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88 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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £50 /night

£350 - £499 / week

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Key info:

  • Nearest beach 26 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
2 bedroom cottage all on one level. Near Cheltenham with great views to the hills. Easy access. Comfortable. 4 star Visit Britain Rating. Staddlestones is well equipped spacious and comfortable.  …see more

Featured properties

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

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

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £61 /night

£424 - £594 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
3 bedroom spacious cottage all on one level near Cheltenham. Set in garden location. 4 star Visit Britain rating.  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £72 /night

£499 - £817 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Lying in the tiny hamlet of Deerhurst Walton, this is a converted, Grade II listed dovecote. Set in the grounds of the owner's 17th-century farm, this romantic 2 bed conversion has been lovingly converted into a 2 bedroom property with comfortable acco for upto 4 pax. Restaurants, pubs, supermarkets & take aways nearby On main bus route to Tewkesbury, Cheltenham & Gloucester  …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

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

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

19 Photos

Bungalow | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £61 /night

£424 - £477 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Holiday Bungalow In The Beautiful Cotswold Market Town Of Northleach Quiet Cul-de-sac Location, Within Easy Walking Distance Of Northleach Centre Sleeps 4 (2 Bedrooms) Wheelchair accessible. The property was awarded 3 stars by the AA in May 2013.  …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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £152 /night

£1060 / 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 | 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

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

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

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

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

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

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

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

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

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
  • Suitable for children of all ages
  • 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

7 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 advised
  • No pets allowed
Cotswolds stone cottages full of character with a modern touch. Rural, wooded grounds. Pub 200 yards away. Great walking countryside and well placed for exploring the Cotswolds. Excellent facilities and value for money. Fantastic getaway for couples, families & groups. Cheltenham 4 miles, Racecourse 6 miles, Bourton on the Water 10 miles. Local shop 1 mile.  …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

4 Photos

Cottage | 1 Bedroom | sleeps 3

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 advised
  • No pets allowed
One double bedroom cottage standing in rural wooded grounds overlooking fields. Excellent location for exploring Cotswolds towns and villages, only 4 miles from Cheltenham. Beautiful walks on the doorstep, pub across the road.  …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

8 Photos

Barn | 1 Bedroom | sleeps 2

1 night min stay

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from £75 /night

£520 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car essential
  • No pets allowed
Great for touring the Cotswolds. Lovely Cotswold stone barn in a classic Cotswold town Self contained Garden  …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

20 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night 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 essential
  • No pets allowed
  • Private garden
A conversion of five traditional cart barns, in the village of Compton Abdale. 5* Gold Award Winner, the barn is light, airy, open plan, especially suitable for those with limited mobility as two of the four bedrooms and a bathroom are on the ground floor.  …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

17 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Short stays welcome

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from £152 /night

£1060 - £1961 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Detached Cotswold stone farmhouse situated in an area of outstanding natural beauty. Situated above Woodmancote near Bishops Cleeve, the farmhouse enjoys incredible panoramic views across Cheltenham, Tewkesbury and towards the Malverns. Woodmancote is close to Broadway, Tewkesbury, Malvern and Winchcombe .  …see more

7 Photos

Cottage | 2 Bedrooms | sleeps 5

1 night min stay

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from £64 /night

£446 / week

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Key info:

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

20 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £50 /night

£350 - £488 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
2 bedroom cottage all on one level. Near Cheltenham with great views to the hills. Easy access. Comfortable and spacious with one twin and one double bedroom. Large sitting room with dining table. Full kitchen and large patio. Garden access.  …see more

16 Photos

Cottage | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £47 /night

£325 - £425 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
A self contained, two storey, holiday cottage with kitchenette and wetroom. Generously proportioned and immaculately furnished, the building is surrounded by a well appointed garden, with french doors opening onto an exclusive patio. Ideal for a couple and short breaks.  …see more

13 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £72 /night

£500 - £700 / week

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Key info:

  • Suitable for over 5s only
  • 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

17 Photos

Apartment | 2 Bedrooms | sleeps 5

Min stay varies

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from £69 /night

£477 - £742 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Beautiful two bedroom Regency Penthouse Apartment overlooking superb Park with lovely views to the distant hills of the Cotswold. 5 minute walk to Cheltenham Racecourse, 10 minutes to town centre. Great spot for exploring the Cotswolds and relaxing. Rates from 300-500wk Excellent Regency Period furnished 2 bedroom Penthouse Apartment in the heart of Cheltenham.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £158 /night

£1100 - £2736 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Lakeside House is a beautiful Grade II listed property, set in a private location within the grounds of The Inn at Fossebridge, in the heart of the Cotswold countryside. Guests have access to all the Inn's services, including its cosy bar and private dining facilities. SPECIAL OFFERS: LATE DEALS!  …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

23 Photos

Cottage | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £1466 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Stable Cottage is a beautiful, grade II listed building, formerly the stables for the neighbouring coaching inn. The Cotswold stone stables have been lovingly renovated, to create a warm, character filled cottage, perfectly located in the heart of the Cotswolds. SPECIAL OFFERS: LATE BOOKING DISCOUNTS!  …see more