Self-Catering Cottage in Usk

Monmouthshire / Usk

2 5 7 nights min stay

Barn / 2 bedrooms / sleeps 5 / 7 nights min stay

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from £150 / night

£450 / week

Book

from £150 / night

Distance approx 7.71 miles from Chepstow Show on Map

(2) Excellent 

1 / 26

Self-Catering Cottage in Usk

Monmouthshire / Usk

2 4 7 nights min stay

Barn / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £190 / night

£595 / week

Book

from £190 / night

Distance approx 7.71 miles from Chepstow Show on Map

(1) Excellent 

1 / 16

Self-Catering Cottage in Usk

Monmouthshire / Usk

2 4 7 nights min stay

Barn / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £175 / night

£425 / week

Book

from £175 / night

Distance approx 7.72 miles from Chepstow Show on Map

(10) Excellent 

1 / 29

Self-Catering Cottage in Usk

Monmouthshire / Usk

2 4 7 nights min stay

Barn / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £175 / night

£410 / week

Book

from £175 / night

Distance approx 7.72 miles from Chepstow Show on Map

(7) Excellent 

1 / 33

Self-Catering Cottage in Usk

Monmouthshire / Usk

4 9 7 nights min stay

Cottage / 4 bedrooms / sleeps 9 / 7 nights min stay

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from £295 / night

£895 / week

Book

from £295 / night

Distance approx 8.09 miles from Chepstow Show on Map

(17) Excellent 

1 / 20

Holiday converted chapel in Whitebrook

Monmouthshire / Whitebrook

3 8 7 nights min stay

Converted Chapel / 3 bedrooms / sleeps 8 / 7 nights min stay

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from £73 / night

£510 - £1282 / week

Book

from £73 / night

Distance approx 8.74 miles from Chepstow Show on Map

(13) Excellent 

1 / 14

Holiday cottage with tennis court in Penallt

Monmouthshire / Penallt

2 3 Min stay varies

Cottage / 2 bedrooms / sleeps 3 / Min stay varies

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from £65 / night

£290 - £470 / week

Book

from £65 / night

Distance approx 8.8 miles from Chepstow Show on Map

(4) Excellent 

1 / 2

Holiday cottage in Usk

Monmouthshire / Usk

1 2 1 night min stay

Cottage / 1 bedroom / sleeps 2 / 1 night min stay

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from £55 / night

£340 / week

Book

from £55 / night

Distance approx 8.94 miles from Chepstow Show on Map

(4) Excellent 

1 / 11

Holiday chalet in Penallt

Monmouthshire / Penallt

1 2 2 nights min stay

Chalet / 1 bedroom / sleeps 2 / 2 nights min stay

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from £85 / night

£390 / week

Book

from £85 / night

Distance approx 9.02 miles from Chepstow Show on Map

(4) Excellent 

1 / 15

Holiday cottage rental

Forest of Dean / Bream

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

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from £90 / night

£800 / week

Book

from £90 / night

Distance approx 9.29 miles from Chepstow Show on Map

1 / 14

Studio rental in Coleford

Forest of Dean / Coleford

2 2 nights min stay

Studio / sleeps 2 / 2 nights min stay

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from £45 / night

£250 / week

Book

from £45 / night

Distance approx 9.68 miles from Chepstow Show on Map

(7) Excellent 

1 / 16

Holiday apartment in Monmouth

Monmouthshire / Monmouth

1 3 2 nights min stay

Apartment / 1 bedroom / sleeps 3 / 2 nights min stay

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from £65 / night

£450 / week

Book

from £65 / night

Distance approx 9.75 miles from Chepstow Show on Map

(4) Very Good 

1 / 5

Holiday cottage in Redbrook

Gloucestershire / Redbrook

2 5 1 night min stay

Cottage / 2 bedrooms / sleeps 5 / 1 night min stay

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from £120 / night

£400 - £600 / week

Book

from £120 / night

Distance approx 9.77 miles from Chepstow Show on Map

(1) Very Good 

1 / 22

Holiday b&b rental

Monmouthshire / Monmouth

1 2 Min stay varies

B&B / 1 bedroom / sleeps 2 / Min stay varies

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from £68 / night

£450 / week

Book

from £68 / night

Distance approx 9.85 miles from Chepstow Show on Map

(15) Excellent 

1 / 12

Holiday lodge in Coleford

Forest of Dean / Coleford

2 5 Min stay varies

Lodge / 2 bedrooms / sleeps 5 / Min stay varies

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from £50 / night

£340 - £650 / week

Book

from £50 / night

Distance approx 9.87 miles from Chepstow Show on Map

1 / 11

Bristol holiday home rental

Bristol / Westbury on Trym

3 5 1 night min stay

House / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £119 / night

£725 / week

Book

from £119 / night

