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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
110 Results   |  

Excellent 5/5 

19 Photos

Cheltenham / Charlton Kings

Studio / sleeps 2

Excellent 5/5 

1 night min stay

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from £36 / night

£250 - £1000 / 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

Very Good 4.5/5 

24 Photos

Cheltenham / Montpellier suburb

Apartment / 1 Bedroom / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £75 / night

£525 - £1000 / 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 St  …see more

Very Good 4.5/5 

8 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £126 / night

£880 - £2800 / 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. Lan  …see more

Featured properties

10 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £99 / night

£690 - £2200 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
A luxury, self catering home from home, well equipped and spacious comprising Regency drawing room, dining area, 2 bedrooms, 2 bathrooms, sleeps up to 5 - with parking and large garden. Situated in Cheltenham's Montpellier close to the town centre and all amenities. P  …see more

Excellent 5/5 

9 Photos

from £286 / night

£1999 - £2460 / week

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Holiday b&b in Cheltenham

Cotswolds / Cheltenham

B&B / 4 Bedrooms / sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £286 / night

£1999 - £2460 / week

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Key info:

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

Very Good 4/5 

10 Photos

Cheltenham / Prestbury

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

2 Nights min stay

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from £137 / night

£955 - £2400 / week

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Key info:

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

Excellent 5/5 

18 Photos

from £72 / night

£500 - £900 / week

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Holiday home in Cheltenham

Cotswolds / Cheltenham

House / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

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from £72 / night

£500 - £900 / 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  …see more

Excellent 5/5 

11 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £136 / night

£950 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
two bedroom apartment, cheltenham, montpellier, self catering, cheltenham festivals, regency house  …see more

Excellent 5/5 

24 Photos

Cheltenham / Montpellier suburb

House / 5 Bedrooms / sleeps 9

Excellent 5/5 

2 Nights min stay

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from £400 / night

£2800 - £6000 / week

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Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • 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, p  …see more

5 Photos

Cotswolds / Cheltenham

House / 4 Bedrooms / sleeps 4

7 Nights min stay

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from £72 / night

£499 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
A period, end of terrace house located in the centre of Cheltenham just a stroll away from shops, bars and restaurants. The house comprises 4 double bedrooms, living room, dining room, 2 bathrooms and a terraced garden. Wifi, television, linen and towels provided.  …see more

11 Photos

Cheltenham / Southam

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £89 / night

£620 - £1800 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
One bedroom apartment, in a good location to the Chetlenham Racecourse and town centre.  …see more

Excellent 5/5 

30 Photos

Cheltenham / Pittville

Townhouse / 3 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £86 / night

£600 - £3000 / week

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Key info:

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

Very Good 4/5 

9 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

Very Good 4/5 

2 Nights min stay

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from £75 / night

£525 - £1500 / week

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Key info:

  • Suitable for children over 5
  • 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

Very Good 4.5/5 

18 Photos

Cheltenham / Montpellier suburb

Studio / sleeps 2

Very Good 4.5/5 

1 night min stay

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from £38 / night

£265 - £295 / 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

Excellent 5/5 

11 Photos

Cotswolds / Cheltenham

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £143 / night

£1000 / 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

19 Photos

Cheltenham / Charlton Kings

Cottage / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £93 / night

£650 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
  • Private garden
Newly Renovated Coach House with off Road Parking and spacious living accomodation. Contemporary interiors with flair and sophistication. Cheltenham Spa is a stunning Regency town that has much more than just shopping and dining to offer.  …see more

Excellent 5/5 

9 Photos

Cheltenham / Charlton Kings

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

3 Nights min stay

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from £50 / night

£350 / week

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Key info:

  • Great 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

Excellent 5/5 

19 Photos

Cheltenham / Charlton Kings

Cottage / 1 Bedroom / sleeps 2

Excellent 5/5 

1 night min stay

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from £40 / night

£278 - £695 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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

