Destinations and properties
Dates and flexibility
Select dates
Party makeup
Guests
Cheltenham • Dates • Guests
Cheltenham • Dates • Guests

Filters


Price range

Based on a 7 night stay

£350
£1,500+
Reset

Property makeup

Dogs allowed



Minimum star grading




Recently added

Dog-friendly cottages in Cheltenham

30 properties found
Bourton-on-the-Water (9mls SW), Cotswolds

Ballingers Stable Cottage

2111

Our grading

7 nights

£493 - £691

View
Toddington, Cotswolds

Cotswold Retreat

2111

Our grading

7 nights

£577 - £582

View
Gloucester (3.5 mls SW), Cotswolds

Old Barn

2112

Our grading

7 nights

£355 - £574

View
Cheltenham (3mls SW), Cotswolds

Halfpenny Retreat

2113

Our grading

7 nights

£624 - £1,237

View
Bredon (2.5 Mls E), Cotswolds

Hoglets

2111

Our grading

7 nights

£692 - £762

View

Keep me updated with new properties, holiday ideas and special offers!

Please enter a valid email address.

At Holidays in the Cotswolds, part of The Travel Chapter Group, your privacy is paramount to us. You can read in our privacy statement how we safeguard your data. You can opt out at any time.

Gloucester (3mls W), Cotswolds

Murcott Farm The Dairy

2111

Our grading

7 nights

£455 - £833

View
Painswick (4mls NE), Cotswolds

Broadridge Mews

2111

Our grading

7 nights

£501 - £687

View
Cheltenham (8mls NW), Cotswolds

Pound Barn

2112

Our grading

7 nights

£623 - £1,234

View
Stow-on-the-Wold (5.5mls SW), Cotswolds

Naunton Little Barn

2111

Our grading

7 nights

£595 - £1,140

View
Winchcombe, Cotswolds

The Nook - Winchcombe

2111

Our grading

7 nights

£569 - £1,230

View
Stow-on-the-Wold (5.5mls SW), Cotswolds

The Old Cart House

2111

Our grading

7 nights

£605 - £1,158

View
Cheltenham (4mls NE), Cotswolds

Overbrook Cottage

2211

Our grading

7 nights

£561 - £1,050

View

Showing 1-12 of 30 properties

Dog-friendly holiday cottages in Cheltenham

Regarded as one of the UK’s best-preserved spa towns, dogs and their owners who stay in one of our dog-friendly holiday cottages in Cheltenham can look forward to elegant Regency grandeur, wide, leafy avenues and beautiful parks wherever they look. Grab the collar and lead and enjoy a leisurely stroll around Pittville Park, before sitting down to brunch in a cosy pet-friendly pub or a chic pavement café, where you can people-watch with your hound by your side. This cultural hub boasts a myriad of music, literature and food festivals every year, many of which welcome dogs.

Stay in one of our Cheltenham dog-friendly cottages and you can easily explore the surrounding Cotswolds countryside, with its rolling hills and wildflower meadows. For spectacular views at sunset, treat your pup to a climb up Cleeve Hill, the highest point in the Cotswolds, or choose one of the breathtaking trails at Leckhampton Hill. Nearby, you’ll find the pretty villages of Broadway, Bourton-on-the-Water and Winchcombe, and the historic towns and cities of Gloucester, Oxford and Stroud. There is also a plethora of dog-friendly attractions including Batsford Arboretum, Hanbury Hall and Broadway Tower where pups are welcome on leads in various parts.

Our collection of dog-friendly self-catering accommodation in Cheltenham, Gloucestershire, offers cosy retreats where you and your four-legged family can relax after days of exploration. Discover pet-friendly cottages in Cheltenham with enclosed gardens, wood burners and even hot tubs, so you can relax in style during your holiday in the Cotswolds.