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Things to do in Cheltenham

Best Cheltenham attractions

Where to stay in Cheltenham

(7) Very Good 

16

Holiday cottage in Charlton Kings

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
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

(9) Very Good 

8

Montpellier suburb holiday apartment rental

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 100 km
  • Car not necessary
This spacious basement apartment has been equipped to ensure a comfortable and convenient home-from-home. The sitting room has a sofa and easy chair with TV,DVD, radio and CD to entertain while you relax, and WiFi broadband internet access if you have to work. The ful  …see more

from £65 / night

£450 / week

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from £65 / night

18

Holiday home with golf nearby in Pittville

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
A lovely chalet style bungalow with 2 downstairs bedrooms and a family bathroom with shower and bath, 3 upstairs bedrooms and 3 bathrooms upstairs, making this a fantastic house for family reunions, those re-locating, sedate hen parties and anyone looking for a home fr  …see more

from £250 / night

£1200 - £5000 / week

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from £250 / night

11

Holiday home letting

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Albemarle Gate is located on the northern outskirts of the town centre overlooking Pittville Pitch and Putt course.Offering 2 bathrooms plus a downstairs cloakroom, this light and ariy house offers great value for groups working in the area, family reunions, short term  …see more

from £108 / night

£750 / week

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from £108 / night

14

Holiday home rental

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
This end of terrace house is situated in a quiet backwater of the town centre and is ideally situated for events at the Racecourse, University and Literature Festival. Street parking is available witha permit supplied by the owner or pay and display car park at the rear  …see more

from £150 / night

£700 / week

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from £150 / night

13

Holiday home accommodation

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Self-catering house in a quiet residental area on the Western side of Cheltenham affording easy access to the M5 North to Tewkesbury, Worcester and Birmingham. Staverton and Gloucester are easily accessible by quiet back roads or main carriageway. "Riverside"  …see more

from £150 / night

£600 - £800 / week

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from £150 / night

12

Holiday home in Cheltenham

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Perfect budget "home from home" accommodation for town centre events, company staff and parents visiting University.This dormer bungalow is ideally suited to people who cannot manage stairs easily as the main bedroom and bathroom are on the ground floor. 2 fur  …see more

from £250 / night

£550 / week

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from £250 / night

(4) Very Good 

18

Holiday apartment in Prestbury

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
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

(35) Excellent 

24

Holiday apartment in Cheltenham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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 £125 / night

£550 - £1995 / week

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from £125 / night

(2) Good 

15

Holiday home with golf nearby in Pittville

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
This townhouse is a hidden gem, situated on a private road in the town centre, and offers off road parking, terrace and garden!With 5 bedrooms and 3 bathrooms it is ideal for company staff requiring a room each, family re-unions, girlie get-togethers or families between  …see more

from £250 / night

£1200 - £1600 / week

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from £250 / night

(3) Good 

7

Montpellier suburb holiday apartment rental

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
An ideal location to stay to sample unique Montpellier living... boutique shopping and many bespoke restaurants bars and cafes. These brand new Apartments are furnished to a very high standard, Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of T  …see more

from £150 / night

£900 / week

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from £150 / night

(2) Good 

6

Montpellier suburb holiday apartment rental

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
An ideal location to stay to sample unique Montpellier living... boutique shopping and many bespoke restaurants bars and cafes. These brand new Apartments are furnished to a very high standard, Tastefully Decorated Whilst Still Retaining The Elegant Period Features Of T  …see more

from £140 / night

£800 / week

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from £140 / night

(13) Excellent 

21

Cheltenham holiday apartment rental

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • 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

(5) Excellent 

10

Holiday home rental

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • 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 / week

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from £85 / night

(10) Excellent 

12

Holiday chalet rental

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
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 / week

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from £80 / night

(11) Very Good 

9

Apartment rental in Montpellier suburb with golf nearby

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
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

(4) Very Good 

10

Holiday apartment in Montpellier suburb

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 94 km
  • Child friendly
  • Car not necessary
Located in the heart of the popular Montpellier area of Cheltenham, with its' abundance of designer shops, restaurants and pavement cafes, Lansdown Place is a beautiful two bedroom / two bathroom apartment in a great location. The beds can be configured as two King Size  …see more

from £200 / night

£980 / week

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from £200 / night

(14) Excellent 

13

Cheltenham holiday barn rental

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
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

(4) Excellent 

19

Holiday cottage with golf nearby in Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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

(27) Excellent 

34

Home rental in Montpellier suburb

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
Experience the elegance of Regency living - with 21st century comforts in Cheltenham in this magnificently refurbished Regency terraced house in the heart of the cultural capital of England. Following a two year refurbishment this townhouse showcases the latest in sus  …see more

from £550 / night

£3200 / week

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from £550 / night

(5) Excellent 

19

Holiday apartment in Montpellier suburb

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
A beautiful Regency two bedroom apartment in the heart of the Montpellier, Cheltenham. Tastefully furnished and decorated, the limestone quarry tiled living room leads onto a peaceful paved garden. If it's chilly then cosy up on the large comfortable sofas with the re  …see more

from £190 / night

£950 / week

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from £190 / night

(41) Excellent 

23

Holiday home rental

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
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 £99 / night

