Apartments in Cheltenham and self catering accommodation – Holiday Lettings - Holiday Rentals Cheltenham

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131 Holiday homes

1 / 9

Sydenham Road - Southam apartment sleeps 2

Cheltenham / Southam

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
This one bedroom apartment is in a great location to get to the town center and Cheltenham Race course. It has recently been refurbished, and benefits from high ceilings with floor-to-ceiling sash windows, and residential parking.The dinning room has original floor titl  …see more

from £89 / night

£560 / week

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from £89 / night

(34) Excellent 

1 / 24

Village Mews, Cheltenham - Cheltenham apartment sleeps 5

Cheltenham / Cheltenham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 35 km; Suitable for children age 5+; Car not necessary;
Voted no.1 holiday rental in Cheltenham on Tripadvisor. Affordable Luxury is our ethos..That is why we have Quality furnishing, give Great service. and have a true desire for our guests to feel relaxed and at home. We are one of the very few to be Awarded a Trip Advis  …see more

from £79 / night

£550 - £1995 / week

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from £79 / night

(10) Excellent 

1 / 12

Wellinghill Lodge - Charlton Kings chalet sleeps 2

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Car advised; No pets allowed;
Wellinghill Lodge is a newly constructed chalet situated down a quiet lane overlooking fields leading to the Cotswold Way, yet just minutes in a car from the centre of Cheltenham. Look out the window and see the hens strutting freely in the field. Enjoy fresh eggs for b  …see more

from £80 / night

£395 - £425 / week

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from £80 / night

(4) Excellent 

1 / 19

Nethercote Cottage - Charlton Kings cottage sleeps 2

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Nethercote Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for couples wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a double bedroom, newly fitted bathroom a  …see more

from £55 / night

£278 - £750 / week

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from £55 / night

(12) Excellent 

1 / 21

24 The Promenade Apartment - 5* - Cheltenham apartment sleeps 2

Cheltenham / Cheltenham

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; Air conditioning;
Apartment 3 is a one bedroom, Five Star, Gold Award apartment in the very heart of Cheltenham. Private parking space provided immediately outside.Ideal for any of the Cheltenham Festivals or for seeing the Cotswolds. Please use "Contact the Owner" form to send an ema  …see more

from £142 / night

£785 / week

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from £142 / night

(27) Excellent 

1 / 20

Bushcombe House Farm Bushcombe Lane Woodmancote

Cheltenham / Cheltenham

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car essential; Ask about pets;
*** Awarded Quality in Tourism 4 Star Gold *** 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  …see more

from £250 / night

£1650 - £2000 / week

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from £250 / night

(1) Excellent 

1 / 18

Furlong Barn - Southam barn sleeps 7

Cheltenham / Southam

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Furlong Barn is a beautiful property in a stunning, secluded position, enjoying uninterrupted views across Warwickshire farmland from all aspects. This comes with the added advantage of being on the edge of the pretty village of Long Itchington, with its pond and villag  …see more

from £324 / night

£1577 - £2505 / week

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from £324 / night

1 / 18

The Walnut Store - Prestbury b&b sleeps 4

Cheltenham / Prestbury

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Welcome to The Walnut Store at Prestbury, Cheltenham; an ideal location to relax and unwind. Designed by a local architect, the recently completed accommodation is separate from the main house, offering you modern rooms with lots of privacy, a ‘Mini Grand Design’!  …see more

from £115 / night

£805 / week

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from £115 / night

(1) Excellent 

1 / 18

Come explore and relax in a lovely Cheltenham home

Cotswolds / Cheltenham

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Ask about pets;
A beautiful two bedroom, three storey home with a garden in a quiet area within a five minute walk to the town centre or the spectacular Pittville Park. If you have a car, you're in the middle of the Cotswolds where you can explore beautiful ltiny towns with thatched c  …see more

from £130 / night

£800 / week

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from £130 / night

1 / 40

The Coliseum - Two Bedroom - Cheltenham apartment sleeps 4

Cheltenham / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Ask owner if suitable for children; Car not necessary; No pets allowed;
Located in Cheltenham Town Centre, The Coliseum offers a selection of 14 Serviced Apartments over Three Floors. Parking is available, by prior reservation, through gated entry on the Ground Floor. There is lift access to all floors. Each One Bedroom Apartment is complet  …see more

