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52 Results  |  
18 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £69 /night

£477 - £795 / week

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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

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 - £689 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A central and convenient waterside setting, Quays Apartment offers contemporary and comfortable living accommodation with a fully equipped apartment. It offers plenty of space with dinning and living areas, fully equipped kitchen, free wifi and flat screen TV.  …see more

20 Photos

B&B | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £43 /night

£297 - £340 / week

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Key info:

  • Not suitable for children
  • Car advised
  • May take pets – please enquire
Value for money bed and breakfast short term stay in beautiful cotswold town. Lots of award winning restaurants and eateries, with independent shops as you step outside your door. Close to M4 and M5 motorways, London 1 hour away.  …see more

Featured properties

12 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £32 /night

£218 - £276 / week

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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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £152 /night

£1060 - £1272 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This lovely 2 bedroom Regency Apartment with it s many creature comforts is ideal for the many Cheltenham Festivals , a short walk from the Promenade and Montpellier with its interesting restaurants, cafes, bars, art galleries and shopping, or to tour the Cotswolds.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£530 - £901 / week

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Key info:

  • Suitable 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

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from £106 /night

£742 - £965 / week

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Key info:

  • Nearest beach 0 km
  • Suitable 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

14 Photos

Apartment | 2 Bedrooms | sleeps 6

Good 3/5 

2 Nights min stay

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from £110 /night

£769 - £2067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stylish self-catering, 2 bedroom, second floor apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with all the comforts of home. Ideal location for city breaks, shopping, Cheltenham Festivals and The Gold Cup.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

Good 3/5 

2 Nights min stay

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from £110 /night

£769 - £2067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stylish self-catering, 2 bedroom, second floor apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with all the comforts of home. Ideal location for city breaks, shopping, Cheltenham Festivals and The Gold Cup.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £253 /night

£1771 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Grand townhouse apartment situated in Suffolk Square in the heart of the Suffolks and a short walk from Montpellier. Very spacious 3 double bedroom and 2 bathroom apartment with secure private parking for two cars located behind electric gates.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

90 Nights min stay

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from £110 /night

£764 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Christchurch apartment in Cheltenham is a beautiful luxury serviced apartment that boasts two bedrooms with en-suite bathrooms, situated in the exclusive area of Lansdown. Perfect for professionals seeking spacious long-term accommodation in conjunction with our special  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £128 /night

£891 - £2597 / week

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Key info:

  • Suitable 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

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £79 /night

£550 - £595 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
The main bedroom incorporates a super king size double bed, the 2nd has two singles. The house is an average size 2 story 1970's build. Pleasant front & rear garden / patio area with parking close to the front door. Bathroom incorporates a bath, shower Quiet location, walking distance to Cheltenham town & Montpellier. Festivals, shops, restaurants, parks.  …see more

4 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £135 /night

£944 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Cotswold, regency, chetlenham, luxury, countryside, Cheltenham, English, traditional, beautiful, Happy to consider short term lets from one week plus but longer term let preferred  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3/5 

2 Nights min stay

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from £61 /night

£424 - £1325 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Chic, ground floor studio apartment located in central Cheltenham with private parking. Contemporary and luxurious interior with king sized double bed and all the comforts of home. Ideal location for city breaks, Cheltenham Festivals and The Gold Cup.  …see more

17 Photos

House | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £318 /night

£2226 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
5 bedroom 4 receptions, detached house with 120 foot garden, parking for 5 cars and garage for 1 car  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £86 /night

£600 - £950 / week

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Key info:

  • Nearest beach 85 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Apartment sleeping up to 8, train station 4 mins walk or free pick up. Self catering, fully fitted out bed linen; towels; kitchen equipment and crockery all included. Ideal for families or groups on special occasions. Free Internet. Holiday visiting the beautiful surrounding areas: Stratford-upon-Avon; Broadway; Forest of Dean; Bath etc  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
No 17 is a welcoming town house offering high standards of accommodation in one double and one with 4 foot bed. Ideal location and off-road allocated parking. Includes kitchen, microwave, washing machine, TV, DVD, CD, broadband, garden, bedding & towels.  …see more

20 Photos

Lodge | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £108 /night

£750 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Beautifully refurbished New England Style Lodge overlooking Spring Lake in the Cotswold Water Park near Cirencester. Idyllic setting for a relaxing get-away-from-it-all break, with fishing, water-skiing, golf, and much more right on the doorstep. This cosy lodge has been refurbished to a high standard throughout with light contemporary furnishings.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £119 /night

£827 - £1893 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £57 /night

£399 - £1750 / week

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Key info:

  • Nearest beach 35 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Tripadvisor "Certificate of Excellence 2014"Cheltenham`s No1 holiday rental on Tripadvisor."Affordable Quality" Great Service. Self catering holiday apartment 3 bedrooms,2 bathrooms,inviting lounge,large kitchen.Onsite off road parking,wifi,Close to race course. Classic modern home,with comfortable quality furnishings, wifi, Parking off road for two cars if required.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £65 /night

£450 - £670 / week

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Key info:

