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58 Results  |  
14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £50 /night

£350 - £499 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
2 bedroom cottage all on one level. Near Cheltenham with great views to the hills. Easy access. Comfortable. 4 star Visit Britain Rating. Staddlestones is well equipped spacious and comfortable.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £69 /night

£477 - £795 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
The apartment is ideally situated, being a 15 minutes walk to Cheltenham Spa station and a 5 minute walk to the bars, restaurants, shops and pubs of Montpellier. Within 10 minutes you have the Everyman Theatre and The Promenade. www.cheltenhamretreat.co.uk Ideal for corporate & short term lets Strictly no smoking and no pets Unsuitable for the elderly & infirm  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £110 /night

£769 - £2067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stylish self-catering, 2 bedroom, second floor apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with all the comforts of home. Ideal location for city breaks, shopping, Cheltenham Festivals and The Gold Cup.  …see more

Featured properties

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £61 /night

£424 - £594 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
3 bedroom spacious cottage all on one level near Cheltenham. Set in garden location. 4 star Visit Britain rating.  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £72 /night

£499 - £817 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Lying in the tiny hamlet of Deerhurst Walton, this is a converted, Grade II listed dovecote. Set in the grounds of the owner's 17th-century farm, this romantic 2 bed conversion has been lovingly converted into a 2 bedroom property with comfortable acco for upto 4 pax. Restaurants, pubs, supermarkets & take aways nearby On main bus route to Tewkesbury, Cheltenham & Gloucester  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £106 /night

£742 - £965 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Cotswolds country cottage situated at the foot of Cleeve hill for lovely walks and cycling and is within easy access to Cheltenham Spa offering great shopping, eating out and night life. Visit the autumn literature and summer jazz festivals on offer too. Cheltenham plays host to world class racing throughout the jumping season including the Gold Cup Fesitval.  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £160 /night

£1120 - £1771 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Grand townhouse apartment situated in Suffolk Square in the heart of the Suffolks and a short walk from Montpellier. Very spacious 3 double bedroom and 2 bathroom apartment with secure private parking for two cars located behind electric gates.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £152 /night

£1060 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This lovely 2 bedroom Regency Apartment with it s many creature comforts is ideal for the many Cheltenham Festivals , a short walk from the Promenade and Montpellier with its interesting restaurants, cafes, bars, art galleries and shopping, or to tour the Cotswolds.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

Good 3/5 

2 Nights min stay

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from £110 /night

£769 - £2067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stylish self-catering, 2 bedroom, second floor apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with all the comforts of home. Ideal location for city breaks, shopping, Cheltenham Festivals and The Gold Cup.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £371 /night

£2597 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lansdown Place Garden Apartment is located minutes from the boutique area of Montpellier, Cheltenham with its restaurants, bars, spas, parks and individual shops. People love the stunning large bedrooms, large living room, fully equipped kitchen and the 2 bathrooms. Lansdown Place Garden apartment is great for singles, couples and families. Free parking is available.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £135 /night

£944 - £2714 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Beautiful two bedroom/two bathroom apartment offers comfortable and stylish serviced accommodation in an excellent location, just minutes from Cheltenham town center and the boutique area of Montpellier.  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £111 /night

£774 - £891 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Priory House apartment is a light, spacious garden apartment, located in a quiet residential area just off the top of Cheltenham High Street. It would be hard to find a more stylish apartment than this lovely two/three bedroom apartment.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £128 /night

£896 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This spacious one bedroom apartment with off road parking is close to the stylish area of Montpellier and Gloucester is also an easy commute. There are even buses which stop just a minutes' walk from here, to take you into Cheltenham town centre, Gloucester or Cleeve, Free wi fi, weekly cleans, weekly linen change, and off road parking are included in this stay. * Rates are  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £144 /night

£1007 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This property is close to lots of attractions such as The Town Hall, the Playhouse Theatre and Everyman Theatre. It is a great location for lots of Festivals such as the Literature, Science and Music Festivals which take place in the Town Hall and nearby parks.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £99 /night

£689 - £2650 / week

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Key info:

  • Nearest beach 94 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lansdown Place Garden Apartment is located minutes from the boutique area of Montpellier, Cheltenham with its restaurants, bars, spas, parks and individual shops. People love the stunning large bedrooms, large living room, fully equipped kitchen and the 2 bathrooms. Lansdown Place Garden apartment is great for singles, couples and families. Free parking is available.  …see more

12 Photos

Cottage | 1 Bedroom | sleeps 2

2 Nights min stay

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from £121 /night

£843 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
  • Private garden
A superb one bedroomed little house in the middle of Cheltenham's most fashionable area with a private walled garden, it has off street parking, too!  …see more

