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

(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

(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

(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

(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

(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

1 / 13

Lansdown House - Montpellier suburb townhouse sleeps 16

Cheltenham / Montpellier suburb

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Child friendly ; Car not necessary; No pets allowed;
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

(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

(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 / 8

4 bedrooms, 3 bathrooms near Pittville Pump Rooms

Cheltenham / Cheltenham

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Suitable for children age 5+; No pets allowed; Private garden;
This light and spacious house has just been totally renovated to a high standard. It is ideally situated on the fringe of Pittville close to the racecourse and the Pittville Pump Rooms. With the flexibility of zip and link beds the house is great for family reunions or  …see more

from £200 / night

£900 / week

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from £200 / night

(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

(16) Very Good 

1 / 18

Studio Apartment in the heart of Montpellier

Cheltenham / Montpellier suburb

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; No pets allowed;
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

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

(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

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 / 9

ServicedLets The Park Apartments - 8 - Cheltenham apartment sleeps 2

Cheltenham / Cheltenham

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Just 5 minutes from the centre of Cheltenham, Arkle House is a 1-bedroom apartment in Gloucestershire. The apartment has free Wi-Fi and free on-site parking.There is a double bedroom and a bathroom with bath and overhead shower. The apartment has a fitted kitchen with o  …see more

from £120 / night

£500 / week

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from £120 / 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

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 / 8

WINDERMERE LODGE - Montpellier suburb house sleeps 2

Cheltenham / Montpellier suburb

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Set within the Cotswold countryside, with outstanding views towards Dumbleton Hill and the Malverns, this delightful barn conversion, adjacent to the owners' home, is a perfect holiday location. The property is situated just a few miles from the market town of Winc  …see more

from £36 / night

£249 - £646 / week

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from £36 / 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

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

(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

(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 / 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

(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 / 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

(4) Very Good 

1 / 10

Lansdown Place 2 Bedroom Apt - Montpellier suburb apartment sleeps 4

Cheltenham / Montpellier suburb

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: 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

(9) Excellent 

1 / 20

Cottage Cleeve Common - Pittville cottage sleeps 10

Cheltenham / Pittville

4 10 4 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay
Key info: Child friendly ; Car advised; Pet friendly;
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

1 / 6

66 Suffolk - Cheltenham apartment sleeps 2

Cheltenham / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
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 £100 / night

£600 / week

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from £100 / 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 / 9

Elegant Bedroom For Three - Charlton Kings private room sleeps 3

Cheltenham / Charlton Kings

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Ask about pets; Private garden;
The House is an elegant, high ceiling Regency period property, furnished with Art Deco and antique furnishings. There is a well equipt kitchen and luxurious bathroom with a shower. The house is only a seven minute walk from the centre of town and has shop, takeaway and  …see more

from £40 / night

£280 / week

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from £40 / 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

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

(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 / 8

CIDER HOUSE COTTAGE - Montpellier suburb house sleeps 2

Cheltenham / Montpellier suburb

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This former cider house is located in the grounds of the owner's 12th century manor house. Quietly positioned in the countryside, a short driving distance from the Regency town of Cheltenham. The detached holiday cottage is well appointed and retains much of its or  …see more

from £45 / night

£310 - £737 / week

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from £45 / 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

(7) Very Good 

1 / 14

Two Hills View, Woodmancote Village - Cheltenham studio sleeps 2

Cheltenham / Cheltenham

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Ask owner if suitable for children; Car advised; No pets allowed;
IN THE HEART OF THE COTSWOLDS Self catering studio apartment with all mod cons., built and furbished in 2012 in the Cotswold village of Woodmancote. Immediate area has thatched cottages, old pubs serving meals, and many beautiful footpaths. Apartment is at the foot of  …see more

from £54 / night

£270 - £295 / week

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from £54 / 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 / 20

Glenfall Farm Bed & Breakfast Tulip Room

Cheltenham / Cheltenham

3 2 1 night min stay

  • 3 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
Tulip A superior double room with generously sized en-suite shower room and rural views. There is sufficient space for a third bed should it be required. Included in room: Flatscreen TV and DVD player Radio Hairdryer Tea/coffee making facilities Small cooler provided  …see more

from £90 / night

£630 / week

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from £90 / night

Top Destination reviews

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
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
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
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

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