Apartments in Cheltenham and Self catering accommodation - Holiday Lettings - Holiday Rentals Cheltenham

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1,391 Holiday homes

(11) 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
“Wonderful experience” Beautiful cottage everything we needed great location near everything we wanted to see. Great friendly owner highly recommended.
…see more

from £65 / night

£325 - £650 / week

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from £65 / night

(6) Very Good 

20

Holiday apartment in Prestbury

Cheltenham / Prestbury

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £120 / night

£500 - £5,300 / week

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from £120 / night

(3) Excellent 

19

Holiday barn in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £116 / night

£461 - £585 / week

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from £116 / 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 £100 / night

£500 - £830 / week

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from £100 / night

(44) 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
“Snow stay!” Excellent cottage. So comfortable and cosy Everything you would need. Great position and so near to Cheltenham centre. Just needed a shovel when the snow came!!! Looked very pretty but we should have taken skis. Would visit again
…see more

from £250 / night

£1,250 - £2,000 / week

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from £250 / night

(2) Excellent 

27

Cheltenham holiday apartment rental

Cotswolds / Cheltenham

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

from £99 / night

£693 / week

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from £99 / 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
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from £130 / night

£800 / week

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from £130 / night

(12) Excellent 

25

Holiday cottage with golf nearby in Cleeve Hill

Cheltenham / Cleeve Hill

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Excellent” The photos don't do this place justice. It was a beautiful spacious cottage in the countryside, perfect for a large gathering. Well equipped kitchen. Lots of seating space in dining and lounge areas. Surpassed our expectations. Excelle
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from £160 / night

£795 - £1,600 / week

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Responds fast!
avg. 3 hours 44 minutes

from £160 / night

(54) Excellent 

Certificate of Excellence

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
“Dovecote Stay” Thank you Helen for the wonderful stay at the Dovecote. Such a beautiful cottage with everything we needed. A perfect base for exploring the Cotswolds. We will definitely be recommending the Dovecote to all our family and friends.
…see more

Certificate of Excellence

from £95 / night

£500 - £1,200 / week

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Responds fast!
avg. 3 hours 37 minutes

from £95 / night

9

Holiday home rental

Cotswolds / Cheltenham

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Private garden

from £1,250 / night

£5,750 - £11,350 / week

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Responds fast!
avg. 1 hour 0 minutes

from £1,250 / night

13

Holiday cottage letting

Cheltenham / Charlton Kings

1 2 Min stay varies

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

from £60 / night

£280 - £350 / week

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from £60 / night

29

Holiday cottage in Charlton Kings

Cheltenham / Charlton Kings

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £90 / night

£420 / week

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from £90 / night

(7) Excellent 

28

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

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

from £75 / night

£525 / week

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Responds fast!
avg. 2 hours 48 minutes

from £75 / night

(2) Excellent 

9

Cheltenham holiday apartment rental

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £90 / night

£550 / week

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Responds fast!
avg. 2 hours 7 minutes

from £90 / night

(4) Excellent 

Certificate of Excellence

6

Holiday barn in Cheltenham

Cheltenham / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

Certificate of Excellence

from £80 / night

£350 / week

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Responds fast!
avg. 3 hours 1 minutes

from £80 / night

13

Holiday apartment in Leckhampton

Cheltenham / Leckhampton

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets

from £75 / night

£525 / week

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Responds fast!
avg. 3 hours 36 minutes

from £75 / night

29

Holiday cottage rental

Cheltenham / Charlton Kings

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £75 / night

£335 / week

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from £75 / night

(2) Excellent 

30

Charlton Kings holiday studio rental

Cheltenham / Charlton Kings

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Ask about pets

from £45 / night

£315 / week

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Responds fast!
avg. 1 hour 27 minutes

from £45 / night

7

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

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

from £165 / night

£950 / week

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from £165 / night

23

Holiday home in Cheltenham

Cotswolds / Cheltenham

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets

from £50 / night

£350 / week

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Responds fast!
avg. 1 hour 41 minutes

from £50 / night

(5) Excellent 

9

Holiday cottage with golf nearby in Cheltenham

Cheltenham / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £65 / night

£290 - £390 / week

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from £65 / 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

from £185 / night

£1,300 / week

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from £185 / night

(13) Excellent 

Certificate of Excellence

14

Holiday studio in Cheltenham

Cheltenham / Cheltenham

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
“excellent stay,great host,would use again” great self contained property,the host was very good,showi g me all the ammeneties,telling me where the local shops,supermarkets where.the property was very clean and warm and couldnt ask for anything else. g
…see more

Certificate of Excellence

from £52 / night

£260 - £295 / week

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from £52 / night

(6) Excellent 

11

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
“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 cou
…see more

from £180 / night

£1,100 / week

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from £180 / 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

£380 - £590 / week

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from £80 / night

13

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £120 / night

£840 / week

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from £120 / night

(4) Excellent 

17

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • 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 £150 / night

