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

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Cheltenham

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114 Holiday homes

(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 £175 / night

£1050 - £1100 / week

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from £175 / 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 £90 / night

£510 - £1375 / week

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from £90 / night

(1) Very Good 

5

Apartment rental in Montpellier suburb

Cheltenham / Montpellier suburb

1 2 Min stay varies

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

from £150 / night

£870 - £2520 / week

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from £150 / night

(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

(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

(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

£1650 - £2000 / week

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from £250 / night

(4) 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 / week

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from £95 / night

(3) 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

(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 £55 / night

£278 - £750 / week

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from £55 / night

(11) 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

(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

£450 - £1010 / week

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from £130 / 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 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 are the  …see more

from £140 / night

£980 / week

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from £140 / night

6

Apartment rental in Montpellier suburb

Cheltenham / Montpellier suburb

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Recently new to our portfolio, Luxury Apartments are proud to offer this 1 bedroom apartment situated a few minutes from Montpellier. This third floor apartment has been refurbished throughout, giving it a modern but homely feel. Beautiful views can be seen from sash wi  …see more

from £140 / night

£840 / week

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from £140 / night

(1) Excellent 

5

Holiday home accommodation

Cheltenham / Leckhampton

1 2 Min stay varies

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

6

Holiday apartment in Cheltenham

Cheltenham / Cheltenham

1 2 Min stay varies

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

from £90 / night

£550 / week

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from £90 / night

(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

£330 / week

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from £60 / night

(6) Very Good 

16

Holiday cottage in Charlton Kings

Cheltenham / Charlton Kings

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Comfortable, quiet and convenient” My wife and I were returning to the Cotswolds for a second time and found the 'Seven Springs' cottages to be an ideal location from which to explore the many picturesque villages in the South Cotswolds area. Locating  …see more

from £80 / night

£390 - £650 / week

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from £80 / night

(3) Very Good 

19

Cottage rental in Charlton Kings

Cheltenham / Charlton Kings

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Exactly what we wanted” We needed three bedrooms to satisfy two teenagers so the Windrush fitted the bill. The cottage is situated in a beautiful location and because we wanted to visit numerous places in the area is in an ideal location. Very comfort  …see more

from £105 / night

£550 - £850 / week

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from £105 / night

(2) Excellent 

10

Holiday apartment in Cheltenham

Cheltenham / Cheltenham

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • 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

(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 communa  …see more

from £138 / night

£800 / week

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from £138 / 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 Size  …see more

from £200 / night

£980 / week

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from £200 / 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

(3) Excellent 

9

Holiday cottage with golf nearby in Cheltenham

Cheltenham / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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.Suitable for couples and can accommodate i  …see more

from £67 / night

£300 - £500 / week

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from £67 / 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 for r  …see more

from £50 / night

£340 - £875 / week

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from £50 / night

13

Holiday cottage letting

Cheltenham / Charlton Kings

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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 & gro  …see more

from £55 / night

£280 - £500 / week

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from £55 / night

(2) Average 

7

Montpellier suburb holiday apartment rental

Cheltenham / Montpellier suburb

1 2 Min stay varies

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

from £140 / night

£800 / week

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from £140 / night

(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

(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 £324 / night

£1577 - £2505 / week

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from £324 / night

(2) Excellent 

18

Home accommodation in Cheltenham

Cotswolds / Cheltenham

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
“Lovely home, a great place to stay” Booking and confirmation were straight forward and good communications from the letter. A lovely house and although away with work we felt at home within minutes of getting in through the door. Nicely decorated and  …see more

from £130 / night

£800 / week

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from £130 / night

(44) 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 £125 / night

£500 - £1100 / week

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from £125 / 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 - £800 / week

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from £150 / night

(2) Excellent 

4

Holiday barn in Cheltenham

Cheltenham / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
The Leigh is an ancient village in the Severn Vale, and although The Coach House is on the main road, just on the opposite side of the road is a walk through the village - a most peaceful experience. The Swan is a pub/restaurant about a mile away, and other pubs nearby  …see more

from £80 / night

£350 / week

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from £80 / night

(11) Very Good 

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
“Excelent place and nice landlords” I stayed at Longworth Villa with my wife and two children. The location is great, just few minutes from city center, just leave the car on the Villa's parking and walk. The Jenkins are great, very helpful and nice pe  …see more

from £149 / night

£585 - £1500 / week

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from £149 / 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. The li  …see more

from £150 / night

£875 / week

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from £150 / night

9

Holiday apartment in Southam

Cheltenham / Southam

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
One bedroom apartment, in a good location to the Chetlenham Racecourse and town centre.  …see more

from £125 / night

£750 / week

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from £125 / night

9

Holiday private room in Charlton Kings

Cheltenham / Charlton Kings

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • 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 £55 / night

£385 / week

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from £55 / 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

(3) Very Good 

16

Home rental in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
“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 s  …see more

from £75 / night

£450 / week

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from £75 / 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

Top Destination reviews

Regency apartment
Very comfy. Easy walk into town.

The apartment was very clean and warm, it’s got a lovely lounge with a comfy sofa. It’s 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
Cottage Cleeve Common
SPECTECULAR

first al all, the help we got till we arrived at the house was amazing. lynda and john are the most helpful people out there. nice and relaxed people. the house is big, spacey, comfy and clean. the view is pure breathtaking highly reccomended … see more
Central Apartment in Landscaped Grounds
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, eateries a … 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

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