Distance approx 9.9 miles from Chepstow Show on Map

1 / 12

Holiday home rental

England / Bristol

3 5 1 night min stay

House / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £115 / night

£805 / week

Book

from £115 / night

Distance approx 9.9 miles from Chepstow Show on Map

(21) Very Good 

1 / 26

Holiday cottage in Coleford

Forest of Dean / Coleford

2 3 Min stay varies

Cottage / 2 bedrooms / sleeps 3 / Min stay varies

Add to shortlist

from £70 / night

£250 - £400 / week

Enquire

from £70 / night

Distance approx 10.01 miles from Chepstow Show on Map

(2) Very Good 

1 / 24

Holiday bungalow in Lydney

Forest of Dean / Lydney

2 4 Min stay varies

Bungalow / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £47 / night

£270 - £485 / week

Book

from £47 / night

Distance approx 10.04 miles from Chepstow Show on Map

(6) Excellent 

1 / 18

Holiday cottage in Lydney

Forest of Dean / Lydney

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £40 / night

£230 - £355 / week

Book

from £40 / night

Distance approx 10.06 miles from Chepstow Show on Map

(4) Excellent 

1 / 17

Holiday cottage in Lydney

Forest of Dean / Lydney

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £52 / night

£295 - £540 / week

Book

from £52 / night

Distance approx 10.08 miles from Chepstow Show on Map

1 / 7

Holiday home in Bristol

England / Bristol

3 5 3 nights min stay

House / 3 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £119 / night

£699 - £700 / week

Book

from £119 / night

Distance approx 10.77 miles from Chepstow Show on Map

(22) Excellent 

1 / 16

Lydney holiday converted chapel rental

Forest of Dean / Lydney

2 4 Min stay varies

Converted Chapel / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £86 / night

£420 - £615 / week

Book

from £86 / night

Distance approx 10.78 miles from Chepstow Show on Map

(12) Excellent 

1 / 17

Cottage rental in Coleford

Forest of Dean / Coleford

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £75 / night

£399 - £675 / week

Book

from £75 / night

Distance approx 10.86 miles from Chepstow Show on Map

(15) Excellent 

1 / 17

Holiday cottage in Blakeney, Gloucestershire

Forest of Dean / Blakeney, Gloucestershire

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £68 / night

£464 - £976 / week

Book

from £68 / night

Distance approx 11.29 miles from Chepstow Show on Map

1 / 9

Holiday camper van with golf nearby in Bristol

England / Bristol

2 4 3 nights min stay

Camper van / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £57 / night

£325 / week

Book

from £57 / night

Distance approx 11.37 miles from Chepstow Show on Map

(6) Excellent 

1 / 31

Home rental in Forest of Dean

Gloucestershire / Forest of Dean

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £320 / night

£2260 - £4950 / week

Book

from £320 / night

Distance approx 11.49 miles from Chepstow Show on Map

(2) Excellent 

1 / 26

Holiday cottage with golf nearby in Forest of Dean

Gloucestershire / Forest of Dean

3 6 2 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £200 / night

£1000 - £1200 / week

Book

from £200 / night

Distance approx 11.62 miles from Chepstow Show on Map

1 / 4

Holiday shepherds hut rental

Forest of Dean / Blakeney, Gloucestershire

1 2 1 night min stay

Shepherds Hut / 1 bedroom / sleeps 2 / 1 night min stay

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from £100 / night

£700 / week

Book

from £100 / night

Distance approx 11.65 miles from Chepstow Show on Map

(1) Excellent 

1 / 24

Newnham on Severn holiday apartment rental

Forest of Dean / Newnham on Severn

1 6 2 nights min stay

Apartment / 1 bedroom / sleeps 6 / 2 nights min stay

Add to shortlist

from £80 / night

£460 / week

Book

from £80 / night

Distance approx 11.78 miles from Chepstow Show on Map

(25) Very Good 

1 / 11

Holiday barn in Wotton-under-Edge

Wotton-under-Edge / Huntingford, Gloucestershire

2 4 3 nights min stay

Barn / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £63 / night

£360 - £530 / week

Enquire

from £63 / night

Distance approx 11.78 miles from Chepstow Show on Map

(24) Excellent 

1 / 16

Holiday barn in Wotton-under-Edge

Wotton-under-Edge / Huntingford, Gloucestershire

1 2 3 nights min stay

Barn / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £63 / night

£360 - £530 / week

Enquire

from £63 / night

Distance approx 11.82 miles from Chepstow Show on Map

1 / 8

Home rental in Dursley

Cotswolds / Dursley

6 16 2 nights min stay

House / 6 bedrooms / sleeps 16 / 2 nights min stay

Add to shortlist

from £430 / night

£2000 - £3500 / week

Book

from £430 / night

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