£650 - £750 / week

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Responds fast!
avg. 2 hours 30 minutes

from £150 / night

22

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary

from £70 / night

£490 / week

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from £70 / night

(7) Excellent 

34

Cheltenham holiday apartment rental

Cheltenham / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden

from £130 / night

£850 - £1,640 / week

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Responds fast!
avg. 1 hour 21 minutes

from £130 / night

24

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

from £55 / night

£385 / week

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Responds fast!
avg. 1 hour 42 minutes

from £55 / night

23

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

from £99 / night

£693 / week

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from £99 / night

25

Southam holiday home rental

Cheltenham / Southam

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly

from £750 / night

£2,000 - £7,620 / week

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from £750 / night

(5) Excellent 

16

Holiday home rental

Cotswolds / Cheltenham

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

from £120 / night

£950 / week

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Responds fast!
avg. 35 minutes

from £120 / night

(29) Excellent 

34

Home rental in Montpellier suburb

Cheltenham / Montpellier suburb

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Suitable for children age 5+
  • Ask about pets
  • Private garden

from £550 / night

£11,571 / week

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from £550 / night

(2) Excellent 

28

Charlton Kings holiday apartment rental

Cheltenham / Charlton Kings

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Private garden

from £50 / night

£350 / week

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Responds fast!
avg. 1 hour 51 minutes

from £50 / night

(18) Excellent 

29

Holiday townhouse in Pittville

Cheltenham / Pittville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £120 / night

£840 / week

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from £120 / night

8

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £95 / night

£600 - £880 / week

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Responds fast!
avg. 3 hours 44 minutes

from £95 / 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 £95 / night

£425 - £475 / week

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Responds fast!
avg. 2 hours 51 minutes

from £95 / night

(13) Excellent 

Certificate of Excellence

21

Home rental in Prestbury

Cheltenham / Prestbury

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £550 / night

£4,000 - £10,000 / week

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Responds fast!
avg. 31 minutes

from £550 / 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

Why Cheltenham?

The Regency town of Cheltenham is perfect for those looking for a sophisticated getaway that's not too far from the rolling hills of the countryside.

Select a holiday rental in Cheltenham, and start planning your trip to one of England's most famous spa towns.

About Cheltenham

Cheltenham's history spans back centuries, and has always been a popular tourist spot thanks to the mineral springs that flow here.

The town itself is on the edge of the Cotswolds and is an area of outstanding natural beauty. Many choose to hike and roam through the hills to check out the views. If you go, don't forget your camera as there are plenty of photo-op spots along the trails.

What to Do

There are galleries, theatres and museums throughout the town, so why not visit one? The Wilson is among the most popular.

Top Cheltenham Travel Tips

Cheltenham is known all over the world for being a hive of culture and excitement. Each year, thousands flock here for the horse racing, jazz, and food & drink festivals. See if you can time your holiday to coincide with one of these. It's well worth it for the atmosphere.

Cheltenham is a wonderful place where you can wander around to your heart's content. Book your holiday rental in Cheltenham and let the adventure begin.

Top Destination reviews

Lovely Lakeside Lodge
Lakeside relaxation

This lakeside lodge was perfect for our family. The property was very comfortable, well equiped & being right next to the lake it was great to sit on the deck and enjoy the view over the lake. Thankyou so much for a pleasant stay...wish it could have been longer. … see more
Perfect location to walk to Races! Beautiful Period Townhouse.
Perfect in every way!

The four of us had a wonderful stay! The house is clean, cosy and a perfect location in relation to the local shops and parks. The little touches are greatly appreciated and we will hopefully be back. Thank you … see more
Stylish Cheltenham ALL YEAR POOL(26-30C) & hot tub
Stunning house

Very helpful owners, house was stunning and very clean, would have no hesitation in recommending to everyone. It had everything there that we could possibly need! … see more
Village Mews, Cheltenham. 3 bedroom apartments/ House with off road parking
Amazing!

We stay in this lovely spacious apartment in may. It's all you could wish for in a family home, plenty of space and very comfortable. The positioning of the apartment is ideal walking distance to the local pub/restaurant and shops and supermarket. We visited loads of places in the Cotswolds which were only minutes away and very very pretty! I would highly recommend this apartment.see more
THE COACH HOUSE
Coachouse comfort

We had a fab stay Whilst working in Tewkesbury.... coming & going at our leisure without any fuss or problems .A lovely home from home comfort zone after a long shift at work . I would highly recommend this holiday let . … see more
Nethercote Cottage
Cosy, convenient intro to Cheltenham and the Cotswolds

Situated just off main road to Cheltenham (10 minute drive) so was convenient for me to get to know the town and also to walk footpaths straight from the cottage including the Gloucestershire Way with fine views over the countryside. Plenty of helpful guides and maps in the cottage and advice from Marcie.see more