from £149 / night

£833 - £3500 / week

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from £149 / night

1 / 4

Ravenhurst Luxury Bed & Breakfast - Cheltenham b&b sleeps 2

Cotswolds / Cheltenham

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
At Ravenhurst Luxury Bed & Breakfast, Alex and Andy offer 3 different, 5-star suites in a grand, and newly renovated, Grade II listed Georgian property overlooking the glorious Pittville Park in Cheltenham, Gloucestershire. Ravenhurst is the perfect place to spend a pe  …see more

from £150 / night

£1050 / week

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from £150 / night

(1) Excellent 

1 / 30

The Annexe - Charlton Kings studio sleeps 2

Cheltenham / Charlton Kings

Studio 2 1 night min stay

  • Studio
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Ask about pets;
This Brand New property was built as a granny flat / nannie's flat in the grounds to our house. We have young family with four children but the Annexe is entirely self contained including its own entrance. We are in walking distance to Cheltenham Town centre(10min)  …see more

from £60 / night

£330 / week

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from £60 / night

(15) Very Good 

1 / 12

Cheltenham Garden Apartment - Cheltenham apartment sleeps 4

Cheltenham / Cheltenham

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 90 km; Child friendly ; Car not necessary;
The Garden Apartment has its own entrance and small terrace with garden table and chairs. The accommodation consists of a double bedroom with bathroom en-suite together with a double futon in the living room for two additional people. A £10 extra linen charge is added  …see more

from £90 / night

£490 - £825 / week

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from £90 / night

(3) Excellent 

1 / 10

Lansdown Court - Montpellier suburb apartment sleeps 2

Cheltenham / Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
This 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 communa  …see more

from £135 / night

£700 - £840 / week

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from £135 / night

1 / 4

Cheltenham ideal Mon-Fri let or holiday stay

Cotswolds / Cheltenham

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Ask owner if suitable for children; No pets allowed;
Luxury compact ground floor apartment with beautiful views over Cheltenham. Underfloor heating, kitchen, luxury bathroom, TV, good quality double bed, bedding and linen and towels provided. A great base during the many exciting events going on in Cheltenham or just a  …see more

from £95 / night

£450 / week

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from £95 / night

(2) Excellent 

1 / 10

Queens Circus Executive Apartment - Cheltenham apartment sleeps 2

Cheltenham / Cheltenham

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Location, location, location! Contemporary apartment set in the heart of Montpellier in Cheltenham Spa. Open plan living space with no convenience spared. Complimentary wifi, Sky TV and parking permit. Located within a stones throw of Cheltenham Ladies College and the  …see more

from £179 / night

£950 - £2500 / week

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from £179 / night

(4) Excellent 

1 / 10

Cotswold View - Cheltenham house sleeps 3

Cheltenham / Cheltenham

2 3 2 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min stay
Key info: Suitable for children age 5+; Ask about pets; Private garden;
This is a light and airy sited mobile home at the end of a gravel drive concealed from the road, ideal for a couple or 3 single people. The chalet has a full size kitchen with fridge freezer and full size cooker.This setting is ideal for those looking for a countryside  …see more

from £85 / night

£395 - £425 / week

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from £85 / night

1 / 5

Church Court Cottages - Prestbury cottage sleeps 17

Cheltenham / Prestbury

3 17 3 nights min stay

  • 3 bedrooms
  • Sleeps 17
  • 3 nights min stay
Key info: Child friendly ; No pets allowed;
At the foot of Cleeve Hill, the ancient village of Prestbury is the setting for what must be one of the most attractive groups of cottages in the Cotswolds - a range of 19th century farm buildings, set around an attractive courtyard and converted with great skill and fl  …see more

from £300 / night

£2100 / week

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from £300 / night

1 / 12

The Spice Lodge Bedroom 3 - Montpellier suburb b&b sleeps 3

Cheltenham / Montpellier suburb

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Suitable for children age 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 yo  …see more

from £200 / night

£800 / week

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from £200 / night

(3) Very Good 

1 / 18

Lovely, modern, hotel style apartment - Prestbury apartment sleeps 4

Cheltenham / Prestbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Individual en suite rooms or the whole apartment available. Bonus: easy access to racecourse, town and the Cotswold villages. 130.00 for 1 night, 200.00 for 2 nights. This modern style Penthouse Apartment is located in a beautiful, prime location of Cheltenham.There ar  …see more

from £130 / night

£450 - £1010 / week

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from £130 / night

(5) Excellent 

1 / 11

Regency apartment - Cheltenham apartment sleeps 4

Cotswolds / Cheltenham

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
An immaculate, split level interesting two bedroom period apartment with a private garden this apartment offers luxury accommodation for the discerning. ,Comfortably furnished to a high standard with a well equipped kitchen and large luxury bathroom,, with a walk in  …see more

from £175 / night

£1050 - £1100 / week

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from £175 / night

1 / 6

Willow Forge - Cheltenham cottage sleeps 4

Cheltenham / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
A renovated country barn in 2012. Detached with a private garden and off road parking.Situated down a no through lane with a country pub at the top of the lane - Farmers Arms.Tewkesbury 5 miles , Cheltenham 6 miles , Gloucester 9 miles.Free wi-fi , sorry no pets due to  …see more

