Cottages in Cheltenham
An elegant town situated at the western edge of the Cotswolds, Cheltenham is a popular location for a weekend break. Find a self catering holiday cottage in Cheltenham, and spend a few days admiring the beautiful architecture, discovering the parks and gardens, and of course, indulging in a little retail therapy.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 15 self catering cottages in Cheltenham
7 nights from £1161 booking fees included
The Yew Trees
58623 bedroom, dog friendly self catering cottage near Cheltenham.
This charming holiday cottage, nestled in the peaceful countryside just outside Cheltenham and the gorgeous Cotswolds, offers the perfect retreat for a tranquil getaway. Set in a r...
7 nights from £1161
7 nights from £1052 booking fees included
Hooper's House
62034 bedroom self catering cottage in Gloucester.
Hooper's House is a centuries-old property sitting in harmony with the historic buildings of Gloucester Cathedral but with a contemporary interior vibe, mixing traditional and mode...
7 nights from £1052
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7 nights from £835 booking fees included
St Peter's House
62022 bedroom self catering cottage in Gloucester.
Set within Gloucester Cathedral's grounds with a magnificent glimpse of the Cathedral spires from the impressive staircase, St Peter's House enjoys a truly amazing location. A hous...
7 nights from £835
7 nights from £903 booking fees included
Tower View
57352 bedroom self catering cottage in Broadway.
Situated in the highly desirable Cotswold village of Broadway, Tower View, a charming two bedroom annexe, is a delightful cottage and makes the perfect couple's retreat. Meticulous...
7 nights from £903
British Travel Awards 2025
Best company for UK holiday home rentals
7 nights from £717 booking fees included
Botloes Farm Barn
57112 bedroom, dog friendly self catering cottage near Newent.
This charming lodge style converted barn is beautifully styled to embrace the woodland that surrounds it and boasts a luxurious sauna in the garden. Botloes Farm Barn is situated w...
7 nights from £717
7 nights from £2374 booking fees included
Wold House
56385 bedroom, dog friendly self catering cottage in Blockley
Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...
7 nights from £2374
7 nights from £881 * booking fees included
The Woodlands
61353 bedroom, dog friendly self catering cottage near Great Malvern.
A traditional bolthole with contemporary flair is just what you will find at The Woodlands. Cosseted in over two acres of gardens, this is a luxury retreat for families and friends...
7 nights from £881 *
7 nights from £620 booking fees included
The Farthings
56772 bedroom self catering cottage near Moreton-In-Marsh
If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits nestled amongst its neighbours and is located j...
7 nights from £620
7 nights from £652 * booking fees included
Kettle Cottage
60262 bedroom self catering cottage in Chipping Campden.
Kettle Cottage is a charming two bedroom, two bathroom cottage tucked down a little cobbled alley and resting in the very heart of Chipping Campden, just a stone’s throw from the t...
7 nights from £652 *
7 nights from £988 * booking fees included
Park Farm Cottage
4558Detached 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
If uninterrupted countryside views enjoyed from a beautiful farmhouse with space for all the family sounds appealing, then look no further than Park Farm Cottage. This delightful, ...
7 nights from £988 *
British Travel Awards 2025
Best company for UK holiday home rentals
A number of fantastic festivals take place in the town; Cheltenham Literature Festival, Cheltenham Music Festival, and the Cheltenham Festival (to name just a few!). Shopping is a popular pastime here, with many independent boutiques and high street shops situated in the town centre. And we must also mention the wonderful selection of places to eat, with something to suit all palettes, from fine dining to street food.
There are many beautiful parks and gardens to explore if you fancy a slice of nature on your holiday. Pittville Park is a lovely place to spend an afternoon, being home to the grand Pittville Pump Room and a children’s play area. The Cotswolds is on your doorstep - ideal for exploring some of the many wonderful towns and villages, including Stow on the Wold and Moreton in Marsh. And if you’re looking for a little more inspiration, take a look at our guide to the best places to visit in the Cotswolds.
