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29 Holiday homes in Cheltenham

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Filters applied: Pets allowed (29)

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29 Results  |  
22 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £79 /night

£550 - £1100 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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 £71 /night

£495 - £660 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

19 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £45 /night

£313 - £1060 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
Immaculate condition, very close to town centre and racecourse but still with the added advantage of being in the countryside.  …see more

Featured properties

21 Photos

House | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £330 /night

£2310 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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 | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £189 /night

£1320 - £1650 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £94 /night

£655 - £1595 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
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

13 Photos

Townhouse | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £158 /night

£1100 - £3300 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Reasons to book.... Beautiful,refurbished period property! Private garden and garage. A short walk from the famous Cheltenham Racecourse. A short walk into the town centre. In the heart of the beautiful Cotswold countryside.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £103 /night

£716 - £1590 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The cottage is located in Foxcote, an idyllic Cotswold village just a 15 minute drive from the centre of Cheltenham. The village is no-through and surrounded by countryside, which means it is very quiet and perfect for families or those looking for a relaxing break.  …see more

13 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £1950 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Enjoy the beauty of this traditional spacious Cotswolds stone barn conversion. Paddock Barn offers a truly fantastic place for family gatherings or get togethers with friends.  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £143 /night

£1000 - £1995 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Cottage | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

4 Nights min stay

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from £115 /night

£800 - £1600 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £82 /night

£570 - £1195 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
set in the heart of one of the cotswolds most desirable villages within the popular village of great rissington and in easy reach of all this spectacular region has to offer this beautiful cotswolds cottage has been recently refurbished and makes the perfect retreat all year round. After a busy day relax in the pleasant garden or enjoy a meal next door in the lamb inn one of the cotswolds most welcoming country inns. There are a host of attractions within a short drive including malmesbury abbey longleat safari park gloucestershire and warwickshire steam railway birdland model village sudeley castle motor heritage museum national waterways museum numerous national trust properties and gardens and much more. Visit towns such as stow-on-the-wold bourton-on-the-water cheltenham shakespeare s stratford-on-avon and cirencester. Sporting and leisure facilities in the area include golf at naunton downs and burford racing at stratford cheltenham and worcester while the surrounding countryside provides beautiful walking and riding along a network of footpaths and bridleways. The semi-detached cottage has been equipped to provide a high standard of accommodation and offers three bedrooms: 1 double with en-suite shower room with wc with tv 1 twin and 1 small single (3ft bed) room. Bathroom: with roll-top bath and wc. Dining hall leading to lounge: down 5 steps from dining hall with large feature open fire tv dvd and door leading to the garden and patio areas. Kitchen: down 2 steps from dining hall well-equipped with cooker fridge/freezer dishwasher washing machine microwave and radio/cd player. Outside: large enclosed garden with lawn and patio area with seating. Amenities: ample parking. Bed linen towels wi-fi electric and central heating included. 1 dog welcome. Location: shop 2 miles pub next door. Arrival: 3pm.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £74 /night

£515 - £1060 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
in a tucked away tranquil location within a popular village friday changeover for 2014 - saturday changeover for 2015 this refurbished grade ii listed cottage is less than a minutes stroll to the main street and river. Bourton-on-the-water is celebrated as one of the most attractive villages of the cotswolds lying in the charming windrush valley in an area of outstanding natural beauty. The shallow river windrush flows through the village centre spanned by low arched bridges flanked by wide village greens and lovely period cotswold stone buildings. An ideal base for touring the cotswolds with a host of attractions being within a short drive including malmesbury abbey longleat safari park gloucestershire and warwickshire steam railway national waterways museum numerous national trust properties and gardens and much more. Visit towns like stow-on-the-wold cheltenham shakespeare s stratford-on-avon and cirencester. Sporting and leisure facilities in the area include golf at naunton downs and burford racing at stratford cheltenham and worcester while the surrounding countryside provides beautiful walking and riding along a network of footpaths and bridleways. After a busy day enjoy the delights within walking distance including birdland the motor museum the model museum numerous shops pubs and restaurants. The accommodation has been yet retains all its original charm and character and offers three bedrooms: 1 king-size with tv with freeview 1 twin and 1 single. Bathroom: on the first floor with mixer shower over bath and wc. Further bathroom downstairs with shower over bath and wc. Lounge: with tv dvd freeview and inglenook fireplace with woodburner effect gas fire. Kitchen/diner: well-equipped with cooker gas hob fridge freezer dishwasher washing machine microwave and ipod docking station. Outside: paved courtyard cottage garden with seating and access to the garden room. Amenities: parking for 1 car. Bed linen towels electric and central heating included. Wi-fi available. 1 dog welcome. Location: pubs shops and restaurants all within walking distance. Arrival: 3pm  …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:

