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 £1232 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 £1232
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
Reserve your 2027 holiday for just £40.00
Find out more7 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 £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
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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 £789 booking fees included
Ruska
6209Luxury cabin for two with an outdoor bath, privately nestled in the Forest of Dean.
Sitting in the Gloucestershire countryside, this lakeside retreat for two offers a peaceful and romantic getaway. This gorgeous cabin has been lovingly handcrafted with luxury in m...
7 nights from £789
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 *
Each and every one of our cottages is fully equipped with everything you’ll need on holiday.
Fully equipped cottages
All of our cottages have a standard list of equipment that goes above and beyond. As well as fluffy towels and readymade beds, our bare minimum includes everything you’ll need and more, from plenty of teaspoons to added extras such as gravy boats so no matter where you stay, you’ll be able to make your favourite home-cooked dishes.
Each inventory is regularly checked and counted so you won’t be stuck without a ladle and can leave your hairdryer at home, plus you’ll find a starter set of toiletries and cleaning products so you can get on with your holiday.
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.