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67 Results  |  
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

15 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

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £69 /night

£477 - £795 / week

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Late Deal: save up to £93

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

Featured properties

14 Photos

Apartment | 2 Bedrooms | sleeps 6

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

10 Photos

Studio | sleeps 2

1 night min stay

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from £69 /night

£483 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Self-contained Studio Close to Cheltenham Town Centre Easy Access for Cheltenham Festivals, including horse racing, Literature, Jazz, Music, Design Festivals Pubs, restaurants, shopping So close to Cotswold countryside, cycling, walking, picnicing The Studio space is a non-smoking accommodation. Just to let you know - we have a small well-behaved dog.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £46 /night

£318 - £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

4 Photos

Barn | 1 Bedroom | sleeps 2

2 Nights min stay

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from £46 /night

£318 - £371 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The Leigh is an ancient village in the Severn Vale, and although The Coach House is on the main road, just on the opposite side of the road is a walk through the village - a most peaceful experience. The Swan is a pub/restaurant about a mile away, and other pubs nearby  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £160 /night

£1120 - £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

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

19 Photos

Studio | sleeps 2

1 night min stay

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from £38 /night

£265 / week

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Late Deal: save up to £50

Key info:

  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
Immaculate condition, very close to town centre and racecourse but still with the added advantage of being in the countryside.  …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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £126 /night

£880 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This stylish 2 bedroom/2 bathroom 2nd floor apartment offers relaxing home from home comforts in an excellent location, close to Cheltenham town centre and Montpellier. In the second bedroom, the single bed has another bed underneath, creating two single beds in the room.  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £197 /night

£1377 - £3276 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Great for the Cheltenham Races. This beautiful 3 bedroom apartment, is located in a prime location, just a few minuets walk from the town centre.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £134 /night

£933 - £2597 / week

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Key info:

  • 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

6 Photos

Apartment | 13 Bedrooms | sleeps 13

Short stays welcome

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from £1060 /night

£7420 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Very spacious property No dragons allowed.  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £111 /night

£774 - £891 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Priory House apartment is a light, spacious garden apartment, located in a quiet residential area just off the top of Cheltenham High Street. It would be hard to find a more stylish apartment than this lovely two/three bedroom apartment.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £135 /night

£944 - £2862 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Beautiful two bedroom/two bathroom apartment offers comfortable and stylish serviced accommodation in an excellent location, just minutes from Cheltenham town center and the boutique area of Montpellier.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £126 /night

£880 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Beautiful two bedroom/two bathroom apartments offers comfortable and stylish serviced accommodation in an excellent location, just minutes from Cheltenham town centre and the boutique area of Montpellier. In the second bedroom, the single bed has another bed underneath, creating two single beds in the room.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £144 /night

£1007 / week

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Key info:

  • Not suitable for children
  • 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £99 /night

£689 - £2650 / 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

12 Photos

Cottage | 1 Bedroom | sleeps 2

2 Nights min stay

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from £121 /night

£843 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
  • Private garden
A superb one bedroomed little house in the middle of Cheltenham's most fashionable area with a private walled garden, it has off street parking, too!  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 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

14 Photos

Apartment | 1 Bedroom | sleeps 2

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

3 Nights min stay

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from £182 /night

£1272 / 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

14 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £128 /night

£896 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This spacious one bedroom apartment with off road parking is close to the stylish area of Montpellier and Gloucester is also an easy commute. There are even buses which stop just a minutes' walk from here, to take you into Cheltenham town centre, Gloucester or Cleeve, Free wi fi, weekly cleans, weekly linen change, and off road parking are included in this stay. * Rates are  …see more

5 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £41 /night

£287 - £446 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £125 /night

£875 / 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

15 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £113 /night

£788 / 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

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £58 /night

£400 - £1850 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
History abounds in The Guggle. Originally built in around 1600, it became the Horse and Groom Public House in 1700 and oozes period features, with crookedy walls and ceilings, wooden beams and original 17th Century wall painting.  …see more

18 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £72 /night

£500 / 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 £35 /night

£245 - £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

17 Photos

Townhouse | 4 Bedrooms | sleeps 9

Very Good 4.5/5 

2 Nights min stay

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from £424 /night

£2968 - £4240 / 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

17 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £49 /night

£340 - £621 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Cottage situated in a designated area of outstanding natural beauty. Superb location for walking and touring the Cotswolds Hills and villages. Many interesting local places to visit, Bourton on the Water, Stow on the Wold, Painswick, and Burford wildlife park Boating at Lechlade-on-Thames. Fine shops at Cheltenham with health spa and racecourse.  …see more

6 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £115 /night

£800 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The barn is a stroll from the highly recommended Wheatsheaf Inn for excellent food Northleach is conveniently near Cirencester,Stow on the Wold,Bourton on the Water, and Cheltenham for excellent shopping. Stratford on Avon and Bath are approx 1 hour away  …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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £50 /night

£345 - £1750 / week

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Key info:

  • Nearest beach 35 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Beautiful 3 bed apartment/holiday rental.2 bathrooms,inviting lounge,large kitchen.Perfect for couples,ladies shopping breaks and families.Pub/Restaurant close by.Please read our fantastic reviews on Tripadvisor.We can accommodate 12 guests. Classic modern home,with off road parking.We are able to accommodate 12 guests.Please contact us for details  …see more

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

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from £358 /night

£2500 - £3500 / 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

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

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

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

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

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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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

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 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 + g floor cloakro Quiet location, walking distance to Cheltenham town & Montpellier. Festivals, shops, restaurants, parks.  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £49 /night

£340 - £650 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Walking distance to the Cheltenham Racecourse - Zip & link beds for 2 x twin bedrooms, or 2 x king size bedrooms- Mod cons - TV with Freeview & DVD player, CD player, WiFi, dishwasher & washer / dryer - Off street parking.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £60 /night

£414 - £689 / week

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Key info:

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

14 Photos

Apartment | 3 Bedrooms | sleeps 6

Good 3/5 

Short stays welcome

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from £71 /night

£495 - £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

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

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

11 Photos

House | 5 Bedrooms | sleeps 10

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

10 Photos

House | 2 Bedrooms | sleeps 3

2 Nights min stay

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from £57 /night

£395 - £1000 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Stylish holiday mobile home sandwiched between Cheltenham and Winchcombe, in a rural village setting with a pub. This is a great area to start a tour of the Cotswold region.  …see more