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29 Holiday homes in Cheltenham

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29 Results  |  
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

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

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
  • 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

Featured properties

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

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

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

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

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

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

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

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

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

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
  • 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

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

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

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

11 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

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

12 Photos

House | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
Self-catering budget town centre dormer bungalow with downstairs twin or double bedroom, bathroom, sitting room and kitchen for those who cannot manage stairs. A bonus of 2 further bedrooms upstairs for larger groups. Off road parking & private garden.  …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

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

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

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from £358 /night

£2500 - £4000 / week

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Key info:

  • Suitable for over 5s only
  • 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

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

13 Photos

Townhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

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from £743 /night

£5200 - £6850 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A double-gated helping of classy Cotswolds charm A short stroll into Regency Cheltenham. High ceilings, big rooms and a hot tub in the garden make this a perfect house for getting together and celebrating.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £71 /night

£492 - £816 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Calcot Peak Barn is a wonderful barn conversion set in stunning Cotswold countryside, in the middle of a small Gloucestershire estate.  …see more