Very Good 4.5/5 

19 Photos

Cheltenham / Charlton Kings

Cottage / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £73 / night

£510 - £850 / week

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Key info:

  • Great for children of all ages
  • 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

Excellent 5/5 

24 Photos

from £286 / night

£2000 - £2500 / week

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Home rental in Pittville

Cheltenham / Pittville

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £286 / night

£2000 - £2500 / 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.  …see more

8 Photos

Cheltenham / Pittville

Apartment / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £215 / night

£1500 - £3500 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
There is a large kitchen/breakfast room, beautiful lounge/cinema room with open fire & grand dining/games room if you fancy a relaxing after dinner poole game. There is free wifi, Sky TV including on demand movies to make the most of the 65” cinema experience.  …see more

Very Good 4/5 

21 Photos

Cheltenham / Charlton Kings

House / 5 Bedrooms / sleeps 12

Very Good 4/5 

3 Nights min stay

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from £725 / night

£5075 / 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 Please note that this is our family home, this advert is for bed and breakfast only £75 per person per night  …see more

Excellent 5/5 

20 Photos

Cheltenham / Pittville

Cottage / 4 Bedrooms / sleeps 10

Excellent 5/5 

4 Nights min stay

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from £129 / night

£900 - £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.  …see more

23 Photos

from £122 / night

£850 - £2000 / week

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Cheltenham holiday home rental

Cotswolds / Cheltenham

House / 5 Bedrooms / sleeps 8

1 night min stay

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from £122 / night

£850 - £2000 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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  …see more

15 Photos

Cheltenham / Montpellier suburb

B&B / 1 Bedroom / sleeps 5

2 Nights min stay

Add to shortlist

from £215 / night

£1500 - £1750 / week

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Key info:

  • Suitable for children over 5
  • 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

10 Photos

Cheltenham / Montpellier suburb

B&B / 3 Bedrooms / sleeps 11

Min stay varies

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from £300 / night

£2100 - £4000 / week

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Key info:

  • Suitable for children over 5
  • 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

4 Photos

from £572 / night

£4000 / week

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Holiday home rental

Cotswolds / Cheltenham

House / 5 Bedrooms / sleeps 9

2 Nights min stay

Add to shortlist

from £572 / night

£4000 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
 …see more

Very Good 4.5/5 

17 Photos

Cheltenham / Pittville

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £65 / night

£450 / week

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Key info:

  • Suitable for children over 5
  • 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. T  …see more

Excellent 5/5 

13 Photos

Cheltenham / Montpellier suburb

Apartment / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £100 / night

£700 / 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

Excellent 5/5 

7 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £75 / night

£525 / week

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Key info:

  • Suitable for children over 5
  • 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

Excellent 5/5 

12 Photos

Cheltenham / Charlton Kings

Chalet / 1 Bedroom / sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £54 / night

£375 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Self-catering chalet on the Cotswold Way. Ideally situated for walkers and cyclists exploring the area, yet close to Cheltenham town.  …see more

Excellent 5/5 

20 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £129 / night

£900 - £2500 / week

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Key info:

  • Great for children of all ages
  • 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

Excellent 5/5 

20 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £158 / night

£1100 - £2500 / week

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Key info:

  • Great for children of all ages
  • 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

Excellent 5/5 

12 Photos

Cheltenham / Andoversford

Cottage / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £75 / night

£520 - £650 / week

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Key info:

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

Excellent 5/5 

17 Photos

Cheltenham / Montpellier suburb

Townhouse / 4 Bedrooms / sleeps 9

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £429 / night

£3000 / 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.  …see more

Excellent 5/5 

9 Photos

Cotswolds / Cheltenham

B&B / 3 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £108 / night

£750 / week

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Key info:

  • Nearest beach 80 km
  • Ask owner if suitable for children
  • Car not necessary
  • No pets allowed
 …see more

12 Photos

Cotswolds / Cheltenham

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £70 / night

£490 - £1500 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
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

