Book a cottage break in Cheltenham, Gloucestershire, England

25 properties

The Escape Romantic Retreat, Malvern, Worcestershire, Heart of England , England

Online Booking Available
Viewed 11 times recently.
Price from £439
Next available 28/04 to 05/05/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed

1 bedroom Holiday Apartment

Romantic retreat in Malvern close to the Malvern Hills Area of Outstanding Natural Beauty

Facilities & Features: Digital TVFree Wifi
4 star

Parlour Rural Retreat near the Malvern Hills and Cotswolds, Pershore, Worcestershire, Heart of England , England

Online Booking Available
Viewed 18 times recently.
Price from £707
Next available 02/04 to 14/04/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed

1 bedroom Holiday Barn

Good quality 1 bedroom barn conversion with views of the Worcestershire countryside, set on a working farm, this is an ideal place for two people looking to enjoy a rural retreat break conveniently close to the Cotswolds, the super-king size bedroom, warming wood burner and access to an outdoor hot tub help to make this a special place for a relaxing romantic couple's holiday

Facilities & Features: TVFree WifiOutdoor Hot Tub
5 star

Ingleside Family Cottage, Cotswolds, Adsett, Gloucestershire, Cotswolds, England

Price from £2751
Next available 03/04 to 07/04/23
sleeps 1  - 14 guests 1 - 14
6 bedrooms 6
4 bathrooms 4
no dogs allowed

6 bedroom Cottage

Large family-friendly 6 bedroom holiday cottage and beautiful mature garden, nestled in a rural hamlet near to the Forest of Dean and within easy reach of the Cotswold Hills and Area of Outstanding Natural Beauty

Facilities & Features: TVFree WifiGames room
4 star

Rhydd Holiday Barn, Malvern, Worcestershire, Heart of England , England

Romantic Retreat
Viewed 17 times recently.
Price from £390
Next available 01/04 to 12/05/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
2 bathrooms 2
no dogs allowed

1 bedroom Holiday Cottage

4 star Gold Award winning barn conversion near Malvern with stunning views out to the Malvern Hills

Facilities & Features: Gold Award Winning CottageDigital TVFree Wifi
4 star

Lakeside Yurt, Cotswolds, Beckford, Worcestershire, Heart of England , England

Online Booking Available
Viewed 12 times recently.
Price from £716
Next available 10/04 to 28/04/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage   ,  1 dog(s) welcome  1

1 bedroom Holiday Yurt for Glamping Holidays

Stylish and generously sized holiday yurt featuring a romantic bed, a high quality kitchen area, private hot tub and an excellent location right by a lake and sleeping 2, this unique holiday home was made for romantic glamping getaways

Facilities & Features: TVOutdoor Hot TubSauna
3 star

The Lock House Pet-Friendly Cottage, Gloucester, Cotswolds , Newnham nr. Gloucester, Gloucestershire, Cotswolds, England

Online Booking Available
Viewed 11 times recently.
Price from £1132
Next available 03/04 to 07/04/23
sleeps 1  - 6 guests 1 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage   ,  1 dog(s) welcome  1

3 bedroom Cottage

This pet friendly, detached former lock keeper's house sleeps 6 people and occupies a unique location right in the city centre at the entrance to the historic Gloucester Docks and just a short drive from Cheltenham

Facilities & Features: TVFree Wifi
4 star

Beesoni Rural Retreat, Malvern Hills, Castlemorton, Worcestershire, Heart of England , England

Price from £1374
Next available 08/05 to 12/05/23
sleeps 4  - 10 guests 4 - 10
4 bedrooms 4
3 bathrooms 3
dog-friendly cottage   ,  1 dog(s) welcome  1

4 bedroom Barn Conversion

Charming and very comfortable 4 bedroom family-friendly and dog-friendly barn conversion set next to farmlands and fields near to Castlemorton, within easy reach of the Malvern Hills and Cotswolds for days out

Facilities & Features: TVFree Wifi
5 star

Dairy Barn near the Cotswolds and Malvern HIlls, Pershore, Worcestershire, Heart of England , England

Online Booking Available
Viewed 15 times recently.
Price from £672
Next available 01/04 to 01/05/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed

1 bedroom Holiday Barn

This compact and cosy rural retreat with its one bedroom is perfect for a couple, the warming woodburning stove, king-size bedroom and outdoor hot tub help to make this farm cottage ideal for a romantic break or couple's holiday, enjoy staying next to stunning Worcestershire countryside and discovering the charm of the nearby Cotswolds on days out

Facilities & Features: TVFree WifiOutdoor Hot Tub
5 star

The Tin Barn, Newnham-on-Severn, Gloucestershire, Cotswolds, England

Online Booking Available
Viewed 21 times recently.
Price from £1677
Next available 24/05 to 23/06/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage   ,  1 dog(s) welcome  1

1 bedroom Romantic Retreat

Unique sleeps two barn conversion on the edge of the Forest of Dean, with romantic four poster bed and woodfired hot tub

