List your home
Apply filters
£ to

19 Holiday homes in Cheltenham

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • England Clear
  • Central England/Cotswolds Clear
  • Gloucestershire Clear
  • Cheltenham Clear
  • All locations
  • Charlton Kings (1)
  • Fossebridge (1)
  • Montpellier suburb (4)
  • Northleach (4)
  • Pittville (1)

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
Central London/Zone 1
2,212 properties
Central London/Zone 2
1,153 properties
Newquay
613 properties
Bideford
492 properties

Filters applied: Log fire (19)

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
19 Results  |  
16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £76 /night

£530 - £1060 / week

View

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

Add to shortlist

from £69 /night

£477 - £636 / week

View

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

16 Photos

Townhouse | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £455 /night

£3180 / 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

Featured properties

17 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £621 / week

View

Key info:

  • Great 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

13 Photos

Barn | 4 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £70 /night

£485 - £1950 / week

View

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

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £74 /night

£515 - £1060 / week

View

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

24 Photos

House | 3 Bedrooms | sleeps 6

Good 3/5 

Short stays welcome

Add to shortlist

from £78 /night

£540 - £980 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
situated in one of england’s most unspoilt and picturesque villages this recently refurbished detached honey coloured stone house is situated in the heart of the village offering luxury accommodation, with its own large garden and private parking. upper slaughter is a peaceful village and is a wonderful base from which to explore the cotswolds, being close to the historic market towns of stow-on-the-wold, bourton-on-the-water, moreton-in-marsh, broadway and burford and many quintessential limestone villages. The building that dominates the village is a beautiful manor house which is now a hotel with a michelin star restaurant for those special occasions. There's fantastic walks right from the doorstep and the sister village of lower slaughter is a short stroll away. the refurbished accommodation retains all its original charm and character, is arranged over three floors and offers three bedrooms: on the second floor, 1 master double and 1 single with a pull-out single that can be made into a twin or double on request with en-suite shower. On the third attic floor, with sloping ceiling and open staircase with stair-gate, 1 single with a pull-out single that can be made into a twin. Shower room: on the second floor, with wc. The ground floor has a separate wc off the utility room. Lounge: with feature original stone fireplace with woodburner, smart tv with dvd. Kitchen/diner: with cooker, fridge/freezer, dishwasher and microwave. Utility: with washing machine and tumble dryer. conservatory: overlooking the 1 acre (approximately) of landscaped garden with seating. Outside: enclosed garden and patio area with seating. Amenities: parking for 4 cars. Bed linen, towels, electric, central heating and wi-fi included. Regret no smoking or pets. additional info: short breaks charged at 3 nights 80%, 4 nights 80% and 5 nights 90% of the full weekly cost. Location: shops in bourton-on-the-water 3 miles and restaurant walking distance.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £82 /night

£570 - £1195 / week

View

Key info:

  • Great for children of all ages
  • 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

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

20 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £58 /night

£400 - £1850 / week

View

Key info:

  • Great 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

Add to shortlist

from £58 /night

£400 - £1850 / week

View

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

24 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £358 /night

£2500 - £6000 / week

View

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

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

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £158 /night

£1100 - £2736 / week

View

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

12 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £71 /night

£492 - £816 / week

View

Key info:

  • Suitable for children over
  • 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

13 Photos

Townhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

Add to shortlist

from £743 /night

£5200 - £6850 / week

View

Key info:

  • Great 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

13 Photos

House | 12 Bedrooms | sleeps 20

3 Nights min stay

Add to shortlist

from £3143 /night

£22000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful Georgian/Jacobian House set within a 2000 acre estate in the Oxfordshire Cotswolds with formal and landscaped garden, canalized stream and several springs which act as the centre piece to the surrounding grounds, lakes and woodland and Norman Church.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £143 /night

£1000 - £3000 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Set in the grounds of a stunning period property, this holiday cottage is the ideal place to escape for the weekend. Enjoy all that Cheltenham and the Cotswolds has to offer as well as your own space to enjoy time with friends and family.  …see more

9 Photos

Cottage | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £137 /night

£953 - £1590 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Unique period house in Charlton Kings, Cheltenham - the core of it dating back to 14th Century - There is so much to do in the local area - festivals, RSC, Cotwolds all with in reach of this amazing cottage!  …see more