24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Cottages in Cheltenham

REFINE SEARCH

Your Cheltenham, Gloucestershire search returned 61 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
  • Guest Rated (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    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

7 nights from £609

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.5

    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

7 nights from £493

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    Sykes Rating

This historic ground floor apartment is located in Winchcombe, Gloucestershire. Romantic. Spacious rooms. Open-plan living. Cheltenham 8 miles; Broadway 9 miles. (Ref. 977985)

  • Wi-fi
  • Ground floor bedroom
  • Baby-friendly

7 nights from £478

  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    Sykes Rating

The Snicket is a delightful house with two toasty woodburning stoves and accepting pets, perched in an elevated position in Turkdean, Gloucestershire. Bourton on the water 6 miles. (Ref. 1164922)

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

7 nights from £1225

Last booked 2 days ago
See more details

7 nights from £296

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    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

7 nights from £429

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    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. (Ref. 1071199)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Washing machine
  • 5% off - Tue 4th Feb to 30th Apr 2025

7 nights from £508

Last booked 2 days ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.8

    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

7 nights from £598

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.4

    Sykes Rating

Beautiful thatched cottage which has recently had the bathroom and kitchen refurbished in January 2025. is within a row of three, nestled in the pretty Cotswolds village of Stanton. (Ref. 996452)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £651

  • 6 Guests
  • 2 Bedrooms
  • Pets No

    4.7

    Sykes Rating

This contemporary bungalow sits in Ashleworth, Gloucestershire. Off-road parking with electric charging. Rural location. Open-plan. Ground-floor living. Gloucester 6.6 miles; Tewkesbury 9.7 miles; Stratford-upon-Avon 37.1 miles. (Ref. 1103093)

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

7 nights from £480

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

Alms House West is a delightful holiday home located on the outskirts of the village of Forthampton in Gloucestershire with a toasty woodburning stove. Ledbury 12.1 miles; Gloucester 12.3 miles; Cheltenham 12.6 miles; Malvern 12.4 miles. (Ref. 1159773)

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

7 nights from £629

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.6

    Sykes Rating

A fantastic ground-floor cottage boasting elegant, traditional decor in the heart of Tewkesbury, Gloucestershire. Pet-friendly. Town centre location. Smart TV. Cheltenham 9.1 miles; Gloucester 10.8 miles; Ledbury 17.2 miles. (Ref. 1023985)

  • Wi-fi
  • Ground floor bedroom

7 nights from £387

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A lovely, traditional Cotswold stone property, tucked away in the stunning village of Naunton, perfect for couples or a small family. Dog-friendly. Child-friendly. WiFi. Woodburning stove. Two-bedrooms. Garden with barbecue. Bourton-on-the-Water 4.8 miles; Stow-on-the-Wold 6.1 miles; Cheltenham 12.4 miles. (Ref. 1091269)

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

7 nights from £710

Last booked 2 days ago
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.3

    Sykes Rating

A centrally positioned three-storey cottage resting in Winchcombe, Gloucestershire. Pet-friendly. Within Cotswolds AONB. Private patio. Character features. Cheltenham 8.1 miles; Broadway 8.3 miles; Gloucester 15.1 miles. (Ref. 1092551)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £583

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.4

    Sykes Rating

Charming yurt in quaint Gloucestershire village of Beckford. Open plan accommodation. Roll-top bath. Sauna. Private hot tub overlooking the lake. Cheltenham 9 miles. (Ref. 921614)

  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £605

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    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

7 nights from £638

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.3

    Sykes Rating

Unusual romantic Gloucestershire yurt by fishing lake. Hot tub, sauna, film projector, veranda. Ideal base for a couple to relax together. Beckford 0.5 miles. (Ref. 903586)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £541

7 nights from £461

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.8

    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. (Ref. 1063185)

  • Wi-fi
  • Hot Tub
  • Washing machine
  • 5% off - Tue 4th Feb to 31st Mar 2025

7 nights from £484

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.4

    Sykes Rating

A 20 foot yurt in Gloucestershire. Underfloor heating, roll top bath. Veranda with private hot tub and sauna overlooking the lake just a short stroll from Beckford village. (Ref. 11980)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from £489