List your home
Apply filters
£ to

Holiday homes 79

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • England Clear
  • Cotswolds Clear
  • Cheltenham Clear
  • All locations
  • Andoversford (3)
  • Charlton Kings (8)
  • Leckhampton (1)
  • Montpellier suburb (43)
  • Oxenton (1)
  • Pittville (18)
  • Prestbury (2)

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
London
4,900 properties
Brighton
295 properties
St Ives
263 properties
Bournemouth
258 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
79 Results  |  
21 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £300 /night

£2100 - £3150 / week

View

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 Please note that this is our family home, we let the house when we are generally away on holiday.  …see more

19 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £36 /night

£250 - £1000 / week

View

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

8 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

Add to shortlist

from £126 /night

£880 - £2575 / week

View

Key info:

  • Nearest beach 94 km
  • Great 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

Featured properties

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £53 /night

£370 - £650 / week

View

Key info:

  • Great 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

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £850 / week

View

Key info:

  • Great 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

11 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £100 /night

£700 - £980 / week

View

Key info:

  • Nearest beach 0 km
  • Great 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

17 Photos

Townhouse | 4 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £358 /night

£2500 - £7000 / week

View

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

19 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £40 /night

£278 - £695 / week

View

Key info:

  • Great 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

15 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £124 /night

£868 - £1893 / week

View

Key info:

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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £143 /night

£1000 / week

View

Key info:

  • Suitable for children over 5
  • 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

24 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £75 /night

£525 - £1000 / week

View

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

9 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £43 /night

£300 - £700 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
In open country side yet only 1 mile from Cheltenham town centre.  …see more

18 Photos

Studio | sleeps 2

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £38 /night

£265 - £295 / week

View

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

10 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £89 /night

£620 - £1850 / week

View

Key info:

  • Not suitable for children
  • 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

7 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £75 /night

£525 - £1500 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
A quiet 2 bedroom 2 bathroom gem conveniently situated between Imperial Gardens and Montpellier Gardens for those wanting to stroll to the various Festivals held in Montpellier.  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

Add to shortlist

from £100 /night

£700 - £825 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Self-catering Cheltenham town centre apartment within quiet cul de sac. Flexible light and airy accommodation in ideal location for single groups or couples visiting the town without the need for a car. Adjacent apartment sleeps another 6 people for large groups!  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £52 /night

£363 - £950 / week

View

Key info:

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

20 Photos

Cottage | 4 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £115 /night

£800 - £1600 / week

View

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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £115 /night

£800 - £2500 / week

View

Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

1 night min stay

Add to shortlist

from £115 /night

£800 - £3000 / week

View

Key info:

  • Swimming pool
  • Great 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

12 Photos

Chalet | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £50 /night

£350 - £600 / week

View

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

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £400 /night

£2800 - £6000 / week

View

Key info:

  • Suitable for children over 5
  • 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

Add to shortlist

from £136 /night

£950 - £1500 / week

View

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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £78 /night

£545 - £595 / week

View

Key info:

  • Suitable for children over 5
  • 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £115 /night

£800 - £2500 / week

View

Key info:

  • Swimming pool
  • Great 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

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £129 /night

£900 - £3500 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A cut above the rest - spacious luxury Coach House tucked away in a private setting in the grounds of a classic Regency Villa in the upmarket leafy area of Pittville. Ten minutes walk from the centre of Cheltenham and the Racecourse. Well furnished with quality bedding. Sleeps six in three bedrooms with two King Size beds and two Single beds or other combinations as required.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £129 /night

£900 - £3800 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
These brand new Apartments are furnished to a very high standard, Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of This Victorian Terrace Property. Ideal for groups, business or leisure stays.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

Add to shortlist

from £158 /night

£1100 - £3800 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
These brand new Apartments are furnished to a very high standard, Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of This Victorian Terrace Property. Ideal for groups, business or leisure stays.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 3

Good 3.5/5 

1 night min stay

Add to shortlist

from £100 /night

£700 - £2500 / week

View

Key info:

  • Swimming pool
  • Great 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

14 Photos

Apartment | 3 Bedrooms | sleeps 6

Good 3/5 

Short stays welcome

Add to shortlist

from £100 /night

£700 - £800 / week

View

Key info:

