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  • Andoversford (3)
  • Charlton Kings (9)
  • Cleeve Hill (1)
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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
32 of 100 Results

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from £122 / night

£850 - £2800 / week

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1 / 23

Cheltenham holiday home rental

Cotswolds / Cheltenham

House / 5 Bedrooms / sleeps 8

  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

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from £122 / night

£850 - £2800 / week

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Thank you for looking at our entry. We hope that you will book to stay in our home and have a great time. We love living here in Cheltenham and would be delighted if you fell in love with the area too. Our home is a modern semi-detached 5 bedroom house on a private area There is a Beefeater a short walk away and then a little further some lovely pubs and restaurants.  …see more

from £286 / night

£1999 - £2460 / week

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(2) Excellent 5/5 

1 / 9

Holiday b&b in Cheltenham

Cotswolds / Cheltenham

B&B / 4 Bedrooms / sleeps 8

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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Not on the map

from £286 / night

£1999 - £2460 / week

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Cheltenham Festival Rooms, Cotswold countryside stay, Cheltenham, Races, 12 acres of land with stables, quite. All guest have use of Communal areas including large conservatory with full size snooker table. Can sleep up to 8 people but we do individual room bookings as well.  …see more

from £129 / night

£900 - £2500 / week

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(2) Excellent 5/5 

1 / 20

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £129 / night

£900 - £2500 / week

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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

Featured properties

from £158 / night

£1100 - £2500 / week

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(1) Excellent 5/5 

1 / 20

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £158 / night

£1100 - £2500 / week

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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

from £137 / night

£955 - £2400 / week

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(1) Very Good 4/5 

1 / 10

Prestbury holiday home rental

Cheltenham / Prestbury

House / 3 Bedrooms / sleeps 6

  • Suitable for children over 5
  • No pets allowed
  • Private garden

Very Good 4/5 

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from £137 / night

£955 - £2400 / week

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Regency Mews is a three bedroom house able to comfortably sleep up to six adults. It has two en-suites, a family bathroom, & a downstairs toilet. This Cheltenham serviced house is styled with gorgeous antique furnishings which bring a great sense of character  …see more

from £143 / night

£1000 / week

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(1) Excellent 5/5 

1 / 11

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

Apartment / 2 Bedrooms / sleeps 4

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £143 / night

£1000 / week

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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

from £400 / night

£2800 - £4000 / week

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(7) Excellent 5/5 

1 / 17

Holiday townhouse rental

Cheltenham / Montpellier suburb

Townhouse / 4 Bedrooms / sleeps 9

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

Excellent 5/5 

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from £400 / night

£2800 - £4000 / week

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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

from £112 / night

£780 - £1850 / week

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(2) Excellent 5/5 

1 / 10

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

Apartment / 1 Bedroom / sleeps 2

  • Not suitable for children
  • No pets allowed

Excellent 5/5 

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from £112 / night

£780 - £1850 / week

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Beautiful one-bedroom serviced apartment in Cheltenham is located in the fashionable district of Lansdown. Drift upstairs via the fabulous spiral staircase to the spacious bedroom, and enjoy the light and airy living room's balcony which boasts views of the communal gar  …see more

from £75 / night

£520 - £650 / week

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(3) Excellent 5/5 

1 / 12

Cottage rental in Andoversford

Cheltenham / Andoversford

Cottage / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £75 / night

£520 - £650 / week

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Quiet new cotsworld stone cottage near Cheltenham  …see more

from £56 / night

£390 - £650 / week

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(3) Very Good 4/5 

1 / 16

Holiday cottage in Charlton Kings

Cheltenham / Charlton Kings

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • No pets allowed

Very Good 4/5 

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from £56 / night

£390 - £650 / week

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A well-equipped and comfortable two bedroom cottage sleeping 4 set in beautiful grounds well placed for exploring the Cotswolds by foot, mountain bike or car.  …see more

from £75 / night

£525 - £1000 / week

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(8) Very Good 4.5/5 

1 / 24

Apartment rental in Montpellier suburb

Cheltenham / Montpellier suburb

Apartment / 1 Bedroom / sleeps 2

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden

Very Good 4.5/5 

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from £75 / night

£525 - £1000 / week

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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

from £115 / night

£800 - £2500 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment in Pittville

Cheltenham / Pittville

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £115 / night

£800 - £2500 / week

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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

from £115 / night

£800 - £2500 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment with shared pool in Pittville

Cheltenham / Pittville

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £115 / night

£800 - £2500 / week

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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

from £115 / night

£800 - £2500 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment with shared pool in Pittville

