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

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Cheltenham

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116 Holiday homes

2

Holiday studio in Prestbury

Cheltenham / 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

£335 / week

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from £65 / night

(45) Excellent 

23

Holiday home rental

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Countryside relaxation” The dovecote, an ornate country retreat which is just that bit special. Small picturesque lake, ducks & comfortable accommodation made this stay ideal. Our host was most welcoming & even baked us a cake. Directions given to t  …see more

from £100 / night

£500 - £1100 / week

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from £100 / night

(3) Excellent 

9

Holiday cottage with golf nearby in Cheltenham

Cheltenham / Cheltenham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
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.<br />Suitable for couples and can a  …see more

from £65 / night

£310 - £390 / week

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from £65 / night

(5) Very Good 

18

Holiday apartment in Prestbury

Cheltenham / 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

£550 - £1110 / week

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from £130 / night

(30) Excellent 

40

Holiday farmhouse in Cheltenham

Cheltenham / Cheltenham

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Fantastic location, beautiful house.” We stayed at Bushcombe House Farm for two weeks over the Christmas and New Year period. We were over from Perth Australia and met up with our three grown up children and extended family at the house. It was a bril  …see more

from £250 / night

£1199 - £2000 / week

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from £250 / night

(4) Excellent 

20

Holiday cottage with golf nearby in Charlton Kings

Cheltenham / Charlton Kings

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Miss” A very lovely cottage, comfortably sleeps 5. The staff at the adjoined pub are all very friendly and can't do enough to make you feel welcome. The meals there are also delicious and very reasonably priced. We thoroughly enjoyed our stay and woul  …see more

from £100 / night

£550 - £630 / week

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from £100 / night

(1) Excellent 

30

Charlton Kings holiday studio rental

Cheltenham / Charlton Kings

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Ask about pets
Immaculate condition, very close to town centre and racecourse but still with the added advantage of being in the countryside.  …see more

from £60 / night

£240 / week

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from £60 / night

(6) Excellent 

28

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
This delightful farm house is approximately 4 miles above the charming ancient Saxon town of Winchcombe and is situated on a 220 acre sheep grazing farm which comprises a small community of four homes. The house was first built in 1949 and extensively rebuilt by the cur  …see more

from £70 / night

£490 / week

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from £70 / night

(10) Very Good 

14

Holiday studio in Cheltenham

Cheltenham / Cheltenham

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Ask owner if suitable for children
“great facilities lovely views” was pleased to find that this self contained garden annex was only recently refurbished, and everything is in perfect order. it was a bit too cold for walks on the 'two hills', but we found a couple of good local pubs in  …see more

from £54 / night

£270 - £295 / week

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from £54 / night

(14) Excellent 

23

Cheltenham holiday apartment rental

Cheltenham / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Air conditioning
“I am inclined to keep this a secret!” It is not very often you come across somewhere that you do not want to share with anyone else,but if i do not, then it would be an injustice! Our Christmas in Cheltenham was made extra special by our stay in this  …see more

from £142 / night

£785 / week

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from £142 / night

16

Holiday home rental

Cheltenham / Andoversford

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
Our home is a semi detached three bedroom house on three floors. Ground floor: kitchen with dishwasher, washing machine, microwave, grill, oven, five hobs, fridge and fridge freezer. with access to the downstairs WC. Living room with seating for five, free-view and Wi  …see more

from £150 / night

£1110 / week

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from £150 / night

8

Holiday home in Guiting Power

Cheltenham / Guiting Power

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
This detached property is located in the grounds of the Grade II listed 16th century Old Rectory, in the unspoilt village of Hawling. The house is just 8 miles from Cheltenham, at the highest point of the Cotswolds.  …see more

from £180 / night

£1259 - £1712 / week

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from £180 / night

(12) Excellent 

20

Holiday cottage with golf nearby in Pittville

Cheltenham / Pittville

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Outstanding property” A wonderful place to stay. Spacious, comfortable, generously equipped. There were 7 of us and we used all 5 bedrooms (the study behind the sitting room also has an excellent bed). The kitchen was superb and the views wonderful. W  …see more