Pricing unknown

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Pricing unknown

(6) Very Good 

1 / 16

Number 3 Paddock Cottage - Charlton Kings cottage sleeps 4

Cheltenham / Charlton Kings

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Car advised; Ask about pets;
The elegant Regency Spa Town of Cheltenham is located on the western boundaries of the Cotswolds seven miles east of Gloucester and within easy reach of the M5. It is a bustling popular shopping destination with wonderful regency buildings and beautiful flower beds and  …see more

from £96 / night

£400 - £480 / week

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from £96 / night

1 / 12

Cosy Stone Cottage for 2, A Walkers Paradise

Cheltenham / Prestbury

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; No pets allowed;
This cosy cottage is a delightful Cotswold stone former cider house, which was once the cider barrel store at the farm. The cottage now lies detached in the grounds of our home and has been converted for guest accommodation. The cottage has its own separate facilities  …see more

from £80 / night

£425 - £525 / week

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from £80 / night

(12) Excellent 

1 / 30

Stylish Period Townhouse, Pittville ,Cheltenham.

Cheltenham / Pittville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
We would like to invite you to book some quality time at our stunning, refurbished, period property, enjoying all that Cheltenham and the Costwolds have to offer! Leave your car behind and walk to the centre of the town in 10mins, or in the opposite direction to the rac  …see more

from £150 / night

£1050 / week

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from £150 / night

1 / 6

12 Lansdown Crescent - Montpellier suburb apartment sleeps 2

Cheltenham / Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Recently new to our portfolio, Luxury Apartments are proud to offer this 1 bedroom apartment situated a few minutes from Montpellier. This third floor apartment has been refurbished throughout, giving it a modern but homely feel. Beautiful views can be seen from sash wi  …see more

from £140 / night

£840 / week

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from £140 / night

1 / 13

Lovely 4bed home near Cheltenham on Cotswold Way

Cotswolds / Cheltenham

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
This fabulous family home with large garden overlooks Cheltenham with woodland access directly to the Cotswold Way and beautiful countryside.It is Ideal for a family holiday with access to the Cotswolds and fabulous walking yet close to the spa towns of Cheltenham and  …see more

from £250 / night

£1750 / week

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from £250 / night

1 / 9

24 Montpellier Spa Road - Montpellier suburb apartment sleeps 2

Cheltenham / Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
24 Montpellier Spa Road 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. The one bedroom apartme  …see more

from £160 / night

£945 / week

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from £160 / night

(14) Excellent 

1 / 13

Top Yard Barn - Cheltenham barn sleeps 4

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Car essential; No pets allowed;
Top Yard Barn is located high up in the glorious Cotswold hills in the tiny hamlet of Hampen but is only 8 miles from the elegant Regency town of Cheltenham Spa and thereby offering the best of both worlds; the tranquillity of the countryside and the sophistication of  …see more

from £75 / night

£525 - £700 / week

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from £75 / night

(1) Excellent 

1 / 45

Tower Hill, Cheltenham - Cheltenham house sleeps 18

Cotswolds / Cheltenham

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
7 bedrooms 5 bathrooms, 3 of which are ensuite 2 cloakrooms Beautiful orangery dining room seating 12 Stunning panaramic views & garden Fully equipped gourmet kitchen 3 Reception rooms Boot & Utility Room All Principle rooms access terrace / garden As the electric gat  …see more

from £995 / night

£4000 - £10780 / week

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from £995 / night

(10) Very Good 

1 / 9

Longworth Villa, Cheltenham - Montpellier suburb apartment sleeps 4

Cheltenham / Montpellier suburb

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; No pets allowed;
We are offering a 2 bedroom apartment adjoining our Longworth villa. The apartment includes a lounge/dining area. A contemporary kitchen including electric hob/cooker washing machine. Bathroom with basin, w.c. and P shape bath/shower. Double bedroom with double bed ward  …see more

