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39 Holiday homes in Cheltenham

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39 Results  |  
22 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £76 /night

£530 - £1060 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Lying in the tiny hamlet of Deerhurst Walton, this is a converted, Grade II listed dovecote. Set in the grounds of the owner's 17th-century farm, this romantic 2 bed conversion has been lovingly converted into a 2 bedroom property with comfortable acco for upto 4 pax. Restaurants, pubs, supermarkets & take aways nearby On main bus route to Tewkesbury, Cheltenham & Gloucester  …see more

17 Photos

Townhouse | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £455 /night

£3180 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Central Cotswolds, with secure off road parking for several cars, Jacuzzi, breakfast/dinner service optional and the benefit of a spa salon beneath, a hotel & home in one. Real fires, beautiful period features depicting Regency Cheltenham with all the modern amenities. Great location for the Cheltenham festivals such as Jazz, Science, Literature, Food and of course The Races!  …see more

7 Photos

Townhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £61 /night

£424 - £477 / week

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Key info:

  • Suitable for children over
  • No pets allowed
Lovely Cedar Clad warm and Quiet Townhouse within walking distance to the town centre. Down a quiet private lane this newly built extension to our home is contemporary and bright. Ideal place to stay and explore the Cotswolds or shop in Cheltenham. Parking for one car outside the townhouse. Please note this is an extension of our home.  …see more

Featured properties

9 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £41 /night

£287 - £446 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
One double bedroom cottage standing in rural wooded grounds overlooking fields. Excellent location for exploring Cotswolds towns and villages, only 4 miles from Cheltenham. Beautiful walks on the doorstep, pub across the road. Suitable for couples and can accommodate infants under 2 that can sleep in a cot.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £76 /night

£530 - £901 / week

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Key info:

  • Great 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

19 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £43 /night

£295 - £737 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Rural location Easy access to Cheltenham and Cotswolds towns and villages Local Pub Good walking routes Great for group bookings up to 20 Free Wifi  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £41 /night

£287 - £446 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Cotswolds stone cottages full of character with a modern touch. Rural, wooded grounds. Pub 200 yards away. Great walking countryside and well placed for exploring the Cotswolds. Excellent facilities and value for money. Fantastic getaway for couples, families & groups. Cheltenham 4 miles, Racecourse 6 miles, Bourton on the Water 10 miles. Local shop 1 mile.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £137 /night

£954 - £2730 / week

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Key info:

  • Nearest beach 94 km
  • Great 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

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £228 /night

£1590 - £3710 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A cut above the rest - spacious luxury Coach House tucked away in a private setting in the grounds of a classic Regency Villa in the upmarket leafy area of Pittville. Ten minutes walk from the centre of Cheltenham and the Racecourse. Well furnished with quality bedding. Sleeps six in three bedrooms with two King Size beds and two Single beds or other combinations as required.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £69 /night

£477 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
Beautifully, spacious, refurbished two bedroom apartment available to rent, week-ends, weekly or a short term basis in prime location of Cheltenham. Whether you are here for business or pleasure the apartment is ideal for your needs. The bedrooms can be used as a B&B. The apartment is also available on a bespoke B&B basis with continental breakfast.  …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:

  • Great 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

B&B | 3 Bedrooms | sleeps 11

2 Nights min stay

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from £318 /night

£2226 - £4240 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The Spice Lodge is Cheltenham's premiere licensed Indian/Thai restaurant and now has 3 spacious ensuite rooms, Sleeping up to 11 persons. Centrally located with flexible accommodation, Licensed bar and private function rooms for your party.  …see more

12 Photos

B&B | 1 Bedroom | sleeps 3

2 Nights min stay

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from £91 /night

£636 - £848 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The Spice Lodge is Cheltenham's premiere licensed Indian/Thai restaurant and now has 3 spacious ensuite rooms, Sleeping up to 11 persons. Centrally located with flexible accommodation, Licensed bar and private function rooms for your party.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 5

2 Nights min stay

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from £228 /night

£1590 - £1855 / week

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Key info:

  • Suitable for children over
  • 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 your visit.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £65 /night

£450 - £1995 / week

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Late Deal: save up to £160

Key info:

