Vacation Rentals & Cottages in Cheltenham

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1,417 Houses

(8) Excellent 

9

Hazleford Cottage

Cheltenham / Cheltenham

Cheltenham cottage

1 2 min stay varies

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

Price per night from

$101

Price per night from

$101

(14) Excellent 

23

24 The Promenade Apartment - 5*

Cheltenham / Cheltenham

Cheltenham apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Car not necessary
  • Air conditioning

Price per night from

$210

Price per night from

$210

(5) Very Good 

6

THE COACH HOUSE

Cheltenham / Cheltenham

Cheltenham barn

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$119

Responds fast!
avg. 2 hours 40 minutes

Price per night from

$119

(22) Very Good 

12

Cheltenham Garden Apartment

Cheltenham / Cheltenham

Cheltenham apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 90 mi
  • Child Friendly
  • Car not necessary

Price per night from

$96

Responds fast!
avg. 19 minutes

Price per night from

$96

(1) Excellent 

13

Queens Circus

Cheltenham / Cheltenham

Cheltenham apartment

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Car not necessary

Price per night from

$413

Price per night from

$413

(16) Excellent 

Certificate of Excellence

14

Two Hills View, Woodmancote Village

Cheltenham / Cheltenham

Cheltenham studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies

Certificate of Excellence

Price per night from

$88

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$88

(6)  

15

Studio Apartment Cheltenham

Cheltenham / Cheltenham

Cheltenham apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$111

Responds fast!
avg. 3 hours 38 minutes

Price per night from

$111

(3) Average 

14

Stylish Apartment Cheltenham 5

Cheltenham / Cheltenham

Cheltenham apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$133

Responds fast!
avg. 3 hours 38 minutes

Price per night from

$133

Great rentals within 20 miles that match your search

Distance approx 18.95 km from Cheltenham

(3) Excellent 

27

PEBWORTH COTTAGE, sleeps seven, woodburning stove, en-suite, king size

Warwickshire / Stratford-upon-Avon

Stratford-upon-Avon house

4 7 1 night min

  • 4 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$109

Price per night from

$109

Distance approx 7.54 km from Cheltenham Show on Map

(58) Excellent 

31

9 Mill Bank

Cotswolds / Tewkesbury

Tewkesbury cottage

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“A bijou residence in a unique and lovely situation.” A small two room residence on the banks of the River avon. Well appointed with plenty of everything you might need. Downside is the storage heating which in winter is not quite adequate and the hot
…see more

Price per night from

$133

Price per night from

$133

Distance approx 19.85 km from Cheltenham

(2) Very Good 

34

TODENHAM BANK, pet friendly, wifi, enclosed garden, ref: 921493

Cotswolds / Todenham

Todenham cottage

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$97

Price per night from

$97

Distance approx 16.88 km from Cheltenham

14

1 THE OLD CURIOSITY SHOP, open-plan living, centre of Moreton-in-Marsh, in

Cotswolds / Moreton in Marsh

Moreton-in-Marsh house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$69

Price per night from

$69

Distance approx 16.06 km from Cheltenham

22

17th Century Cotswolds Cottage in the beautiful village of Bretforton

Worcestershire / Bretforton

Bretforton house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies

Price per night from

$185

Price per night from

$185

Distance approx 15.09 km from Cheltenham

(3) Very Good 

8

Beautiful, relaxing rural retreat with great views (2 bedrooms, sleeps 4)

