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

Close

Holiday Lettings
> Europe
> United Kingdom
> England
> Cotswolds
> Apartments and self catering accommodation in Cheltenham
Book with confidence.
Pay by card or PayPal, through the Holiday Lettings website, to be covered by Payment Protection. Never pay by bank or wire transfer.

View larger map

Also consider

Europe Holidays
479632 properties
United Kingdom Holidays
59460 properties
Cheltenham Holidays
108 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria
2225 properties
Cottages Lake District
1840 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Cottages England
41760 properties
Cottages Scotland
7758 properties
Apartments Edinburgh
1385 properties
Cottages Wales
7155 properties
Coastal Cottages
222 properties
Charlton Kings
10 properties
Cheltenham
9 properties
Staverton
8 properties

Cheltenham

No dates Enter dates for accurate prices -

Adults, Children

✕

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,453 Holiday homes

(17) 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

Map

Add to shortlist

from £165 / night

£825 - £1,600 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £165 / night

Book

(11) Very Good 

19

Holiday cottage with golf nearby in Cheltenham

Cotswolds / Cheltenham

1 2 2 nights min

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

Map

Add to shortlist

from £65 / night

£325 / week

Book View

from £65 / night

Book

(48) 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
“Beautiful property with incredible stunning views” Bushcombe House Farm is a beautiful property in a peaceful location with incredible stunning views, obviously a lot of love and attention to detail has gone into this property and it has everything that you could wish for and truly is a most wonderful place to stay. The location is within easy reach of all shops and amenities and a short walk uphill to Cleeve Common. We thoroughly enjoyed our stay and didn't want to leave and we are hoping to return soon. Thank you Peter & Lyn.
…

Map

Add to shortlist

from £300 / night

£1,650 - £2,850 / week

Book View

from £300 / night

Book

(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

Map

Add to shortlist

from £142 / night

£785 / week

Book View

from £142 / night

Book

(1) Excellent 

13

Holiday cottage letting

Cotswolds / Cheltenham

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £65 / night

£350 - £380 / week

Book View

from £65 / night

Book

(5) 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

Map

Add to shortlist

from £60 / night

£300 - £550 / week

Book View

from £60 / night

Book

(8) Excellent 

28

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Private garden

Map

Add to shortlist

from £75 / night

£525 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

from £75 / night

Book

(59) 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
“Idyllic!” Stayed at the Dovecot with my husband and 1 year old daughter. The property itself is beautiful - full of character and very well furnished. The location too is fantastic, right on a duck pond (safely fenced off for little ones) which my daughter loved. The property is a separate building on the owners farm (far away enough from the main building for privacy) - there are horses on the farm which in the evening came up close to the property (still fenced off though) which was lovely. We felt very well looked after by the owners - plenty of information on local attractions was provided, and best of all, a home made chocolate cake waiting for us when we arrived! Having forgotten our high chair, the owner lent us her own which was much appreciated. Location wise - we had a car, which was necessary for what we wanted to do - although I think there were probably plenty of walks in the area. We visited Tewkesbury which was VERY close), Cheltenham, Stow-on-the Wold and Bourton-on-the-Water all very easily from our base. Would definitely stay here again - and probably for a longer period of time.
…

Certificate of Excellence

Map

Add to shortlist

from £110 / night

£550 - £700 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £110 / night

Book

(6) Very Good 

16

Holiday cottage in Cheltenham

Cotswolds / Cheltenham

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

Map

Add to shortlist

from £95 / night

£590 - £600 / week

Book View

from £95 / night

Book

(3) Very Good 

19

Cottage rental in Cheltenham

Cotswolds / Cheltenham

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £115 / night

£750 - £830 / week

Book View

from £115 / night

Book

(15) Excellent 

Certificate of Excellence

14

Holiday studio in Cheltenham

Cheltenham / Cheltenham

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies

Certificate of Excellence

Map

Add to shortlist

from £59 / night

£295 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

from £59 / night

Book

(3) Very Good 

16

Home rental in Cheltenham

Cotswolds / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 30 km
  • Car not necessary
  • Private garden