  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
Stylish town centre Cheltenham apartment suitable for couples with older children or singles. Ideal for all town centre events or those re-locating. 5 mins walk from Cheltenham railway station. A perfect base for exploring the Cotswolds. . This light and airy apartment has everything you need for a longer stay if you are between houses  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

Good 3.5/5 

2 Nights min stay

Add to shortlist

from £143 /night

£1000 - £4000 / week

View

Key info:

  • Great 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

24 Photos

Townhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £200 /night

£1400 - £4200 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Reasons to book.... Refurbished period property - no need to drive, just park and walk! A short 10 minute walk from the famous Cheltenham Racecourse. A short walk into the town centre. In the heart of the beautiful Cotswold countryside. Private garden and garage.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £137 /night

£955 - £3580 / week

View

Key info:

  • Suitable for children over 5
  • No pets allowed
  • Private garden
Regency Mews is a three bedroom house able to comfortably sleep up to six adults. It has two en-suites, a family bathroom, & a downstairs toilet. This Cheltenham serviced house is styled with gorgeous antique furnishings which bring a great sense of character  …see more

8 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £250 /night

£1750 - £4750 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
There is a large kitchen/breakfast room, beautiful lounge/cinema room with open fire & grand dining/games room if you fancy a relaxing after dinner poole game. There is free wifi, Sky TV including on demand movies to make the most of the 65” cinema experience.  …see more

10 Photos

B&B | 3 Bedrooms | sleeps 11

2 Nights min stay

Add to shortlist

from £300 /night

£2100 - £4000 / week

View

Key info:

  • Suitable for children over 5
  • 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

Cottage | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £97 /night

£675 - £1500 / week

View

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

12 Photos

House | 1 Bedroom | sleeps 3

2 Nights min stay

Add to shortlist

from £124 /night

£868 - £1893 / week

View

Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful 1 bedroomed house with dedicated parking and a private walled garden in the heart of Cheltenham.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £70 /night

£490 - £1500 / week

View

Key info:

  • Ask owner if suitable for children
  • No pets allowed
Beautiful Regency apartment overlooking one of Cheltenham's finest squares. Enjoy the convenience of a town centre location combined with the tranquility of Clarence Square gardens. Whether visiting for business and pleasure enjoy this unique, spacious apartment.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £108 /night

£750 - £2450 / week

View

Key info:

  • Great 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 3

2 Nights min stay

Add to shortlist

from £98 /night

£680 - £1800 / week

View

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

15 Photos

B&B | 1 Bedroom | sleeps 5

2 Nights min stay

Add to shortlist

from £215 /night

£1500 - £1750 / week

View

Key info:

  • Suitable for children over 5
  • 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

14 Photos

House | 4 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £86 /night

£600 / week

View

Key info:

  • Great 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

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

Add to shortlist

from £172 /night

£1200 - £3800 / week

View

Key info:

  • Great 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

12 Photos

B&B | 1 Bedroom | sleeps 3

2 Nights min stay

Add to shortlist

from £86 /night

£600 - £800 / week

View

Key info:

  • Suitable for children over 5
  • 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

5 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £129 /night

£900 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Double super king size bed with en-suite shower room 5 minutes walk to racecourse Free private off road parking for 1 car Flat screen T.V. Free W.I.F.I. Full English breakfast included  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £113 /night

£790 - £2050 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
24 Montpellier Spa Road apartment, has an incredible location . It is close to the luxury boutiques, bars, and restaurants of Montpellier and overlooks Montpellier park, which hosts the major Cheltenham Festivals of Literature, science, music, food & drink.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £90 /night

£630 - £1980 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
This upper ground floor serviced apartment in Lansdown Crescent, offers high quality furnishings in a beautiful property. Lansdown Crescent is a beautiful curved row of fine Georgian buildings, one of the few convex crescents in the country.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £86 /night

£600 - £2185 / week

View

Key info:

  • Great 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

11 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Great 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

18 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £115 /night

£800 - £3500 / week

View

Key info:

  • Great 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

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page