Cotswolds / Gloucester

Gloucester cottage

2 4 2 nights min

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

Price per night from

$230

Responds fast!
avg. 2 hours 0 minutes

Price per night from

$230

Distance approx 17.84 km from Cheltenham

39

BRIDGE HOUSE, WiFi, woodburner, pet-friendly cottage with en-suites & access to

Cirencester / Somerford Keynes

Somerford Keynes house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$122

Price per night from

$122

Distance approx 19.57 km from Cheltenham

22

WISTERIA COTTAGE, perfect for two couples, Milton-Under-Wychwood

Oxfordshire / Milton-under-Wychwood

Milton-under-Wychwood cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$92

Price per night from

$92

Distance approx 17.57 km from Cheltenham

26

JACKDAWS, 3 bedrooms and perfect for families, Lower Mill Estate

Cirencester / Somerford Keynes

Somerford Keynes cottage

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Private garden

Price per night from

$122

Price per night from

$122

Distance approx 14.6 km from Cheltenham

(3) Very Good 

14

THE PHEASANT’S NEST, detached cottage, ground floor studio, parking, in

Malvern Hills / Welland

Welland house

1 2 1 night min

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

Price per night from

$55

Price per night from

$55

Distance approx 13.9 km from Cheltenham

21

THE OLD GRANARY, perfect for couples, Wickhamford

Evesham / Wickhamford

Wickhamford cottage

1 2 1 night min

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

Price per night from

$91

Price per night from

$91

Distance approx 13.34 km from Cheltenham

25

WADHAM COTTAGE, perfect for couples and small families, Bourton-on-the-Water

Cotswolds / Bourton on the Water

Bourton-on-the-Water cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$77

Price per night from

$77

Distance approx 15.89 km from Cheltenham

16

MAYFLY COTTAGE, perfect for couples, Coln St Aldwyns

Cotswolds / Coln Saint Aldwyns

Coln Saint Aldwyns cottage

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$66

Price per night from

$66

Distance approx 15.89 km from Cheltenham

12

UPPER MILL BARN, 2 bedrooms and perfect for small families, Coln St Aldwyns

Cotswolds / Coln Saint Aldwyns

Coln Saint Aldwyns cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$88

Price per night from

$88

Distance approx 0.1 km from Cheltenham Show on Map

9

✭Regency Elegance ✭High Ceilings ✭Private Parking

Cotswolds / Cheltenham

Cheltenham apartment

2 6 1 night min

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

Price per night from

$129

Responds fast!
avg. 1 hour 46 minutes

Price per night from

$129

Distance approx 19.47 km from Cheltenham

(7) Very Good 

14

The Brewery, Burford: 4 beds/3 baths sleeps max 10

Cotswolds / Burford

Burford house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$801

Responds fast!
avg. 3 hours 28 minutes

Price per night from

$801

Distance approx 9.79 km from Cheltenham Show on Map

(33) Excellent 

20

Washbrook Cottage

Stroud District / Stroud

Stroud cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$194

Price per night from

$194

Distance approx 15.27 km from Cheltenham

(54) Excellent 

Certificate of Excellence

12

Lilac Cottage

Cotswolds / Stow-on-the-Wold

Stow-on-the-Wold cottage

2 4 min stay varies

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

Certificate of Excellence

Price per night from

$141

Responds fast!
avg. 1 hour 2 minutes

Price per night from

$141

Distance approx 11.72 km from Cheltenham

(2) Excellent 

24

Luxury large house with swimming pool and tennis in Cotswolds

Broadway / Childswickham

Childswickham house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,846

Responds fast!
avg. 1 hour 6 minutes

Price per night from

$1,846

Distance approx 14.67 km from Cheltenham

13

Myrtleberry Studio B & B, Castlemorton

Malvern Hills / Castlemorton

Castlemorton b and b

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Private garden

Price per night from

$151

Price per night from

$151

Distance approx 19.5 km from Cheltenham

(3) Excellent 

13

Soudley B & Bs

Forest of Dean / Soudley

Soudley b and b

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Ask about pets
  • Private garden

Price per night from

$91

Price per night from

$91

Distance approx 17.19 km from Cheltenham

(5) Excellent 

25

Waterside Lodge, Windrush Lake, Cotswolds

Cotswolds / South Cerney

South Cerney house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$388

Price per night from

$388

Distance approx 15.85 km from Cheltenham

(4) Excellent 

8

Stable Cottage

Cotswolds / Chipping Campden

Chipping Campden house

2 4 min stay varies

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

Price per night from

$37

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$37

Distance approx 1.99 km from Cheltenham Show on Map

29

Honeysuckle Cottage

Cheltenham / Charlton Kings

Charlton Kings cottage

1 2 3 nights min

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

Price per night from

$111

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$111

Distance approx 17.54 km from Cheltenham

(3) Average 

25

Court House, Owlpen, circa 1620

Cotswolds / Tetbury

Tetbury house

3 4 min stay varies

  • 3 bedrooms
  • sleeps 4
  • min stay varies
  • Suitable for children age 5+
  • Private garden

Price per night from

$193

Price per night from

$193

Distance approx 11.18 km from Cheltenham

(12) Very Good 

18

Bank Cottage

Cotswolds / Northleach

Northleach cottage

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$148

Responds fast!
avg. 3 hours 12 minutes

Price per night from

$148

Distance approx 13.32 km from Cheltenham

(7) Excellent 

Certificate of Excellence

12

Magnolia Cottage Apartments-Maple

Cotswolds / Bourton on the Water

Bourton-on-the-Water apartment

1 2 min stay varies

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

Certificate of Excellence

Price per night from

$91

Responds fast!
avg. 2 hours 28 minutes

Price per night from

$91

Distance approx 15.87 km from Cheltenham

(1) Excellent 

25

Robin Cottage, A beautiful family home for with off road parking & lovely garden

Cotswolds / Chipping Campden

Chipping Campden cottage

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$326

Price per night from

$326

Distance approx 16.15 km from Cheltenham

21

W i x e y House

Cotswolds / Chipping Campden

Chipping Campden house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$230

Price per night from

$230

Distance approx 13.21 km from Cheltenham

(30) Excellent 

19

Spring Cottage, Bourton-on-the-Water The Cotswolds

Cotswolds / Bourton on the Water

Bourton-on-the-Water cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$165

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$165