8 Photos

Bungalow | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £60 /night

£419 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Self catering detatched holiday cottage/bungalow, Gloucestershire cotswolds village location near Cheltenham Spa. Small garden, near country pub, walks, pets welcome  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £125 /night

£875 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
two bedroom apartment, cheltenham, montpellier, self catering, cheltenham festivals, regency house  …see more

20 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £1850 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
A conversion of five traditional cart barns, in the village of Compton Abdale. 5* Gold Award Winner, the barn is light, airy, open plan, especially suitable for those with limited mobility as two of the four bedrooms and a bathroom are on the ground floor.  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £58 /night

£400 - £1850 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
History abounds in The Guggle. Originally built in around 1600, it became the Horse and Groom Public House in 1700 and oozes period features, with crookedy walls and ceilings, wooden beams and original 17th Century wall painting.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

1 night min stay

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from £64 /night

£446 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Quiet cotsworld stone cottage near Cheltenham  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £137 /night

£954 - £1961 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Detached Cotswold stone farmhouse situated in an area of outstanding natural beauty. Situated above Woodmancote near Bishops Cleeve, the farmhouse enjoys incredible panoramic views across Cheltenham, Tewkesbury and towards the Malverns Available for three nights stay Woodmancote is close to Broadway, Tewkesbury, Malvern and Winchcombe .  …see more

17 Photos

Townhouse | 4 Bedrooms | sleeps 9

Very Good 4.5/5 

2 Nights min stay

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from £424 /night

£2968 - £4240 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Central Cotswolds, with secure off road parking for several cars, Jacuzzi, breakfast/dinner service optional and the benefit of a spa salon beneath, a hotel & home in one. Real fires, beautiful period features depicting Regency Cheltenham with all the modern amenities. Great location for the Cheltenham festivals such as Jazz, Science, Literature, Food and of course The Races!  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £113 /night

£788 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A fabulous first floor flat in a period building overlooking beautiful gardens in the heart of Cheltenham, it is stylishly decorated and luxuriously equipped.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £50 /night

£350 - £488 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
2 bedroom cottage all on one level. Near Cheltenham with great views to the hills. Easy access. Comfortable and spacious with one twin and one double bedroom. Large sitting room with dining table. Full kitchen and large patio. Garden access.  …see more

13 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £72 /night

£500 - £700 / week

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Key info:

  • Suitable for over 5s only
  • Car essential
  • No pets allowed
  • Private garden
Charming stone barn in idyllic rural location with beautiful views. Ideal for exploring the Cotswolds and it's wealth of historic houses and prestigious gardens, literary and musical festivals, excellent shopping and restaurants and horse racing at Cheltenham.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £79 /night

£550 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
4* Regency elegance with a unique theatrical atmosphere close to Cheltenham town centre with off-street parking.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3/5 

2 Nights min stay

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from £61 /night

£424 - £1325 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Chic, ground floor studio apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with king sized double bed and all the comforts of home. Ideal location for city breaks, Cheltenham Festivals and The Gold Cup.  …see more

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

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from £358 /night

£2500 - £3500 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Self catering house in Cheltenham, private dining, wedding venue, wedding reception, venue hire, private chef, Montpellier. Serviced house in Cheltenham. Five star rating. Self catering house in Cheltenham, private dining, wedding venue, wedding reception, venue hire, private che  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £1466 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Stable Cottage is a beautiful, grade II listed building, formerly the stables for the neighbouring coaching inn. The Cotswold stone stables have been lovingly renovated, to create a warm, character filled cottage, perfectly located in the heart of the Cotswolds. SPECIAL OFFERS: LATE BOOKING DISCOUNTS!  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £158 /night

£1100 - £2736 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Lakeside House is a beautiful Grade II listed property, set in a private location within the grounds of The Inn at Fossebridge, in the heart of the Cotswold countryside. Guests have access to all the Inn's services, including its cosy bar and private dining facilities. SPECIAL OFFERS: LATE DEALS!  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £113 /night

£790 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment 3 at 24 The Promenade is a Five Star, Gold Award apartment in the heart of Cheltenham. Extremely high specification finished by a professional interior designer, for those who want - and expect - a little luxury when they are away. Mood lighting, Wi-Fi, SKY+ (full package), 40' HD 3D Internet TV, BluRay player, Sonos Hi-Fi, iPad.  …see more