from £139 / night

£525 - £1500 / week

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from £139 / night

1 / 17

The Penthouse Stagecoach House - Cheltenham apartment sleeps 4

Cotswolds / Cheltenham

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; No pets allowed;
The Space Brand new luxury penthouse, 2 double bedrooms, 2 bathrooms centre of Cheltenham, large open plan funky kitchen living area, amazing 270 degree wrap around balcony, air conditioned, lift access, private parking, ready 1st March hence very limited Photo's. Gue  …see more

from £165 / night

£1155 / week

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from £165 / night

1 / 13

Derrybrook - Charlton Kings cottage sleeps 2

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Derrybrook Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for couples and friends wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a twin bedroom with beds that c  …see more

from £55 / night

£280 - £500 / week

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from £55 / night

(1) Excellent 

1 / 4

THE COACH HOUSE - Cheltenham barn sleeps 2

Cheltenham / Cheltenham

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed;
The Coach House is situated on the A38 halfway between Gloucester and Tewkesbury, and about 5 miles west of Cheltenham. It provides an ideal base for exploring the Cotswolds, The Forest of Dean, or even the Wye Valley and beyond to the Welsh hills.The barn has been ver  …see more

from £80 / night

£350 / week

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from £80 / night

(3) Excellent 

1 / 9

Hazleford Cottage - Cheltenham cottage sleeps 2

Cheltenham / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Hazleford Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for couples wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a double bedroom, newly fitted bathroom and  …see more

from £55 / night

£280 - £500 / week

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from £55 / night

(38) Excellent 

1 / 22

The Dovecote - Cheltenham house sleeps 4

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
Living room with wood-burning stove, French doors to garden and tiled floor/dining room with kitchen area. First floor: Double bedroom with 5ft 6in bed. Further double bedroom with additional single bed (for alternative sleeping only). Bathroom with over-bath shower and  …see more

from £100 / night

£500 - £1100 / week

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from £100 / night

(1) Excellent 

1 / 5

Coach House - Leckhampton house sleeps 2

Cheltenham / Leckhampton

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Down a quiet back water, you'll find a recently refurbished Coach House. With a modern sleek white kitchen, boasting wooden underfloor heating throughout into the living room. Going upstairs to a tastefully designed double bedroom, where you can relax leaving your  …see more

from £120 / night

£650 - £1470 / week

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from £120 / night

(3) Good 

1 / 15

Studio Apartment Cheltenham - Cheltenham apartment sleeps 3

Cheltenham / Cheltenham

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
This luxurious ground floor studio apartment with a king-sized double bed, is situated in a side street just off the main Promenade in the centre of town, and includes a parking space in a gated, secure private car park. It is within easy walking distance of the High S  …see more

from £75 / night

£400 - £475 / week

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from £75 / night

1 / 10

ServicedLets Malvern Place Apartments - Cheltenham apartment sleeps 2

Cotswolds / Cheltenham

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
A 6-minute drive from the centre of Cheltenham, Malvern Place is a 1-bedroom apartment in Gloucestershire. This accommodation has free Wi-Fi and free on-site parking on a first-come, first-served basis.The apartment has a fitted kitchen with oven, fridge, microwave and  …see more

from £150 / night

£800 / week

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from £150 / night

(1) Excellent 

1 / 12

Clarence Square Apartment - Cheltenham apartment sleeps 2

Cotswolds / Cheltenham

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Ask owner if suitable for children; No pets allowed;
Clarence Square Apartment, Cheltenham, UK An exceptional First Floor Apartment overlooking one of Cheltenham's finest squares in the heart of this Regency Spa town.Boasting 700 square feet (66m2) of living accommodation, the property benefits from an impressive sit  …see more

from £90 / night

£525 / week

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from £90 / night

Top Destination reviews

Detached Cotswold Stone Coach House, Cheltenham
Home from Home

An excellent little find tucked away in an exquisite part of Cheltenham. Everything you need for a self catering stay, has a very homely feel about it. Location is perfect for events in the centre of town and not far from the train station. I will … see more
Luxury Town Centre Apartment
What a location.

Excellent town centre location. Entry to this lower ground townhouse is through your own gated entrance down a staircase to your front door. entry is by a key pad. On entry you have a very large kitchen/dining area, bedroom and living room area. thro … see more
The Dovecote
Perfect place for a family reunion

My husband and I spent a week at the Dovecote, catching up with family. The cottage was perfect for this, charming, spacious and well equipped (so we could cook family dinners) and in such a deligtful spot. It is in the country, very quiet, but with … see more
Regency apartment
Very comfy. Easy walk into town.

The apartment was very clean and warm, its got a lovely lounge with a comfy sofa. Its a really nice home from home. It had everything we needed to make a great stay. I just wish my stay was in the summer so I could have used the garden. … see more

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