£500 - £1100 / week

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from £99 / night

(3) Very Good 

19

Cottage rental in Charlton Kings

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Windrush Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for families and groups wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has a double bedroom and two twin bed  …see more

from £105 / night

£550 - £850 / week

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from £105 / night

9

Holiday studio in Prestbury

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Car not necessary
A ground floor studio annexe with its own private entrance attached to our modern 3 storey house, situated in a quiet area between Cheltenham racecourse and Pittville Park within a small gated development with secure off road parking. The studio consists of a large sit  …see more

from £65 / night

£455 / week

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from £65 / night

(1) Very Good 

14

Montpellier suburb holiday apartment rental

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Denham Lodge is a stylish, spacious upper ground floor apartment located on Lansdown Road, just minutes from Montpellier. This serviced apartment benefits from high ceilings and has views of the garden from most rooms.The enclosed garden is accessible from the conservat  …see more

from £110 / night

£700 / week

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from £110 / night

(11) Excellent 

20

Holiday cottage with golf nearby in Pittville

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Amazing location, ideal for a relaxing break in the Cotswolds. Family house (not a holiday chalet) in the middle of Cleeve Common, with gardens and fantastic views over historic, Regency Cheltenham Spa. Sleeps 7 people easily in 3 double bedrooms and one single. (Add  …see more

from £150 / night

£700 - £1752 / week

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from £150 / night

(5) Very Good 

16

Holiday cottage in Charlton Kings

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Sherbourne Cottage stands in the grounds of Seven Springs Cottages. It is one of six self-catering cottages offering excellent facilities for families and groups wishing to enjoy all that the Cotswolds and Cheltenham have to offer. It has one double and one twin bedroom  …see more

from £70 / night

£390 - £650 / week

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from £70 / night

10

Apartment rental in Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
Croft House is a beautiful, one-bedroom luxury serviced apartment situated in one of the most spectacular Grade II Regency villas in Cheltenham. Spread across the first floor of this striking building, the apartment offers access to two balconies from the open plan loun  …see more

from £160 / night

£945 - £1085 / week

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from £160 / night

13

Holiday townhouse in Montpellier suburb

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
The ultimate in sophisticated Cotswolds charm has swung open its double gates.Lansdown House awaits the chatter of friends and the clatter of heels across oak floors. Sleeping 16 in super-stylish Cheltenham, this regency town house oozes class. It's there in the ca  …see more

from £1375 / night

£5500 / week

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from £1375 / night

13

Holiday cottage letting

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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 

4

Holiday barn in Cheltenham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
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

(1) Excellent 

30

Charlton Kings holiday studio rental

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • 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

(3) Excellent 

9

Holiday cottage with golf nearby in Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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

(27) Excellent 

20

Holiday farmhouse in Cheltenham

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
*** 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

(19) Very Good 

18

Holiday studio in Montpellier suburb

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Car not necessary
A Studio Apartment in a prime location of Cheltenham. Located in the fashionable area of Montpellier with its great selection of restaurants, wine bars and boutique shops. The Apartment is on the 4th floor. Opposite is parkland with tennis courts. Ideal for short breaks  …see more

from £52 / night

£300 / week

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from £52 / night

13

Cheltenham holiday apartment rental

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
This beautiful three bedroom apartment, is in a prime location right next to the promenade, and Montpelier with its' abundance of designer shops, restaurants and pavement cafes.It boasts great views of the town centre, from 3 stores high, boasting large sash windows aro  …see more

from £300 / night

£1470 / week

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from £300 / night

5

Cottage rental in Pittville with tennis court

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
Hayes Court Cottage is a stone, semi-detached cottage in Prestbury, near Cheltenham, in the Cotswolds. The cottage features a double room, with an en-suite shower room, and a twin room. There is also a bathroom with a bath with a shower over and a ground floor WC, meani  …see more

from £55 / night

£380 - £629 / week

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from £55 / night

1

3 1 1 night min

  • 3 bedrooms
  • Sleeps 1
  • 1 night min

 …see more

from £110 / night

£770 / week

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from £110 / night

15

Holiday b&b in Montpellier suburb

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
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 £300 / night

£1750 / week

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from £300 / night

12

B&b rental in Montpellier suburb

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Suitable for children age 5+
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

10

Cleeve Hill holiday b&b rental

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Suitable for children age 5+
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

Pricing unknown

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Pricing unknown

(3) Excellent 

10

Montpellier suburb holiday apartment rental

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
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 £138 / night

£800 / week

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from £138 / night

9

Montpellier suburb holiday apartment accommodation

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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

(1) Very Good 

5

Apartment rental in Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
The living room has tall ceilings with pretty cornering, and two large Georgian sash windows flood light into this luxury service apartment. Adding character to this lovely, light room. The comfortable sofa bed and arm chair face an exquisite large marble fireplace.The  …see more

from £150 / night

£870 - £2520 / week

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from £150 / night

(12) Excellent 

30

Holiday townhouse in Pittville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

6

Holiday apartment in Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
This spacious one bedroom apartment located in the Suffolks close to Montpellier and Cheltenham town. This apartment benefits from a large bedroom, separate bathroom with free standing bath, cloakroom, shower room, utility area and living room.The apartment has been new  …see more

from £90 / night

£550 / week

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from £90 / night

10

Cheltenham holiday apartment rental

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
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

(4) Excellent 

34

Cheltenham holiday apartment rental

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
Our apartment is comfortable with all you need to make your stay enjoyable, plus a few extras. The two bedroomed garden apartment is part of a period property, well equipped and stylish. Close to the action of Montpellier and the Suffolks, you can enjoy your stay, whet  …see more

from £150 / night

£1000 - £1140 / week

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from £150 / night

9

Holiday apartment in Southam

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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 £125 / night

£750 / week

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from £125 / night

(4) Very Good 

16

Holiday apartment in Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Car not necessary
This lovely 2 bedroomed ground floor apartment with private and secure parking for 2 vehicles is situated in the sought after Montpellier area of Cheltenham. It offers two spacious double bedrooms, one with ensuite facilities with a double shower. The second bathroom  …see more

from £95 / night

£550 / week

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from £95 / night

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