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102 Holiday homes in Cheltenham

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102 Results  |  
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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £76 /night

£530 - £1060 / 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

16 Photos

Log cabin | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £69 /night

£477 - £636 / week

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Key info:

  • Not suitable for children
  • Car advised
  • May take pets – please enquire
  • Private garden
A tranquil and well-appointed luxury log cabin with views across the Cotswolds yet with easy access to London and the A40, Coomb Cottage is the perfect country getaway for walking, touring, biking or just soaking up the sunsets and recharging the batteries.  …see more

Featured properties

18 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £69 /night

£477 - £795 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
The apartment is ideally situated, being a 15 minutes walk to Cheltenham Spa station and a 5 minute walk to the bars, restaurants, shops and pubs of Montpellier. Within 10 minutes you have the Everyman Theatre and The Promenade. Ideal for corporate & short term lets Strictly no smoking and no pets Unsuitable for the elderly & infirm  …see more

17 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £63 /night

£435 - £477 / 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

13 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £63 /night

£435 - £477 / 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

16 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £70 /night

£488 - £520 / 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 Cotswolds garden location. 4 star Visit Britain rating.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £53 /night

£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

19 Photos

Studio | sleeps 2

1 night min stay

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from £40 /night

£276 - £297 / week

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Key info:

  • Not suitable for children
  • 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £126 /night

£880 - £2476 / week

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Key info:

  • Suitable for children of all ages
  • 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

12 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £173 /night

£1209 - £3218 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This beautiful 3 bedroom apartment, is located in a prime location, just a few minuets walk from the town centre. It boasts great views of the town centre, with its large sash windows. Period features & tall ceilings create a warm and homely feel throughout the spaci  …see more

9 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
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. Suitable for couples and can accommodate infants under 2 that can sleep in a cot.  …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
  • 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

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

14 Photos

Studio | sleeps 2

Very Good 4.5/5 

1 night min stay

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from £38 /night

£260 - £550 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Excellent location for Cheltenham races, festivals and exploring the Cotswolds in general. Very good location for walkers. Very new apartment with - yes - two hills view! Children? Contact us.  …see more

16 Photos

Townhouse | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £455 /night

£3180 / 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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £152 /night

£1060 - £1272 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This lovely 2 bedroom Regency Apartment with it s many creature comforts is ideal for the many Cheltenham Festivals , a short walk from the Promenade and Montpellier with its interesting restaurants, cafes, bars, art galleries and shopping, or to tour the Cotswolds.  …see more

13 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

14 Photos

Apartment | 2 Bedrooms | sleeps 6

Good 3/5 

2 Nights min stay

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from £110 /night

£769 - £2067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stylish self-catering, 2 bedroom, second floor apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with all the comforts of home. Ideal location for city breaks, shopping, Cheltenham Festivals and The Gold Cup.  …see more

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

10 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £88 /night

£615 - £2014 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Settle in to one of Cheltenham's most exclusive neighborhoods at Mayfield House, a two-bedroom hidden gem in Lansdown. This luxury serviced apartment offers stunning views of Leckhampton Hill that can be enjoyed perhaps over a glass of red with dinner in the evening. The lift and plenitful parking make this a very attractive place to stay close to Montpellier and town.  …see more

19 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

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
  • 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

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £127 /night

£886 - £2476 / week

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Key info:

  • Suitable for children of all ages
  • 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

11 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £128 /night

£891 - £2597 / week

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Key info:

  • Suitable for children of all ages
  • 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

14 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £101 /night

£705 - £2317 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Lansdown Place Garden Apartment is located minutes from the boutique area of Montpellier, Cheltenham with its restaurants, bars, spas, parks and individual shops. People love the stunning large bedrooms, large living room, fully equipped kitchen and the 2 bathrooms. Lansdown Place Garden apartment is great for singles, couples and families. Free parking is available.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

90 Nights min stay

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from £110 /night

£764 / week

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Key info:

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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £114 /night

£795 - £2332 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
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

10 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £84 /night

£583 - £1696 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Tivoli Mews is located in a sought after area, with many independent retailers, great local bar hairdressers, delicatessen, to name a few. With picturesque surroundings, you will enjoy the short 4 min walk to the bustling area of Montpellier.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £127 /night

£886 - £2645 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
If you want to stay in the centre of Cheltenham and still have off-road allocated parking, this modern two bedroom/two bathroom apartment is perfect for you.  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £143 /night

£997 - £2688 / week

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Key info:

  • Suitable for children of all ages
  • 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. SPECIAL RATES AVAILABLE FOR SPRING 2014  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £253 /night

£1771 / week

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Key info:

  • 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

10 Photos

B&B | 3 Bedrooms | sleeps 11

2 Nights min stay

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from £606 /night

£4240 / week

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Key info:

  • Suitable for over 5s only
  • 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

12 Photos

B&B | 1 Bedroom | sleeps 3

2 Nights min stay

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from £91 /night

£636 - £848 / week

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Key info:

  • Suitable for over 5s only
  • 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

14 Photos

B&B | 1 Bedroom | sleeps 5

2 Nights min stay

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from £228 /night

£1590 - £1855 / week

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Key info:

  • Suitable for over 5s only
  • 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £143 /night

£1000 - £1850 / 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 Available for three nights stay Woodmancote is close to Broadway, Tewkesbury, Malvern and Winchcombe .  …see more

4 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £135 /night

£944 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Cotswold, regency, chetlenham, luxury, countryside, Cheltenham, English, traditional, beautiful, Happy to consider short term lets from one week plus but longer term let preferred  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 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 Quiet location, walking distance to Cheltenham town & Montpellier. Festivals, shops, restaurants, parks.  …see more

17 Photos

House | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £318 /night

£2226 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
5 bedroom 4 receptions, detached house with 120 foot garden, parking for 5 cars and garage for 1 car  …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

20 Photos

Cottage | 4 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £115 /night

£800 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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. Looking for Cheltenham race week? View the finishing post (2.5 miles) from the terrace. Transport arranged.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £182 /night

£1272 - £1590 / 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

7 Photos

House | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
No 17 is a welcoming town house offering high standards of accommodation in one double and one with 4 foot bed. Ideal location and off-road allocated parking. Includes kitchen, microwave, washing machine, TV, DVD, CD, broadband, garden, bedding & towels.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £126 /night

£880 - £2476 / week

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Key info:

  • Suitable for children of all ages
  • 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

18 Photos

Lodge | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £59 /night

£409 - £621 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
county, walking, horses, animals, wooden lodge, Cotswolds, Winchombe, Broadway, Racing, Cheltenham  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£827 - £2071 / 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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £57 /night

£399 - £1750 / week

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Key info:

  • Nearest beach 35 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Tripadvisor "Certificate of Excellence 2014"Cheltenham`s No1 holiday rental on Tripadvisor."Affordable Quality" Great Service. Self catering holiday apartment 3 bedrooms,2 bathrooms,inviting lounge,large kitchen.Onsite off road parking,wifi,Close to race course. Classic modern home,with comfortable quality furnishings, wifi, Parking off road for two cars if required.  …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
  • 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