Map

Add to shortlist

from £75 / night

£420 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £75 / night

Book

(3) Very Good 

29

Holiday cottage rental

Cheltenham / Charlton Kings

1 2 3 nights min

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

Map

Add to shortlist

from £75 / night

£335 / week

Book View

from £75 / night

Book

(5) Very Good 

6

Holiday barn in Cheltenham

Cheltenham / Cheltenham

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Map

Add to shortlist

from £80 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £80 / night

Book

(16) 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

Map

Add to shortlist

from £550 / night

£4,000 - £10,000 / week

Book View

Responds fast!
avg. 1 hour 1 minutes

from £550 / night

Book

(3) Excellent 

27

Cheltenham holiday apartment rental

Cotswolds / Cheltenham

2 6 1 night min

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

Map

Add to shortlist

from £99 / night

£693 / week

Book View

from £99 / night

Book

(5) Excellent 

19

Holiday barn in Cheltenham

Cotswolds / Cheltenham

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

Add to shortlist

from £122 / night

£485 - £613 / week

Book View

from £122 / night

Book

(6) Excellent 

11

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Private garden

Map

Add to shortlist

from £180 / night

£1,100 / week

Book View

from £180 / night

Book

(29) Excellent 

34

Home rental in Montpellier suburb

Cheltenham / Montpellier suburb

5 9 min stay varies

  • 5 bedrooms
  • sleeps 9
  • min stay varies
  • Child friendly
  • Private garden

Map

Add to shortlist

from £432 / night

£3,700 / week

Book View

from £432 / night

Book
13

Cleeve Hill holiday home rental

Cheltenham / Cleeve Hill

2 2 7 nights min

  • 2 bedrooms
  • sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

Map

Add to shortlist

from £50 / night

£345 - £1,114 / week

Enquire View

from £50 / night

Enquire

(5) Very Good 

9

Holiday b&b in Cheltenham

Cotswolds / Cheltenham

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

Map

Add to shortlist

from £100 / night

£650 - £2,855 / week

Book View

from £100 / night

Book
10

Holiday apartment letting

Cheltenham / Shurdington

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

Map

Add to shortlist

from £80 / night

£550 - £830 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £80 / night

Book
22

Holiday apartment rental

Cheltenham / Charlton Kings

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

Map

Add to shortlist

from £450 / night

£3,150 / week

Book View

from £450 / night

Book
16

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

Map

Add to shortlist

from £110 / night

£750 - £1,450 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £110 / night

Book

(5) Excellent 

19

Holiday apartment in Montpellier suburb

Cheltenham / Montpellier suburb

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £180 / night

£1,100 - £1,400 / week

Book View

from £180 / night

Book

(3) Very Good 

28

Charlton Kings holiday apartment rental

Cheltenham / Charlton Kings

1 2 1 night min

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

Map

Add to shortlist

from £50 / night

£300 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £50 / night

Book

(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

Map

Add to shortlist

from £120 / night

£840 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £120 / night

Book

(5) Excellent 

Certificate of Excellence

16

Holiday home rental

Cotswolds / Cheltenham

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Private garden

Certificate of Excellence

Map

Add to shortlist

from £165 / night

£950 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £165 / night

Book

(13) Very Good 

8

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

Map

Add to shortlist

from £149 / night

£585 - £865 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £149 / night

Book
12

Cheltenham holiday home rental

Cotswolds / Cheltenham

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

Map

Add to shortlist

from £100 / night

£700 - £840 / week

Book View

from £100 / night

Book

(1) Excellent 

45

Holiday home in Cheltenham

Cotswolds / Cheltenham

7 20 min stay varies

  • 7 bedrooms
  • sleeps 20
  • min stay varies
  • Child friendly
  • Private garden