from £150 / night

£700 - £1852 / week

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from £150 / night

9

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
This property is located in the heart of Cheltenham Town Centre with all amenities on your doorstep. The 2nd floor houses a Large Kitchen area, Newly fitted with Electric Oven and Hob, Washer dryer, Fridge and Freezer, Large Living/dining room with a feature firep  …see more

from £180 / night

£1260 / week

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from £180 / night

(18) Very Good 

12

Holiday apartment rental

Cheltenham / Cheltenham

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Car not necessary
“Everything you need is provided.” Great cosy apartment. My husband and I and my 4 year old daughter had a relaxing short break away. Fantastic breakfast hamper that was provided was a nice touch. Towels, tea, coffee etc provided. Very friendly, welco  …see more

from £75 / night

£350 - £1300 / week

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from £75 / night

(3) Average 

14

Cheltenham holiday apartment rental

Cheltenham / Cheltenham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
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

from £135 / night

£725 - £850 / week

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from £135 / night

(10) Excellent 

12

Holiday chalet rental

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Small but beautifully formed!” An excellent stay in a perfect location. Just what I needed when visiting the UK for just 3 days. The Lodge was clean, tidy and well equipped, perfect for me alone. The owners were helpful but unobtrusive. The location w  …see more

from £80 / night

£395 - £400 / week

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from £80 / night

(2) Average 

15

Holiday apartment in Cheltenham

Cheltenham / Cheltenham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Car not necessary
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

from £135 / night

£725 - £850 / week

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from £135 / night

(4) Average 

15

Holiday apartment rental

Cheltenham / Cheltenham

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
Chic, ground floor studio apartment located in central Cheltenham with private parking. Contemporary 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

from £75 / night

£400 - £475 / week

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from £75 / night

12

Cheltenham holiday apartment rental

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Ideally located in Cheltenham town centre, our 2 bedroom modern top floor (third floor) flat is near to Cheltenham's popular shops, restaurants and bars. Montpellier is a 5 minute walk. Overlooking Leckhampton in the distance, the balcony provides a pleasant space  …see more

from £50 / night

£340 - £875 / week

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from £50 / night

(1) Excellent 

9

Apartment rental in Montpellier suburb with golf nearby

Cheltenham / Montpellier suburb

2 4 2 nights min

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

from £149 / night

£585 - £1500 / week

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from £149 / night

(3) Average 

12

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

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

(5) Very Good 

34

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Car not necessary
“Wonderful!” Me, my Husband and his Mum stayed here last week and could not ask for a better place to stay! It's a beautiful apartment with everything you could need, a perfect 'home from home', it has very nice well maintained gardens, close to shops,  …see more

from £95 / night

£550 - £1300 / week

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from £95 / night

(5) Excellent 

34

Cheltenham holiday apartment rental

Cheltenham / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
“Well decorated, comfortable and well situated in Cheltenham.” Four people, a week, in a quiet flat where the tenants usually live comfortably. Very nice decoration and comfortable beds... Parking a little problematic but we could manage. Full to the  …see more

from £150 / night

£1000 - £1140 / week

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from £150 / night

18

Holiday home with golf nearby in Pittville

Cheltenham / Pittville

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • 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

from £250 / night

£1200 - £5000 / week

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from £250 / night

(5) Excellent 

19

Holiday apartment in Montpellier suburb

Cheltenham / Montpellier suburb

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
two bedroom apartment, cheltenham, montpellier, self catering, cheltenham festivals, regency house  …see more

from £210 / night

£1300 / week

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from £210 / night

(5) Very Good 

10

Holiday apartment in Montpellier suburb

Cheltenham / 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  …see more

from £200 / night

£980 / week

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from £200 / night

(5) Very Good 

19

Holiday cottage with golf nearby in Charlton Kings

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Rural locationEasy access to Cheltenham and Cotswolds towns and villagesLocal PubGood walking routesGreat for group bookings up to 20Free Wifi  …see more

from £65 / night

£350 - £750 / week

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from £65 / night

(1) Excellent 

18

Southam holiday barn rental

Cheltenham / Southam

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This beautiful property, in a stunning secluded position, enjoys uninterrupted views across Warwickshire farmland from all aspects. It is on the edge of the pretty village of Long Itchington, within walking distance of its pond and village green.  …see more