  • Great 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

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:

  • Great 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

14 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £110 /night

£770 - £1980 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
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

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

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from £400 /night

£2800 - £6000 / week

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Key info:

  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £136 /night

£950 - £1500 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
two bedroom apartment, cheltenham, montpellier, self catering, cheltenham festivals, regency house  …see more

21 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £69 /night

£482 - £1071 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • 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: EARLY & LATE BOOKING DISCOUNTS!  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £158 /night

£1100 - £2736 / week

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Key info:

  • Great 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

17 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Great 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

10 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £57 /night

£395 - £1000 / week

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Key info:

  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • 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

18 Photos

Lodge | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

Short stays welcome

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from £59 /night

£409 - £621 / week

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Key info:

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

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £53 /night

£370 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Delightful cottages maintaining built from reclaimed farm buildings and set in beautiful Cheltenham countryside.  …see more

4 Photos

Apartment | 4 Bedrooms | sleeps 8

Min stay varies

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from £135 /night

£944 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
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

8 Photos

Bungalow | 2 Bedrooms | sleeps 4

Good 3.5/5 

Min stay varies

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from £46 /night

£316 - £477 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Self catering detatched holiday cottage/bungalow, Gloucestershire cotswolds village location near Cheltenham Spa. Small garden, near country pub, walks, pets welcome  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £95 /night

£665 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
in a tranquil location tucked away just less than a minutes' stroll to the main street and river bourton-on-the-water, celebrated as one of the most attractive villages of the cotswolds, lies in the charming windrush valley, in an area of outstanding natural beauty. the shallow river windrush flows through the centre spanned by low arched bridges flanked by wide village greens and lovely period cotswold stone buildings. An ideal base for touring the cotswolds with a host of attractions being within a short drive including malmesbury abbey longleat safari park, gloucestershire and warwickshire steam railway national waterways museum, numerous national trust properties and gardens and much more. Visit towns like stow-on-the-wold, cheltenham, shakespeare's stratford-on-avon and cirencester. Sporting and leisure facilities in the area include golf at naunton downs and burford, racing at stratford, cheltenham and worcester while the surrounding countryside provides beautiful walking and riding along a network of footpaths and bridleways. After a busy day, enjoy the delights within walking distance including birdland, the motor museum, the model museum, numerous shops, pubs and restaurants. the accommodation has been recently refurbished yet retains all its original charm and character and is arranged over three floors and offers three bedrooms: 1 small double and 1 child's 2' 6" single with sloping ceiling on the second floor accessed via steep cottage stairs. 1 master double on the first floor with flatscreen tv. Bathroom: with roll-top bath and wc on the first floor. The ground floor has a separate wc. Lounge/diner: with feature original stone fireplace with woodburner, tv and dvd. Kitchen/breakfast room: with cooker, fridge/freezer, dishwasher and microwave. Utility: external with washer/dryer. Outside: enclosed garden and patio area with seating and feature covered well. Amenities: parking for 1 car. Bed linen, towels, wi-fi, electric and central heating included. 1 dog welcome. Location: pubs, shops and restaurants all walking distance. Arrival: 3pm.  …see more

17 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:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • 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

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £85 /night

£595 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Cheltenham S/C holiday apartment with parking and a garden.  …see more