  • Nearest beach 35 km
  • Suitable for children over
  • 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 the race course. Classic modern home,with comfortable quality furnishings, wifi, Parking off road for two cars if required.  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £58 /night

£400 - £1850 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
History abounds in The Guggle. Originally built in around 1600, it became the Horse and Groom Public House in 1700 and oozes period features, with crookedy walls and ceilings, wooden beams and original 17th Century wall painting.  …see more

20 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £1850 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
A conversion of five traditional cart barns, in the village of Compton Abdale. 5* Gold Award Winner, the barn is light, airy, open plan, especially suitable for those with limited mobility as two of the four bedrooms and a bathroom are on the ground floor.  …see more

13 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £700 / week

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Key info:

  • Suitable for children over
  • Car essential
  • No pets allowed
  • Private garden
Charming stone barn in idyllic rural location with beautiful views. Ideal for exploring the Cotswolds and it's wealth of historic houses and prestigious gardens, literary and musical festivals, excellent shopping and restaurants and horse racing at Cheltenham.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £158 /night

£1100 - £2736 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Lakeside House is a beautiful Grade II listed property, set in a private location within the grounds of The Inn at Fossebridge, in the heart of the Cotswold countryside. Guests have access to all the Inn's services, including its cosy bar and private dining facilities. SPECIAL OFFERS: LATE DEALS!  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £77 /night

£535 - £1190 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Stable Cottage is a beautiful, grade II listed building, formerly the stables for the neighbouring coaching inn. The Cotswold stone stables have been lovingly renovated, to create a warm, character filled cottage, perfectly located in the heart of the Cotswolds. SPECIAL OFFERS: LATE BOOKING DISCOUNTS!  …see more

24 Photos

Converted Chapel | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £69 /night

£482 - £1071 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
The Old Chapel is a beautiful, Grade II listed, detached stone chapel, moments from the centre of the village of Northleach, in the heart of the Cotswolds. With impressive arches, stained glass windows and vaulted ceilings, the property has an abundance of character. SPECIAL OFFERS: LATE BOOKING DISCOUNTS & EARLY BIRD DEALS!  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£465 - £575 / week

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Key info:

  • Great 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

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £57 /night

£393 - £689 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
A well-equipped and comfortable two bedroom cottage sleeping 4 set in beautiful grounds well placed for exploring the Cotswolds by foot, mountain bike or car.  …see more

8 Photos

Barn | 1 Bedroom | sleeps 2

1 night min stay

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from £75 /night

£520 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car essential
  • No pets allowed
Great for touring the Cotswolds. Lovely Cotswold stone barn in a classic Cotswold town Self contained Garden  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £121 /night

£843 / week

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Key info:

  • Suitable for children over
  • 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

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:

  • Great 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

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 children over
  • 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

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:

  • Great 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

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:

  • Great 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

13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £72 /night

£500 - £1500 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering house offering 3 bedrooms with 5 beds, on the Western side of Cheltenham centre with easy M5 motorway access to Gloucester, Worcester & Tewkesbury. Great for professionals working in the area at GCHQ, Ultra Electronics, GEAviation, Spirax Sarco. FREE WIFI  …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:

  • Great 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

Chalet | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £50 /night

£350 - £600 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Self-catering chalet on the Cotswold Way. Ideally situated for walkers and cyclists exploring the area, yet close to Cheltenham town.  …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 - £2500 / week

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Key info:

  • Swimming pool
  • Great 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 £115 /night

£800 - £3000 / week

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Key info:

  • Swimming pool
  • Great 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 £429 /night

£3000 - £3800 / week

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Key info:

  • Great 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 £115 /night

£800 - £2500 / week

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Key info:

  • Swimming pool
  • Great 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

Add to shortlist

from £115 /night

£800 - £2500 / week

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Key info:

  • Swimming pool
  • Great 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:

  • Great 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

6 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £122 /night

£848 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
The barn is a stroll from the highly recommended Wheatsheaf Inn for excellent food Northleach is conveniently near Cirencester,Stow on the Wold,Bourton on the Water, and Cheltenham for excellent shopping. Stratford on Avon and Bath are approx 1 hour away  …see more