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58 Holiday homes in Cheltenham

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58 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

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

12 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

Featured properties

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

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

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

Cottage | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£345 - £451 / 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. This cottage is very comfortable, private and beautifully furnished with original art, and well situated.  …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

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

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

19 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£530 - £901 / week

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Key info:

  • Suitable 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

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

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

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

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

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

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

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

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

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

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£827 - £1893 / 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

13 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £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

14 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £141 /night

£986 - £2730 / 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

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £69 /night

£477 / week

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Late Deal: save up to £100

Key info:

  • Suitable for over 5s only
  • 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. The apartment is also available on a bespoke B&B basis with continental breakfast.  …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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful two bedroomed apartment forming part of a Regency townhouse in the Pittville area of Cheltenham. Tastefully furnished and with its own private courtyard. Conveniently located for the famous Gold Cup, Pump Rooms, shopping, parks and Cheltenham's many festivals.  …see more

24 Photos

Converted Chapel | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £69 /night

£482 - £1071 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
The Old Chapel is a beautiful, Grade II listed, detached stone chapel, moments from the centre of the village of Northleach, in the heart of the Cotswolds. With impressive arches, stained glass windows and vaulted ceilings, the property has an abundance of character. SPECIAL OFFERS: LATE BOOKING DISCOUNTS & EARLY BIRD DEALS!  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £77 /night

£535 - £1190 / 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

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

16 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
  • 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

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £86 /night

£601 - £1833 / 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

18 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £115 /night

£800 - £3500 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering gem offering 5 bedrooms and 4 bathroooms less than 10 mins walk from Cheltenham racecourse, The Pittville Pump rooms and Cheltenham Leisure centre. Ideal for sedate HEN nights, family reunions and work colleagues travelling together.  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering house sleeps up to 6. Ideal for Greenbelt, The Literature Festival, Paddy Power and Gold Cup race meetings and exploring the Cotswolds. A sunny rear garden has a BBQ and parking for 2 cars. FREE WiFi.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £65 /night

£450 / week

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Key info:

  • Nearest beach 100 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
This self-catering apartment is in the centre of the Regency Montpellier district of Cheltenham, within easy walking distance of the main Festival venues and the best restaurants. It is an ideal location for a relaxing weekend or a longer term stay of up to 31 days.  …see more

12 Photos

Chalet | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £50 /night

£350 - £600 / 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

13 Photos

House | 3 Bedrooms | sleeps 6

2 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 advised
  • No pets allowed
  • Private garden
Self-catering house offering 3 bedrooms with 5 beds, on the Western side of Cheltenham centre with easy M5 motorway access to Gloucester, Worcester & Tewkesbury. Great for professionals working in the area at GCHQ, Ultra Electronics, GEAviation, Spirax Sarco. FREE WIFI  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £53 /night

£365 - £465 / week

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Key info:

  • Suitable for over 5s only
  • 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

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £69 /night

£480 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Contemporary, 1 bedroomed holiday apartment in an ideal location close to Montpellier, The Suffolks, The Park and Bath Road. Ideal for shopping, Cheltenham Festivals, Cheltenham Gold Cup, Literary Festival, Jazz & Music Festival. Ladies college. Short term lets  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £90 /night

£630 - £800 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Apartment Are Contained Within This Beautiful Georgian Building. It Is Very Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of The Property.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £115 /night

£800 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Apartment Are Contained Within This Beautiful Georgian Building. It Is Very Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of The Property.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £115 /night

£800 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Apartment Are Contained Within This Beautiful Georgian Building. It Is Very Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of The Property.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £100 /night

£700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Good 3.5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
We have been able to achieve a four star gold accolade grading by the British Tourist Authority. This very contemporary one bed apartment.  …see more