Cottages in Cheltenham

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.

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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

The Apartment, Broadway is a 1 bedroom self catering apartment in the heart of Broadway.
  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £696

The Apartment, Broadway

5456

1 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...

  • Sleeps 2 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £696

Tower View is a 2 bedroom self catering cottage in Broadway.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £840

Tower View

5735

2 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...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £840

Botloes Farm Barn is a 2 bedroom, dog friendly self catering cottage near Newent.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £653

Botloes Farm Barn

5711

2 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...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £653

Bank Cottage is a 3 bedroom self catering cottage in Longborough.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1383

Bank Cottage

5606

3 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 ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1383

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1971

Wold House

5638

5 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...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1971

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £570

The Farthings

5677

2 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...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £570

Topside is a 2 bedroom, dog friendly self catering apartment in Moreton-in-Marsh
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

Topside

5140

2 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...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

Park Farm Cottage is a 4 bedroom, dog friendly holiday cottage near Malmesbury, Wiltshire
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £984

Park Farm Cottage

4558

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, ...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £984

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

King John's Palace is a 6 bedroom self catering home near Burford
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £4400

King John's Palace

5730

6 bedroom self catering home near Burford


Stay in style at King John's Palace, a beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden gem is an historic Grade II* Listed farmhous...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £4400

The Gallery is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £621

The Gallery

5756

2 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 ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £621

Load more

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