Cottages in Cheltenham

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Your Cheltenham, Gloucestershire search returned 74 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Hillside is a homely, detached bungalow situated in a quiet residential area of Bishops Cleeve, Gloucestershire, featuring convenient ground-floor living. Cheltenham 5.9 miles; Tewkesbury 9 miles. (Ref. 1175869)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom


for 7 nights €564

  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautifully-decorated, four-bedroom abode residing in Upton St. Leonards, Gloucestershire. Games room. Off-road parking for 3 cars due to private drive. Close to amenities. In an AONB. Pretty views. Gloucester 3.1 miles. (Ref. 1135285)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights €1644

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A 14th century, Grade II listed property situated within the town of Tewkesbury. Along the River Avon. Enclosed rear garden. Pub within a 2-minute walk. Cheltenham 9 miles; Gloucester 11 miles. (Ref. 988216)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV


for 7 nights €466

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A very smart and spacious country retreat! Set in the grounds of a large Cotswolds' manor - you are in a beautiful location and some good pubs near too. (Ref. 988694)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €832

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Cotswold Outlet Coach House is a charming holiday coach house resting in the historical town of Tewkesbury in Gloucestershire that welcomes one pet. Cheltenham 8.6 miles; Gloucester 12 miles; Malvern 16.6 miles; Ledbury 19.2 miles (Ref. 1163701)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 5% off - Sun 10th May to 7th Jun 2026


for 7 nights €641

Last booked 7 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A wonderfully converted coach house resting in Tewkesbury, Gloucestershire. Close to amenities. Private parking. Near AONB. Pet-friendly. Romantic. Cheltenham 9.4 miles; Gloucester 11.6 miles; Great Malvern 14.2 miles; Ledbury 17 miles. (Ref. 1123137)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €516

Last booked today
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming Grade II listed cottage resting in the historic riverside town of Tewkesbury, Gloucestershire. Pet-friendly. Enclosed garden. Close to amenities. Cheltenham 10 miles; Gloucester 11.7 miles; Malvern 13.2 miles. Can be booked with ref: 1063185 (Ref. 1071199)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine
  • 5% off - Thu 7th May to 31st May 2026


for 7 nights €639

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful cottage set next to a picturesque church in the village of Forthampton, Gloucestershire. Rural position. Hill views. Pet-friendly. Gloucester 12.3 miles; Cheltenham 12.7 miles. (Ref. 1120768)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €780

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful cabin retreat resting on the outskirts of the city of Gloucester. Pet-friendly. Off-road parking. Cheltenham 7 miles. (Ref. 1001980)

  • Off-road parking
  • Ground floor bedroom


for 7 nights €340

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Delightful, detached, Grade II listed lock house at entrance to historic Gloucester Docks. Open fire, wood floors, riverside garden. Shops & restaurants 2 mins walk. (Ref. 2749)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €706

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming terraced cottage situated in the centre of Winchcombe. Pet-friendly. Woodburning stove. Private garden. WiFi. Cheltenham 8.2 miles; Gloucester 15.3 miles. (Ref. 1050024)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €690

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary property situated on a cul-de-sac in Bishops Cleeve, Gloucestershire. Pet-friendly. Off-road parking. Smart TV. Cheltenham 4.4 miles; Tewkesbury 7.4 miles. (Ref. 1093731)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights €999

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

The Granary is a charming, barn conversion based in Naunton near Bourton-on-the-Water, Gloucestershire. Ground-floor living. Pet-friendly. In an AONB. Stow-on-the-Wold 7.1 miles; Moreton-in-Marsh 11.4 miles; Cheltenham 12.9 miles; Chipping Norton 16.2 mil (Ref. 1140060)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €675

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Under Catswood is a stunning, detached single storey dwelling resting in Elcombe near Stroud, Gloucestershire. Open-plan. WiFi. Smart TV. Gardens. Secluded. Off-road parking. Woodburning stove. Painswick 4.8 miles; Gloucester 10.5 miles. (Ref. 1066428)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly


for 7 nights €1259

Last booked 1 hour ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A homely, traditional Cotswold stone property, set across three floors in the peaceful village of Naunton, Gloucestershire. Enclosed garden. Dog-friendly. Bourton-on-the-Water 4.2 miles; Stow-on-the-Wold 5.4 miles; Cheltenham 12.8 miles. (Ref. 1091196)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights €568

Last booked today
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A fantastic terraced cottage resting in Tewkesbury, Gloucestershire. Dog-friendly. Electric fire. Enclosed garden. Welcome gift. Close to amenities. Cheltenham 10 miles; Gloucester 11.7 miles; Malvern 13.2 miles. Can be booked with ref: 1071199 (Ref. 1063185)

  • Wi-fi
  • Hot Tub
  • Washing machine
  • 5% off - Wed 1st Apr to 30th Apr 2026

  • 5% off - Mon 11th May to 1st Jun 2026


for 7 nights €555

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stunning first-floor apartment situated in the rural village of Bredon in Worcestershire. Romantic retreat. Smart TV. Off-road parking. Tewkesbury 3.6 miles; Pershore 7.1 miles; Malvern 17 miles. (Ref. 1061403)

  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights €463

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Charming stone cottage located in the lively town of Winchcombe. Close to amenities. Full of character. TV with Freesat. WiFi. Woodburner. Cheltenham 7 miles. (Ref. 986360)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €634