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55 Holiday homes in Cheltenham

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55 Results  |  
24 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £69 /night

£477 - £795 / week

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Late Deal: save up to £100

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. Ideal for corporate & short term lets Strictly no smoking and no pets Unsuitable for the elderly & infirm  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £76 /night

£530 - £1060 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

18 Photos

Studio | sleeps 2

Very Good 4.5/5 

1 night min stay

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from £41 /night

£281 - £313 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Studio Apartment in prime location of Cheltenham. On road parking available or free parking 100yds away. Ideal for short breaks.  …see more

Featured properties

19 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £45 /night

£313 - £1060 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
Immaculate condition, very close to town centre and racecourse but still with the added advantage of being in the countryside.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £152 /night

£1060 - £1272 / 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

17 Photos

Townhouse | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £455 /night

£3180 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • 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 | 2 Bedrooms | sleeps 6

Good 3.5/5 

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 | 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

21 Photos

House | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £318 /night

£2226 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
5 bedroom 4 receptions, detached house with 120 foot garden, parking for 5 cars and garage for 1 car  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £131 /night

£917 - £2476 / week

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Key info:

  • Great for children of all ages
  • 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 | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £137 /night

£954 - £2730 / week

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Key info:

  • Nearest beach 94 km
  • Great 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 | 3 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £127 /night

£886 - £2688 / week

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Key info:

  • Great for children of all ages
  • 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. SPECIAL RATES AVAILABLE FOR SPRING 2014  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £228 /night

£1590 - £3710 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A cut above the rest - spacious luxury Coach House tucked away in a private setting in the grounds of a classic Regency Villa in the upmarket leafy area of Pittville. Ten minutes walk from the centre of Cheltenham and the Racecourse. Well furnished with quality bedding. Sleeps six in three bedrooms with two King Size beds and two Single beds or other combinations as required.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £77 /night

£535 - £2317 / week

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Key info:

  • Great for children of all ages
  • 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

15 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £182 /night

£1272 - £1590 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Cheltenham, Spa, Gloucestershire, Cotswold, Horse Racing, Stag, Hen, Shopping, Festivals, Town, Theatre, Gold Cup, Montpelier, Cotswolds, literature, science, jazz, regency, restaurants, six, England, town, centre, parking, 2 bedrooms, views  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £69 /night

£477 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
Beautifully, spacious, refurbished two bedroom apartment available to rent, week-ends, weekly or a short term basis in prime location of Cheltenham. Whether you are here for business or pleasure the apartment is ideal for your needs. The bedrooms can be used as a B&B. The apartment is also available on a bespoke B&B basis with continental breakfast.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £253 /night

£1771 / week

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Key info:

  • Great 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

13 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £70 /night

£485 - £1950 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Enjoy the beauty of this traditional spacious Cotswolds stone barn conversion. Paddock Barn offers a truly fantastic place for family gatherings or get togethers with friends.  …see more

10 Photos

B&B | 3 Bedrooms | sleeps 11

2 Nights min stay

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from £318 /night

£2226 - £4240 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The Spice Lodge is Cheltenham's premiere licensed Indian/Thai restaurant and now has 3 spacious ensuite rooms, Sleeping up to 11 persons. Centrally located with flexible accommodation, Licensed bar and private function rooms for your party.  …see more

12 Photos

B&B | 1 Bedroom | sleeps 3

2 Nights min stay

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from £91 /night

£636 - £848 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The Spice Lodge is Cheltenham's premiere licensed Indian/Thai restaurant and now has 3 spacious ensuite rooms, Sleeping up to 11 persons. Centrally located with flexible accommodation, Licensed bar and private function rooms for your party.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 5

2 Nights min stay

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from £228 /night

£1590 - £1855 / week

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Key info:

  • Suitable for children over
  • No pets allowed
Located in the former old mansion house on Montpellier Drive, The Spice Lodge is Cheltenham's premiere Pan Asian Indian & Thai Restaurant which offers you a new and exciting taste of the Orient & Sub Continent. Now with spacious accommodation to complete your visit.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£833 / week

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Key info:

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

20 Photos

Cottage | 4 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £115 /night

£800 - £1600 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£827 - £1893 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
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

18 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £72 /night

£500 - £800 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cotswold stone two-storey coach house, totally restored and extended. Small but beautifully formed one double-bedroomed hideaway for couples. All amenities of Bath road market and shops on the doorstep, Montpellier and the Promenade a fifteen minute stroll away. All newly fitted and fully equipped with high quality fixtures, furnishings and accessories.  …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:

  • Great for children of all ages
  • 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

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:

  • Great 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

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £106 /night

£742 - £1908 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
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

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:

  • Great 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 3

Very Good 4/5 

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

8 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

2 Nights min stay

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from £65 /night

£450 / week

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Key info:

  • Nearest beach 100 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
This self-catering apartment is in the centre of the Regency Montpellier district of Cheltenham, within easy walking distance of the main Festival venues and the best restaurants. It is an ideal location for a relaxing weekend or a longer term stay of up to 31 days.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Great 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

Barn | 1 Bedroom | sleeps 2

1 night min stay

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from £75 /night

£520 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car essential
  • No pets allowed
Great for touring the Cotswolds. Lovely Cotswold stone barn in a classic Cotswold town Self contained Garden  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £121 /night

£843 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
A perfectly positioned apartment in Fashionable Cheltenham, A nice and spacious 2 bedroomed apartment offering accommodation for up to 4 people, It has 2 bedrooms, dining room/ living room, kitchen and bathroom with P bath/ shower.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £86 /night

£601 - £1833 / week

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Key info:

  • Great 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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £115 /night

£800 - £900 / week

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Key info:

  • Great 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

7 Photos

House | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
No 17 is a welcoming town house offering high standards of accommodation in one double and one with 4 foot bed. Ideal location and off-road allocated parking. Includes kitchen, microwave, washing machine, TV, DVD, CD, broadband, garden, bedding & towels.  …see more

12 Photos

House | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
  • Private garden
Self-catering budget town centre dormer bungalow with downstairs twin or double bedroom, bathroom, sitting room and kitchen for those who cannot manage stairs. A bonus of 2 further bedrooms upstairs for larger groups. Off road parking & private garden.  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering house sleeps up to 6. Ideal for Greenbelt, The Literature Festival, Paddy Power and Gold Cup race meetings and exploring the Cotswolds. A sunny rear garden has a BBQ and parking for 2 cars. FREE WiFi.  …see more

14 Photos

House | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £86 /night

£600 - £1600 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A Self-Catering town centre house with 4 bedrooms and 6 single beds, perfect for business colleagues, groups of friends, tourists, or sedate hens. Ideal base for the Gold Cup, Literature Festival, University visits and touring the Cotswold villages. Garden & Free wifi  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

2 Nights min stay

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from £143 /night

£1000 - £3000 / week

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Key info:

  • Great 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

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:

  • Great 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

14 Photos

Apartment | 3 Bedrooms | sleeps 6

Good 3/5 

4 Nights min stay

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from £75 /night

£525 - £1200 / week

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Key info:

  • Suitable for children over
  • 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 - £825 / week

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Key info:

  • Great 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £83 /night

£580 - £1000 / week

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Key info:

  • Great 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. Free iSecure remote gated parking.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Good 3.5/5 

1 night min stay

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from £90 /night

£630 - £2500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £115 /night

£800 - £3000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £429 /night

£3000 - £3800 / week

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Key info:

  • Great 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £115 /night

£800 - £2500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £115 /night

£800 - £2500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more