Facilities & Features: TVFree WifiOutdoor Hot Tub
5 star

The Lakeside Yurt Dogs-welcome Cottage, Cotswolds , Beckford, Worcestershire, Heart of England , England

Online Booking Available
Viewed 17 times recently.
Price from £645
Next available 01/04 to 14/04/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage   ,  1 dog(s) welcome  1

1 bedroom Yurt

Ever stayed in a Yurt? Here is the opportunity to experience a stay in a unique self-catering yurt for two people beside a fishing lake in Beckford in a good location for sightseeing in the Cotswolds and Worcestershire; one pet dog is also welcome

Facilities & Features: TVOutdoor Hot Tub
3 star

Stable Cottage, Stratford-upon-Avon, Warwickshire, Heart of England , England

Online Booking Available
Viewed 12 times recently.
Price from £395
Next available 15/04 to 20/05/23
sleeps 1  - 4 guests 1 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed

2 bedroom Farm Cottage

2 bedroom rural retreat with country views, private indoor pool access, games room and private courtyard, set on a working farm just 5 miles from the English Cotswolds and 8 miles from Stratford upon Avon

Facilities & Features: Digital TVGames roomHeated pool

Epsom Cottage, Chipping Norton, Oxfordshire, Cotswolds, England

Price from £1081
Next available 02/05 to 06/05/23
sleeps 3  - 5 guests 3 - 5
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage   ,  1 dog(s) welcome  1

3 bedroom Stone-Built Cottage

Beautifully presented, 3 bedroom Epsom Cottage is an absolute dream, with luxurious 5 star rated accommodation, this is an idyllic place to enjoy a truly relaxing holiday in the Cotswolds close to Chipping Norton, with access to a heated indoor swimming pool on site, a spa where you can book pampering treatments (available at additional cost), as well as a gym and beautiful gardens, this has to be one of the Cotswolds' very best holiday homes

Facilities & Features: Gold Award Winning CottageTVFree WifiHeated pool
5 star

Crop Vale Lodge near the Malvern Hills and Cotswold Hills, Pershore, Worcestershire, Heart of England , England

Online Booking Available
Viewed 18 times recently.
Price from £897
Next available 08/04 to 24/04/23
sleeps 1  - 4 guests 1 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed

2 bedroom Wooden Holiday Chalet

Fantastic 2 bedroom holiday lodge with lush countryside views and a stylish, light and airy interior, this idyllic wooden cabin is situated on a farm and is within easy reach of the Cotswolds for days out

Facilities & Features: TVFree Wifi
5 star

Island Yurt Glamping Holiday, Cotswolds, Beckford, Worcestershire, Heart of England , England

Online Booking Available
Viewed 18 times recently.
Price from £815
Next available 15/05 to 26/05/23
sleeps 1  - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed

1 bedroom Holiday Yurt

Soak up lakeside views and enjoy a taste of luxury camping at this lakeside Yurt in wonderful Worcestershire, sleeping 2 with a king-size double bed, whirlpool bath, outdoor private hot tub and woodburner-style gas stove, this is a lovely romantic retreat which is ideal for couples

Facilities & Features: TVOutdoor Hot TubSauna
3 star

South Hill Farmhouse, Stow-on-the-Wold, Gloucestershire, Cotswolds, England

Price from £9649
Next available 17/04 to 21/04/23
sleeps 10  - 22 guests 10 - 22
11 bedrooms 11
8 bathrooms 8
dog-friendly cottage   ,  2 dog(s) welcome  2

11 bedroom Large Country House

Large Cotswold holiday house in Stow on the Wold, ideal for big groups of friends or family, with 11 bedrooms, 8 bathrooms, sociable living spaces, a games room and a big garden

Facilities & Features: TVFree WifiGames room
5 star

* Price quoted is not inclusive of any applicable booking fees or local charges.
Cheltenham is a stylish place for a self-catering break.  With its grand historical buildings and strong reputation as a spa town, Cheltenham has to be one of the Cotswold’s most stylish towns.  With a huge choice of shops, restaurants and bars, Cheltenham in many ways has quite a city feel. The spa town’s wealth of history and impressive architecture with grand Victorian buildings mean that Cheltenham is a great place to take a cottage break.  

What Cheltenham, Gloucestershire offers for Self-Catering Holidays


No visit to Cheltenham is complete without spending some time browsing the Montpellier area.  The Montpellier Gardens were opened in 1809 to cover the most lavish building of Montpellier Spa and host a variety of activities throughout the summer including live music.  Shopping in Montpellier is a must.  There are numerous specialist shops and boutiques, all amidst a host of bars, cafes, pubs and restaurants.

Cheltenham is also known for its race course and has art galleries as well as museums to interest visitors.   Cheltenham is well based for exploring the Cotswolds which are within easy reach.  Whether you opt to rent a self-catering apartment in Cheltenham or a cottage in the country, we trust that you will have a great time exploring Cheltenham.

Book a Cheltenham cottage and look forward to discovering some of the best of Gloucestershire on holiday.