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48 Holiday homes in Cheltenham

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48 Results  |  
18 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

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

12 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £32 /night

£218 - £276 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £53 /night

£371 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
In open country side yet only 1 mile from Cheltenham town centre.  …see more

Featured properties

7 Photos

Townhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Lovely Cedar Clad warm and Quiet Townhouse within walking distance to the town centre. Down a quiet private lane this newly built extension to our home is contemporary and bright. Ideal place to stay and explore the Cotswolds or shop in Cheltenham. Parking for one car outside the townhouse. Please note this is an extension of our home.  …see more

16 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:

  • 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

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

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

11 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £128 /night

£891 - £2597 / week

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Key info:

  • Suitable for children of all ages
  • 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

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:

  • 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

4 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £135 /night

£944 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Cotswold, regency, chetlenham, luxury, countryside, Cheltenham, English, traditional, beautiful, Happy to consider short term lets from one week plus but longer term let preferred  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £79 /night

£550 - £595 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
The main bedroom incorporates a super king size double bed, the 2nd has two singles. The house is an average size 2 story 1970's build. Pleasant front & rear garden / patio area with parking close to the front door. Bathroom incorporates a bath, shower Quiet location, walking distance to Cheltenham town & Montpellier. Festivals, shops, restaurants, parks.  …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

9 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

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:

  • Suitable 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

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£827 - £2071 / 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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £57 /night

£399 - £1750 / week

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Key info:

  • Nearest beach 35 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Tripadvisor "Certificate of Excellence 2014"Cheltenham`s No1 holiday rental on Tripadvisor."Affordable Quality" Great Service. Self catering holiday apartment 3 bedrooms,2 bathrooms,inviting lounge,large kitchen.Onsite off road parking,wifi,Close to race course. Classic modern home,with comfortable quality furnishings, wifi, Parking off road for two cars if required.  …see more

18 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £72 /night

£500 - £1000 / 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

17 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £39 /night

£270 - £728 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
SO CONVENIENT FOR ALL AREAS OF CHELTENHAM. OVERLOOKS SANDFORD PARK.. FESTIVALS THEATRE, SHOPS, PARKS, RACING, RESTAURANTS. I WILL NEVER PUT PRICES UP IN SCHOOL SUMMER HOLIDAYS.  …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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £141 /night

£986 - £2730 / 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

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

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

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

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

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

11 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

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

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 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

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 over 5s only
  • 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

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:

  • Suitable 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

7 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

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

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £136 /night

£950 - £1500 / 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

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

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from £358 /night

£2500 - £4000 / 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

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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £53 /night

£365 - £465 / week

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Key info:

  • Suitable for over 5s only
  • 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £78 /night

£540 / 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

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £69 /night

£480 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Contemporary, 1 bedroomed holiday apartment in an ideal location close to Montpellier, The Suffolks, The Park and Bath Road. Ideal for shopping, Cheltenham Festivals, Cheltenham Gold Cup, Literary Festival, Jazz & Music Festival. Ladies college. Short term lets  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £90 /night

£630 - £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

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:

  • 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

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:

  • 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

13 Photos

Townhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

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from £743 /night

£5200 - £6850 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A double-gated helping of classy Cotswolds charm A short stroll into Regency Cheltenham. High ceilings, big rooms and a hot tub in the garden make this a perfect house for getting together and celebrating.  …see more

13 Photos

House | 12 Bedrooms | sleeps 20

3 Nights min stay

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from £3143 /night

£22000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful Georgian/Jacobian House set within a 2000 acre estate in the Oxfordshire Cotswolds with formal and landscaped garden, canalized stream and several springs which act as the centre piece to the surrounding grounds, lakes and woodland and Norman Church.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £58 /night

£400 / week

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Key info:

  • Nearest beach 90 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Our modern and comfortable garden apartment is family run and offers a home from home within walking distance of the town centre.  …see more

5 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

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from £137 /night

£954 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Double super king size bed with en-suite shower room 5 minutes walk to racecourse Free private off road parking for 1 car Flat screen T.V. Free W.I.F.I. Full English breakfast included  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Min stay varies

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from £69 /night

£477 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Character features,such as exposed beams and waddle and daub Hand built country kitchen. Oak flooring. Wall mounted LCD tv. Woodburner in the sitting room. Great country walks , nature reserve at the bottom of the lane. Stay for cheltenham races and festivals  …see more

9 Photos

Cottage | 3 Bedrooms | sleeps 6

Min stay varies

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from £137 /night

£953 - £1590 / 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

14 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

Min stay varies

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from £91 /night

£631 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Self Catering, Modern Apartments, Fully Equipped Kitchen, Spacious Accommodation,  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

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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