5 Photos

Cheltenham / Prestbury

B&B / 1 Bedroom / sleeps 2

Min stay varies

Add to shortlist

from £129 / night

£900 / 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

13 Photos

from £572 / night

£4000 - £7500 / week

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Home rental in Prestbury

Cheltenham / Prestbury

House / 6 Bedrooms / sleeps 14

2 Nights min stay

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from £572 / night

£4000 - £7500 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Contemporary House with all year heated pool & 7 seat hot-tub in Regency Cheltenham, secure gated parking for up to 5 cars (2 garaged). Very Stylish interior, statement kitchen, open-plan living. Housekeeper will visit most days to tidy. Perfect location for Cheltenham  …see more

13 Photos

Cheltenham / Leckhampton

Apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £50 / night

£350 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
The famous Cotswold Way is located on the doorstep of this lovely one bedroom annexe flat situated within the grounds of a 19th century town house on Leckhampton Hill and built in local Cotswold Stone. This property is well appointed, having been refurbished throughout  …see more

11 Photos

Cotswolds / Cheltenham

Apartment / 2 Bedrooms / sleeps 3

7 Nights min stay

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from £43 / night

£300 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cheltenham town centre location, near to Montpellier. Balcony with views over Leckhampton and London Road 2 bedrooms both with double beds fully fitted kitchen, with oven, hob, washing machine, dishwasher, fridge/freezer Bathroom with bath and shower Free Wifi  …see more

26 Photos

Cotswolds / Cheltenham

B&B / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £215 / night

£1500 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
 …see more

7 Photos

Cotswolds / Cheltenham

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £40 / night

£280 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

29 Photos

Cheltenham / Montpellier suburb

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

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from £72 / night

£500 - £1700 / week

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Key info:

  • Nearest beach 24 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Luxurious ground floor two bed Regency apartment in quiet area of Montpellier suburb.Perfect location for visiting the beautiful Cotswolds, Forest of Dean, Stratford, Bath and Cheltenham.Ten minute walk to Montpellier, Bath Road and The Suffolks. Freeview and Wi-Fi.  …see more

1 Photos

Cotswolds / Cheltenham

B&B / 3 Bedrooms / sleeps 1

1 night min stay

Add to shortlist

from £110 / night

£770 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

Excellent 5/5 

17 Photos

Cotswolds / Cheltenham

Apartment / 2 Bedrooms / sleeps 3

Excellent 5/5 

2 Nights min stay

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from £35 / night

£240 - £380 / week

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Key info:

  • Great for children of all ages
  • 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. V  …see more

Excellent 5/5 

13 Photos

Cheltenham / Andoversford

Barn / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £75 / night

£525 - £700 / week

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Key info:

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

Excellent 5/5 

22 Photos

from £41 / night

£282 - £507 / week

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Holiday home in Cheltenham

Cotswolds / Cheltenham

House / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £41 / night

£282 - £507 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This semi-detached cottage is attached to the owner's home in Tatham near Bentham and can sleep four people in two bedrooms. River Cottage is a semi-detached cottage attached to the owner's barn conversion house in the hamlet of Tatham near to Bentham. The cottage slee  …see more

Excellent 5/5 

19 Photos

from £115 / night

£801 - £1855 / week

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Home rental in Cheltenham

Cotswolds / Cheltenham

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £115 / night

£801 - £1855 / week

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Key info:

  • Not suitable for children
  • Pets welcome
This semi-detached farmhouse is located near to High Bentham on the edge of the Yorkshire Dales and can sleep ten people in five bedrooms. Spen House is a semi-detached farmhouse near to the town of High Bentham on the edge of the Yorkshire Dales National Park. The cot  …see more

Excellent 5/5 

20 Photos

from £79 / night

£550 - £750 / week

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Holiday apartment in Cheltenham

Cotswolds / Cheltenham

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £79 / night

£550 - £750 / 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

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