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Cottages in Cheltenham

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Your Cheltenham, Gloucestershire search returned 61 cottages

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  • 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

7 nights from £623

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A characterful, Grade II listed dwelling, resting on the outskirts of Cirencester. Woodburning stove. Pets welcome. Stroud 12.8 miles; Gloucester 14.9 miles. (Ref. 1014891)

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

7 nights from £609

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A beautiful four-bedroom holiday home resting in Sheepscombe, Gloucestershire. Hot tub. Stunning panoramic views.Off-road parking. Stroud 4.7 miles; Gloucester 9.4 miles; Cheltenham 10.1 miles. (Ref. 1116058)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £1528

  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Peacefully located in the hamlet of Aylworth, close to Naunton, rests Hetty’s Stables which is a stunning barn conversion in the grounds of Aylworth Cottage. Underfloor heating. Woodburning stove. WiFi. Off-road parking. En-suite bedrooms. Naunton 1.5 miles; Bourton-on-the-Water 4.1 miles; Stow-on-the-Wold 6.8 miles. (Ref. 1091364)

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

7 nights from £998

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    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

7 nights from £1138

  • Sleeps8
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Peacefully located in the hamlet of Aylworth, close to Naunton, rests Flynn’s Barn which is a stunning barn conversion in the grounds of Aylworth Cottage. Underfloor heating. Woodburning stove. WiFi. Off-road parking. En-suite bedrooms. Naunton 1.5 miles; Bourton-on-the-Water 4.1 miles; Stow-on-the-Wold 6.8 miles. (Ref. 1091363)

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

7 nights from £951

Last booked yesterday
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  • Sleeps10
  • Bedrooms6
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Wood Stanway House is a charming, Grade-II listed property resting in Wood Stanway near Toddington, Gloucestershire. In Cotswolds AONB. Close to amenities. Snowshill 5.4 miles; Evesham 11.4 miles; Cheltenham 11.6 miles; Gloucester 22.4 miles. (Ref. 1146426)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 21st Mar to 3rd Apr 2025

7 nights from £2511

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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

7 nights from £1154

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Charming semi-detached cottage with en-suite facilities. Private enclosed garden. WiFi. Great base for walking and cycling, with the Cotswold and Gloucestershire Ways passing nearby. Cheltenham 6 miles. (Ref. 918059)

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

7 nights from £565

Last booked within the hour
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Beautiful Cotswold stone character property set on 150-acre equestrian centre. En-suite shower room. WiFi. Country walks and equestrian activities on site. 10 minutes to Cheltenham, 7 minutes to Cheltenham racecourse. (Ref. 948400)

  • Wi-fi
  • Off-road parking

7 nights from £462

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    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

7 nights from £876

  • 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
  • Baby-friendly

7 nights from £559

  • Sleeps16
  • Bedrooms8
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Hammonds Farmhouse, a stunning home resting in the outskirts of the town of Stroud in Gloucestershire. In AONB. Woodburning stove. Countryside views. Stonehouse 4.9 miles; Gloucester 9.9 miles; Cheltenham 12.5 miles. (Ref. 1134526)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £3024

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stunning, detached lodge situated in Cheltenham, Cotswolds. WiFi. Pet-friendly. Open-plan living. Tewkesbury 5.9 miles; Cirencester 14.7 miles. (Ref. 1010167)

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

7 nights from £403

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

An idyllic first-floor apartment nestled in the heart of Cheltenham, Gloucestershire. Romantic. Central location. Close to local amenities. Close to Cotswolds AONB. Private patio. Tewkesbury 8.2 miles; Cirencester 16 miles; Stratford-upon-Avon 31.8 miles. (Ref. 1121786)

  • Wi-fi
  • Washing machine

7 nights from £460

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    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

7 nights from £475

  • Sleeps10
  • Bedrooms5
  • PetsYes
  • Sykes rating

Highgrove Barn is a traditional home brimming with character with a woodburning stove, open fire and accepting pets, located in Painswick, Gloucestershire. Stroud 4.3 miles; Gloucester 8 miles; Cheltenham 10.4 miles. (Ref. 1160924)

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

7 nights from £2130

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful cottage resting in Jack's Green, Gloucestershire. Woodburning stoves. Freestanding bath. AGA. Countryside views. Stroud 4.7 miles; Gloucester 9.4 miles; Cheltenham 10.1 miles. (Ref. 1103863)

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

7 nights from £718

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A stunning, four-bedroom home resting in Dumbleton near Alderton, Gloucestershire. Character features. In AONB. Pretty gardens. Open fire. Large. Broadway 6.3 miles; Evesham 7.3 miles; Tewkesbury 8.6 miles. (Ref. 1127215)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Washing machine
  • Baby-friendly

7 nights from £1258

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Postmasters Lodging is set over three floors in Winchcombe, Cotswolds. Open-plan living area. Cheltenham 8 miles; Broadway 9 miles. (Ref. 976759)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £610

Last booked yesterday
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This range of Cheltenham accommodation rests within one of the UK's best-preserved spa towns, promising a holiday experience to remember.

Why Cottages in Cheltenham?

This town, on the western fringes of the Cotswolds AONB, boasts elegant streets lined with Regency architecture, with one of the finest examples being the Pitville Pump Room. Other popular attractions include Cheltenham's Museum and Art Gallery know, The Holst Birthplace Musuem as well as the stylish Montpellier district of the town, a region full of beautiful buildings, boutique shops and restaurants. To discover the best things to do near your Cheltenham cottage, browse through our Cheltenham Travel Guide.

Places to visit near Cheltenham

Cottages in Cheltenham rest at the western gateway to the Cotswolds, making them ideally placed to explore this beautiful Area of Outstanding Natural Beauty. Avid ramblers will be in their element throughout the beauty of the Cotswolds, with many paths and trails coming surrounded by luscious greenery. You will also stumble across a choice of historic and characterful market towns, as well as an assortment of quaint little villages. During your Cheltenham cottage holiday, you may consider visiting popular spots such as Bourton-on-the-Water, Chipping Campden, Gloucester, Moreton-in-Marsh, Stow-on-the-Wold and Stroud.

Types of Cotswolds Holidays

If you're looking to explore the beauty of the Cotswolds on your next trip, find different holiday types to find a perfect break for you. Book a Cotswolds family holiday if you're looking to celebrate that special occasion, or treat yourselves to that extra touch with a choice of luxury Cotswolds cottages. For a unique holiday experience, try a glamping pod in Gloucestershire or Glamping pod in the Cotswolds. You can also choose from these dog-friendly cottages in the Cotswolds.

The wide variety of properties and experience of Sykes will ensure that your adventure is one to remember.