Cheltenham / Pittville

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £115 / night

£800 - £2500 / week

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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

from £38 / night

£265 - £295 / week

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(9) Very Good 4.5/5 

1 / 18

Holiday studio in Montpellier suburb

Cheltenham / Montpellier suburb

Studio / sleeps 2

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Very Good 4.5/5 

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from £38 / night

£265 - £295 / week

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Studio Apartment in prime location of Cheltenham. On road parking available or free parking 100yds away. Ideal for short breaks.  …see more

from £85 / night

£595 - £1500 / week

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(6) Very Good 4/5 

1 / 9

Apartment rental in Montpellier suburb with golf nearby

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Very Good 4/5 

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from £85 / night

£595 - £1500 / week

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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

from £400 / night

£2800 - £6000 / week

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(10) Excellent 5/5 

1 / 24

Home rental in Montpellier suburb

Cheltenham / Montpellier suburb

House / 5 Bedrooms / sleeps 9

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

Not on the map

from £400 / night

£2800 - £6000 / week

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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

from £86 / night

£600 - £3000 / week

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(2) Excellent 5/5 

1 / 22

Holiday townhouse in Pittville

Cheltenham / Pittville

Townhouse / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £86 / night

£600 - £3000 / week

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Reasons to book.... Refurbished period property - no need to drive, just park and walk! A short 10 minute walk from the famous Cheltenham Racecourse. A short walk into the town centre. In the heart of the beautiful Cotswold countryside. Private garden and garage.  …see more

from £73 / night

£510 - £850 / week

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(2) Excellent 5/5 

1 / 19

Cottage rental in Charlton Kings

Cheltenham / Charlton Kings

Cottage / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £73 / night

£510 - £850 / week

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Cotswold Cottage in a rural location yet close to Cheltenham and a great base to explore Cotswolds villages and countryside.  …see more

from £136 / night

£950 / week

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(3) Excellent 5/5 

1 / 11

Holiday apartment in Montpellier suburb

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

Add to shortlist

from £136 / night

£950 / week

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two bedroom apartment, cheltenham, montpellier, self catering, cheltenham festivals, regency house  …see more

from £40 / night

£278 - £695 / week

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(3) Excellent 5/5 

1 / 19

Holiday cottage with golf nearby in Charlton Kings

Cheltenham / Charlton Kings

Cottage / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £40 / night

£278 - £695 / week

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Rural location Easy access to Cheltenham and Cotswolds towns and villages Local Pub Good walking routes Great for group bookings up to 20 Free Wifi  …see more

from £100 / night

£700 / week

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(1) Excellent 5/5 

1 / 13

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £100 / night

£700 / week

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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

from £54 / night

£375 / week

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(5) Excellent 5/5 

1 / 12

Holiday chalet rental

Cheltenham / Charlton Kings

Chalet / 1 Bedroom / sleeps 2

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £54 / night

£375 / week

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Self-catering chalet on the Cotswold Way. Ideally situated for walkers and cyclists exploring the area, yet close to Cheltenham town.  …see more

from £126 / night

£880 - £2800 / week

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(1) Very Good 4.5/5 

1 / 8

Holiday apartment in Montpellier suburb

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

  • Nearest beach 94 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Very Good 4.5/5 

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from £126 / night

£880 - £2800 / week

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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

from £129 / night

£900 - £1600 / week

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(4) Excellent 5/5 

1 / 20

Holiday cottage with golf nearby in Pittville

Cheltenham / Pittville

Cottage / 4 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £129 / night

£900 - £1600 / week

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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

from £75 / night

£525 / week

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(1) Excellent 5/5 

1 / 7

Holiday apartment in Montpellier suburb

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

Not on the map

from £75 / night

£525 / week

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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

from £200 / night

£1400 - £2500 / week

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(4) Excellent 5/5 

1 / 24

Home rental in Pittville

Cheltenham / Pittville

House / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £200 / night

£1400 - £2500 / week

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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

from £725 / night

£5075 / week

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(1) Very Good 4/5 

1 / 21

Holiday home in Charlton Kings

Cheltenham / Charlton Kings

House / 5 Bedrooms / sleeps 12

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

Very Good 4/5 

Add to shortlist

from £725 / night

£5075 / week

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5 bedroom 4 receptions, detached house with 120 foot garden, parking for 5 cars and garage for 1 car Please note that this is our family home, this advert is for bed and breakfast only £75 per person per night  …see more

from £36 / night

£250 - £1000 / week

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(1) Excellent 5/5 

1 / 19

Charlton Kings holiday studio rental

Cheltenham / Charlton Kings

Studio / sleeps 2

  • Not suitable for children
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £36 / night

£250 - £1000 / week

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Immaculate condition, very close to town centre and racecourse but still with the added advantage of being in the countryside.  …see more

from £65 / night

£450 / week

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(1) Very Good 4.5/5 

1 / 17

Holiday apartment in Pittville

Cheltenham / Pittville

Apartment / 2 Bedrooms / sleeps 4

  • Suitable for children over 5
  • Car advised
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

Not on the map

from £65 / night

£450 / week

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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

from £70 / night

£490 - £1500 / week

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1 / 12

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

Apartment / 1 Bedroom / sleeps 2

  • Ask owner if suitable for children
  • No pets allowed

Add to shortlist

from £70 / night

£490 - £1500 / week

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Beautiful Regency apartment overlooking one of Cheltenham's finest squares. Enjoy the convenience of a town centre location combined with the tranquility of Clarence Square gardens. Whether visiting for business and pleasure enjoy this unique, spacious apartment.  …see more

from £43 / night

£300 - £350 / week

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(6) Excellent 5/5 

1 / 9

Apartment rental in Charlton Kings

Cheltenham / Charlton Kings

Apartment / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Excellent 5/5 

Add to shortlist

from £43 / night

£300 - £350 / week

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In open country side yet only 1 mile from Cheltenham town centre.  …see more
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