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45 Holiday homes in Cheltenham

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45 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

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
  • Great for children of all ages 5
  • 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

Featured properties

19 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£530 - £901 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Cotswold Cottage in a rural location yet close to Cheltenham and a great base to explore Cotswolds villages and countryside.  …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

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

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

17 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 5
  • 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

14 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
  • Great for children of all ages 5
  • 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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

90 Nights min stay

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from £110 /night

£764 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Christchurch apartment in Cheltenham is a beautiful luxury serviced apartment that boasts two bedrooms with en-suite bathrooms, situated in the exclusive area of Lansdown. Perfect for professionals seeking spacious long-term accommodation in conjunction with our special  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £125 /night

£875 - £2597 / week

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Key info:

  • Great for children of all ages 5
  • 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:

  • Great for children of all ages 5
  • 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

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £75 /night

£525 - £631 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children over
  • 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

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:

  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
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

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 children over
  • 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 the 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 £31 /night

£215 - £728 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
SO CONVENIENT FOR ALL AREAS OF CHELTENHAM. OVERLOOKS SANDFORD PARK.. VERY CLOSE TO FESTIVALS THEATRE, TOWN HALL, SHOPS, PARKS, RACING, RESTAURANTS. I WILL NEVER PUT PRICES UP IN SCHOOL SUMMER HOLIDAYS. I BELIEVE IT IS UNFAIR TO PEOPLE WITH CHILDREN AND PEOPLE WITHOUT. Very competitive pricing doesn't mean cleanliness & homeliness aren't important.THEY ARE UTMOST IMPORTANCE!!  …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 5
  • 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

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 5
  • 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

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:

  • Great for children of all ages 5
  • 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

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 5
  • 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

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 5
  • 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

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:

  • Great for children of all ages 5
  • 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 5
  • 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

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

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:

  • Great for children of all ages 5
  • 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

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

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 5
  • 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

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 children over
  • 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

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 5
  • 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

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Min stay varies

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Key info:

  • Great for children of all ages 5
  • 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

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 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

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:

  • Great for children of all ages 5
  • 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 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 5
  • 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 3

1 night min stay

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from £90 /night

£630 - £800 / week

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Key info:

  • Great for children of all ages 5
  • 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:

  • Great for children of all ages 5
  • 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

Good 3.5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

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 5
  • Car advised
  • No pets allowed
  • Private garden
These brand new Apartments are furnished to a very high standard, Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of This Victorian Terrace Property. Ideal for groups, business or leisure stays.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £100 /night

£700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

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:

  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Great for children of all ages 5
  • 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