Map

Add to shortlist

from £1,300 / night

£4,000 - £11,800 / week

Book View

from £1,300 / night

Book
23

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 6 1 night min

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

Map

Add to shortlist

from £99 / night

£693 / week

Book View

from £99 / night

Book
17

Apartment rental in Cheltenham with golf nearby

Cotswolds / Cheltenham

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden

Map

Add to shortlist

from £140 / night

£800 / week

Book View

from £140 / night

Book
13

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Car not necessary

Map

Add to shortlist

from £120 / night

£840 / week

Book View

Responds fast!
avg. 16 minutes

from £120 / night

Book

(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

Map

Add to shortlist

from £150 / night

£870 / week

Book View

from £150 / night

Book

(2) Average 

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

Map

Add to shortlist

from £90 / night

£420 / week

Book View

from £90 / night

Book
8

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

Map

Add to shortlist

from £99 / night

£600 - £880 / week

Book View

from £99 / night

Book
29

Holiday apartment in Cheltenham

Cotswolds / Cheltenham

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min

Map

Add to shortlist

from £325 / night

£3,000 / week

Book View

from £325 / night

Book

(1) Excellent 

13

Cheltenham holiday apartment rental

Cheltenham / Cheltenham

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Car not necessary

Map

Add to shortlist

from £295 / night

£1,400 / week

Book View

from £295 / night

Book

(6) Very Good 

20

Holiday apartment in Prestbury

Cheltenham / Prestbury

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

Map

Add to shortlist

from £120 / night

£500 - £1,060 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £120 / night

Book

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

Park Bothy Barn, NEW BARN CONVERSION.
Absolute bliss

Had a fantastic break away from it all, loved the barn. I took my 2 well travelled dogs and they loved the garden which although isn’t totally fenced off was ideal for them. Great dogs walks within 10 mins. Lovely part of the world. Loved being able to park at the door. So cosy, so peaceful I barely went out. I will be returning. Like the idea of tv in the bedroom too which few places seem to have these days. Although you are next to another barn the way it is positioned you are very private. Highly recommend. … see more
Cottage Cleeve Common
A fabulous away from it all place, which is actually not far away at all!

We had a brilliant week with our children and grandchildren. The location is magical with the hills and common just outside the front door, enticing us all out to walk and scramble about. The garden is huge and fun to explore, with lovely furniture, but unfortunately we couldn't make use of it as the weather didn't allow it. The house is large and comfortable and we enjoyed spending time in it - we loved the Aga to cook on and dry off our rainy clothes. Comfy beds, lots of space, well equipped kitchen and living areas - all we could ask for and more. Thank you Lynda for such a wonderful holiday home. … see more
Beehive Cottage
Great weekend away

Two adults and two children plus rather large dog stayed at beehive cottage. The cottage was in a really convenient place within walking distance to restaurant / pub which was lovely (dog friendly too). The cottage was well appointed although compact but easily accommodated us all. Large king size bedroom and a twin room. Kitchen and living room with everything you need. Toilet seat was broken which we reported and tap was missing from bath which meant the children needed to use shower rather than bath. Very close 15 minutes to Bourton on the Water and Winchcombe for a lovely walk. Also close to Montpellier Terrace /promenade which was great for restaurants and shopping. … see more
Stylish Cheltenham ALL YEAR POOL(26-30C) & hot tub
Amazing house

We had a great stay. The house is beautiful and the pool and hot tub were an added bonus. Really enjoyed it and would 100% come back. … see more
King's Cottage, perfect for Cheltenham & Cotswolds
Lovely Cheltenham House

Great location. Attached to good pub with excellent food and drink. A bit squashed for 6 adults, but very comfortable and clean. … see more
Bushcombe House Farm Bushcombe Lane Woodmancote
Perfect

Beautiful setting plenty of space for children to run around. Spacious accommodation with rooms to chill on your own if you wanted some "me" time. Kitchen table fit for a banquet and so well equipped. Great place for a family get together. Very clean. … see more
Europe Holidays
United Kingdom Holidays
Cheltenham Holidays
Cottages Cornwall
Apartments Greater London
Cottages Cumbria
Cottages Lake District
Cottages Devon
Cottages Central England / Cotswolds
Cottages Dorset
Cottages Isle of Wight
Cottages Peak District / Derbyshire
Cottages Somerset
Cottages Kent
Cottages Sussex
Cottages Norfolk
Cottages Isle of Man
Northumberland
Cottages Yorkshire / Yorkshire Dales
Cottages England
Cottages Scotland
Apartments Edinburgh
Cottages Wales
Coastal Cottages
Charlton Kings
Cheltenham
Staverton