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 11 self catering cottages in Cheltenham
7 nights from £696
The Apartment, Broadway
54561 bedroom self catering apartment in the heart of Broadway.
If you are looking for the perfect pad to explore the Cotswolds, then The Apartment, Broadway couldn't offer a more convenient location. Beautifully presented throughout, the apart...
7 nights from £696
7 nights from £831
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 £831
7 nights from £653
Botloes Farm Barn
57112 bedroom, dog friendly self catering cottage near Newent.
This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...
7 nights from £653
7 nights from £1383
Bank Cottage
56063 bedroom self catering cottage in Longborough.
Nestled within the charming village of Longborough in the scenic north Cotswolds, this inviting three bedroom stone cottage embodies quintessential Cotswold charm. The picturesque ...
7 nights from £1383
7 nights from £1971
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 £1971
7 nights from £556
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 pretty amongst its neighbours and is nestled ju...
7 nights from £556
7 nights from £650
Topside
51402 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
Ideally located in the heart of the bustling Cotswolds market town of Moreton-in-Marsh, Topside is the perfect place to base yourself if you want everything on your doorstep, whils...
7 nights from £650
7 nights from £984
Park Farm Cottage
45584 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 £984
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £4400
King John's Palace
57306 bedroom self catering home near Burford
Stay in style at King John's Palace, where kings and queens resided before you. A beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden g...
7 nights from £4400
7 nights from £530
The Gallery
57562 bedroom self catering cottage near Burford.
The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...
7 nights from £530
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.