  • Nearest beach 83 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Lovely dockside duplex Penthouse apartment in a converted flour mill with waterside views over the marina, with all the comforts of home, Variety of restaurants & cafés on your doorstep, also a 15 minute walk to Train/Bus station for Cheltenham Spa and surrounding areas Visit Gloucester City to see:Cathedral,Glos Rugby, Designer Outlet Centre, Antique Centre all within 10 Mins  …see more

18 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cotswold stone two-storey coach house, totally restored and extended. Small but beautifully formed one double-bedroomed hideaway for couples. All amenities of Bath road market and shops on the doorstep, Montpellier and the Promenade a fifteen minute stroll away. All newly fitted and fully equipped with high quality fixtures, furnishings and accessories.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £39 /night

£270 - £728 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
SO CONVENIENT FOR ALL AREAS OF CHELTENHAM. OVERLOOKS SANDFORD PARK.. FESTIVALS THEATRE, SHOPS, PARKS, RACING, RESTAURANTS. I WILL NEVER PUT PRICES UP IN SCHOOL SUMMER HOLIDAYS.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £141 /night

£986 - £2730 / week

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Key info:

  • Nearest beach 94 km
  • Suitable 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

24 Photos

Lodge | 4 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £158 /night

£1100 - £2000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
The reviews speak for themselves. Families, large friend groups and couples - you all love my lodge! 2 to 7 night stays in pure luxury by a lake. A real home from home. Many sports on your door step plus a Spa, pubs, village and restaurants within walking distance. Professionally interior designed, high quality furnishings, spacious and contemporary. Outstanding reviews.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £86 /night

£601 - £1833 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Charming one bedroomed duplex within an easy walk of the centre of town. With its own private garden and dedicated off street parking, this is the perfect location for being near the centre of things without the hustle and bustle or mid town life.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £79 /night

£550 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
4* Regency elegance with a unique theatrical atmosphere close to Cheltenham town centre with off-street parking.  …see more

14 Photos

House | 4 Bedrooms | sleeps 6

2 Nights min stay

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from £86 /night

£600 - £1600 / week

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Key info:

  • Suitable 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

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Suitable 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

13 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £86 /night

£600 - £700 / week

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Key info:

  • Suitable 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

11 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

2 Nights min stay

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from £115 /night

£800 - £3000 / week

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Key info:

  • Suitable 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

18 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £115 /night

£800 - £3500 / week

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Key info:

  • Suitable 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

12 Photos

House | 3 Bedrooms | sleeps 4

4 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
Self-catering budget town centre dormer bungalow with downstairs twin or double bedroom, bathroom, sitting room and kitchen for those who cannot manage stairs. A bonus of 2 further bedrooms upstairs for larger groups. Off road parking & private garden.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 6

Good 3/5 

4 Nights min stay

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from £75 /night

£525 - £1200 / week

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Key info:

  • Suitable for over 5s only
  • 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

7 Photos

Apartment | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £43 /night

£300 - £1500 / week

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Key info:

  • Suitable for over 5s only
  • 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful two bedroomed apartment forming part of a Regency townhouse in the Pittville area of Cheltenham. Tastefully furnished and with its own private courtyard. Conveniently located for the famous Gold Cup, Pump Rooms, shopping, parks and Cheltenham's many festivals.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £100 /night

£700 - £1100 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Modern penthouse with a Juliet balcony opening to stunning panoramic waterside and country views. High quality funishings, exposed brickwork. Shopping, restaurants, bars, a gym and a cinema nearby make this apartment a great choice for a city holiday break.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £53 /night

£365 - £465 / week

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Key info:

  • Suitable for over 5s only
  • 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

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £78 /night

£540 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Contemporary, 1 bedroomed holiday apartment in an ideal location close to Montpellier, The Suffolks, The Park and Bath Road. Ideal for shopping, Cheltenham Festivals, Cheltenham Gold Cup, Literary Festival, Jazz & Music Festival. Ladies college. Short term lets  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £78 /night

£540 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A light and spacious two bedroom apartment located in this Grade 2 listed landmark building and situated in the heart of Cheltenham within a moments stroll of The Promenade, Montpellier, Cheltenham Ladies college and all amenities. Free iSecure remote gated parking.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £115 /night

£800 - £900 / week

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Key info:

  • Suitable 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable 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

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from £100 /night

£700 / week

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Key info:

  • Swimming pool
  • Suitable 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

Good 3.5/5 

1 night min stay

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from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £90 /night

£630 - £800 / week

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Key info:

  • Suitable 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

10 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

Add to shortlist

from £90 /night

£630 - £700 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £115 /night

£800 - £900 / week

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Key info:

  • Suitable 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

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £115 /night

£800 - £900 / week

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Key info:

  • Suitable 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

13 Photos

Townhouse | 6 Bedrooms | sleeps 16

2 Nights min stay

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from £743 /night

£5200 - £6850 / week

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Key info:

  • Suitable 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

The Cotswolds run through Cheltenham and Gloucester, and many villages in this area have their sleepy and picturesque feel. Cheltenham became a popular spa in the 18th century, and its Regency architecture remains very well preserved. Tewkesbury is home to the beautiful Abbey, one of the most popular spots in the Midlands for visitors. Stow-on-the-Wold is the highest point on the Cotswolds and Gloucester has a magnificent cathedral. The area is also home to Berkeley Castle, a medieval castle where Edward II was imprisoned and murdered.