6 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £115 /night

£800 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The barn is a stroll from the highly recommended Wheatsheaf Inn for excellent food Northleach is conveniently near Cirencester,Stow on the Wold,Bourton on the Water, and Cheltenham for excellent shopping. Stratford on Avon and Bath are approx 1 hour away  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £106 /night

£742 - £795 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Millenium Plaza Penthouse Apartment Cheltenham  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £43 /night

£300 - £1500 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
A quiet 2 bedroom 2 bathroom gem conveniently situated between Imperial Gardens and Montpellier Gardens for those wanting to stroll to the various Festivals held in Montpellier.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 6

Good 3/5 

Short stays welcome

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from £71 /night

£495 - £1200 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Stylish town centre Cheltenham apartment suitable for couples with older children or singles. Ideal for all town centre events or those re-locating. 5 mins walk from Cheltenham railway station. A perfect base for exploring the Cotswolds. . This light and airy apartment has everything you need for a longer stay if you are between houses  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £86 /night

£600 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Self-catering Cheltenham town centre apartment within quiet cul de sac. Flexible light and airy accommodation in ideal location for single groups or couples visiting the town without the need for a car. Adjacent apartment sleeps another 6 people for large groups!  …see more

18 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £115 /night

£800 - £3500 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering gem offering 5 bedrooms and 4 bathroooms less than 10 mins walk from Cheltenham racecourse, The Pittville Pump rooms and Cheltenham Leisure centre. Ideal for sedate HEN nights, family reunions and work colleagues travelling together.  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £115 /night

£800 - £3000 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A 5 bedroom self-catering townhouse in Cheltenham centre, tastefully furnished to appeal to all ages and group sizes. Ideal as a base for exploring the Cotswolds, town centre Festivals, the Prestbury Park racecourse, Pittville Pump Rooms and The Everyman Theatre.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £87 /night

£604 - £656 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Charming one bedroomed duplex within an easy walk of the centre of town. With its own private garden and dedicated off street parking, this is the perfect location for being near the centre of things without the hustle and bustle or mid town life.  …see more

9 Photos

Cottage | 4 Bedrooms | sleeps 10

4 Nights min stay

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from £100 /night

£700 - £1696 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Family/group accommodation. Rural idyll yet "civilisation" on doorstep. Only 12 minutes by car from Cheltenham town centre. Easy reach of all Cotwold tourist attractions - London 2.5 hrs. Birmingham centre only 1.25 hours by car and day trip to Wales easily possible. Looking for Cheltenham race week? View the finishing post (2.5 miles) from the terrace. Transport arranged.  …see more

9 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £137 /night

£953 - £1484 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Unique period house in Charlton Kings, Cheltenham - the core of it dating back to 14th Century - There is so much to do in the local area - festivals, RSC, Cotwolds all with in reach of this amazing cottage!  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful two bedroomed apartment forming part of a Regency townhouse in the Pittville area of Cheltenham. Tastefully furnished and with its own private courtyard. Conveniently located for the famous Gold Cup, Pump Rooms, shopping, parks and Cheltenham's many festivals.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

1 night min stay

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from £97 /night

£676 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
With full Self Catering Facilities and the luxury of space and convenience, these Apartments are ideal for any length of stay. They are ideally located in Central Cheltenham and are modern, clean and comfortable throughout.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £95 /night

£660 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A light and spacious two bedroom apartment located in this Grade 2 listed landmark building and situated in the heart of Cheltenham within a moments stroll of The Promenade, Montpellier, Cheltenham Ladies college and all amenities. Secure remote gated parking.  …see more

18 Photos

Lodge | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £59 /night

£409 - £621 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
county, walking, horses, animals, wooden lodge, Cotswolds, Winchombe, Broadway, Racing, Cheltenham  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £71 /night

£492 - £816 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Calcot Peak Barn is a wonderful barn conversion set in stunning Cotswold countryside, in the middle of a small Gloucestershire estate.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 5

Min stay varies

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from £69 /night

£477 - £742 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Beautiful two bedroom Regency Penthouse Apartment overlooking superb Park with lovely views to the distant hills of the Cotswold. 5 minute walk to Cheltenham Racecourse, 10 minutes to town centre. Great spot for exploring the Cotswolds and relaxing. Rates from 300-500wk Excellent Regency Period furnished 2 bedroom Penthouse Apartment in the heart of Cheltenham.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

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from £108 /night

£750 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
We have a stunning, superior 4* two bed contemporary serviced apartment in this purpose built development, they are located just off the promenade, only a short walk from Cheltenham's renowned restaurants and shops.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £115 /night

£800 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Apartment Are Contained Within This Beautiful Georgian Building. It Is Very Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of The Property.  …see more