from £318 / night

£2225 - £3549 / week

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from £318 / night

(3) Excellent 

10

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

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 co  …see more

from £138 / night

£800 / week

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from £138 / night

8

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
St James Walk apartment is a spacious 1 bedroom property in the heart of Cheltenham town centre, with easy access to Fitness First and the The Brewery leisure complex, which includes some of Cheltenham's finest bars and restaurants, also just a stones throw away ar  …see more

from £140 / night

£980 / week

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from £140 / night

13

Holiday apartment in Leckhampton

Cheltenham / Leckhampton

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets
The famous Cotswold Way is located on the doorstep of this lovely one bedroom annexe flat situated within the grounds of a 19th century town house on Leckhampton Hill and built in local Cotswold Stone. This property is well appointed, having been refurbished throughout  …see more

from £75 / night

£525 / week

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from £75 / night

(3) Excellent 

18

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Perfect location and great apartment” Loved staying in this quirky apartment, amazing decor and our kids loved the bath - they thought it was a swimming pool. Great location and lovely friendly owner.  …see more

from £155 / night

£550 - £750 / week

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from £155 / night

13

Holiday home accommodation

Cheltenham / Cheltenham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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  …see more

from £150 / night

£600 / week

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from £150 / night

(5) Excellent 

11

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Private garden
“Great apartment and location” We rented the apartment for 14 nights, on arrival we found it had every facility we required and it was very clean and tidy throughout,. All the rooms are ample size including the well equipped kitchen. Paula was kind eno  …see more

from £180 / night

£1100 / week

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from £180 / night

(4) Very Good 

9

Holiday b&b in Cheltenham

Cotswolds / Cheltenham

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
  • Private garden
Cheltenham Festival Rooms, Cotswold countryside stay, Cheltenham, Races, 12 acres of land with stables, quite. All guest have use of Communal areas including large conservatory with full size snooker table.<br />Can sleep up to 8 people but we do individual room  …see more

from £100 / night

£650 - £2855 / week

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from £100 / night

12

Holiday home in Cheltenham

Cheltenham / Cheltenham

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • 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

from £100 / night

£500 - £550 / week

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from £100 / night

9

Holiday home in Cheltenham

Cotswolds / Cheltenham

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
It's in a great location, just short walk from the high street. It offers an off road allocated parking space next to the property. It has a private garden with outdoor seating for 8. and a modern interior throughout. The house is detached and on a quite road. T  …see more

from £130 / night

£875 / week

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from £130 / night

(8) Excellent 

21

Home rental in Prestbury

Cheltenham / Prestbury

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Contemporary House with ALL YEAR HEATED pool with childsafe electric cover (runs at 26-30degC) & full 7 seater hot-tub in Regency Cheltenham, secure gated parking for up to 5 cars (2 garaged). Stylish interior, Uber-Modern statement kitchen, open-plan living. Perfe  …see more

from £650 / night

£4500 - £7000 / week

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from £650 / night

(15) Excellent 

30

Holiday townhouse in Pittville

Cheltenham / 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

Top Destination reviews

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
Sherbourne
Excellent!

Excellent little cottage for a quick get away and yet close to town. The host was very helpful and kind. … see more
Detached Cotswold Stone Coach House, Cheltenham
Excellent stay

Fabulous stay, little hidden gem in cheltenham. Beth (the owner) is lovely and very helpful. Definitely would recommend, and I also plan on going back to stay again. Location - is lovely, very near to shops and local amenities. Little bit further … see more
Holidays in Cheltenham, Center for The Cotswolds
Super helpful hosts, and a comfortable home which actually accommodates the numbers quoted.

I honestly can't think of anything we went without! Having stayed in many venues that claim to suit a large group, but then having to do separate sittings for dinner and queue for the bathroom, it was so refreshing to stay in a well equipped house. … see more
Top Yard Barn
Beautiful and tranquil - we loved it

We've just returned from Top Yard Barn. The barn has been beautifully renovated, the views are gorgeous and we all had a wonderful time. Our daughters who are 6&7 loved the play barn and the friendly chickens. We will definitely recommend to frie … see more
Bushcombe House Farm Bushcombe Lane Woodmancote
Utterly perfect!

We chose Bushcombe for a joint 30th birthday party for a group of nine friends and had the most excellent stay. The house itself, as well as being beautiful, was extremely clean and well appointed. There was everything we needed in terms of appliance … see more