Vacation Rentals & Cottages in Upton St Leonards

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1,136 Houses

11

LITTLE NOO, charming terraced cottage, gardens, close to amenities, near

Gloucester / Upton St Leonards

Upton St Leonards house

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$62

Price per night from

$62

20

2 Little Court Cottages

Gloucester / Upton St Leonards

Upton St Leonards cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$70

Price per night from

$70

(1) Very Good 

30

1 Little Court Cottages

Gloucester / Upton St Leonards

Upton St Leonards cottage

2 4 7 nights min

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

Price per night from

$88

Price per night from

$88

Great rentals within 20 miles that match your search

Distance approx 19.78 km from Upton St Leonards

(1) Excellent 

12

DAIRY BARN, WiFi, hot tub, en-suite facilities, woodburner, romantic cottage

Worcestershire / Pershore

Pershore house

1 2 1 night min

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

Price per night from

$71

Price per night from

$71

Distance approx 9.06 km from Upton St Leonards

(6) Very Good 

8

GARDEN VIEW, studio accommodation, hot tub, romantic retreat, in Nailsworth

Stroud / Nailsworth

Nailsworth house

1 2 1 night min

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

Price per night from

$60

Price per night from

$60

Distance approx 8.35 km from Upton St Leonards

(5) Very Good 

22

WARDS COURT 2, family friendly, character holiday cottage, with a garden in

Cotswolds / Frampton on Severn

Frampton on Severn house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
“Very peacefuland relaxing.” I believe we were in Wards Court 1. We were in Wards Court 2 earlier in the year because some of the family came to stay for a short while. That must tell you how much we liked the place to back again. The home is very well
…see more

Price per night from

$65

Price per night from

$65

Distance approx 16.52 km from Upton St Leonards

(22) Excellent 

35

Tree Tops House

Cotswolds / Temple Guiting

Temple Guiting cottage

6 16 2 nights min

  • 6 bedrooms
  • sleeps 16
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$323

Responds fast!
avg. 9 minutes

Price per night from

$323

Distance approx 15.85 km from Upton St Leonards

(14) Very Good 

26

The Old Chapel used to be a small chapel, located near the heart of Northleach

Cotswolds / Northleach

Northleach cottage

2 4 2 nights min

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

Price per night from

$146

Responds fast!
avg. 9 minutes

Price per night from

$146

Distance approx 10.2 km from Upton St Leonards

(1) Excellent 

7

ELM LODGE single-storey, en-suite, top quality lodge in Newent Ref 27869

Forest of Dean / Huntley

Huntley house

2 4 1 night min

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

Price per night from

$63

Price per night from

$63

Distance approx 16.45 km from Upton St Leonards

55

ARLINGTON MILL, 5 bedrooms and perfect for friends and families, Bibury

Cirencester / Ablington

Ablington cottage

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$404

Price per night from

$404

Distance approx 11.71 km from Upton St Leonards

13

BROOK COTTAGE, perfect for couples, Uley

Dursley / Uley

Uley cottage

1 2 3 nights min

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

Price per night from

$61

Price per night from

$61

Distance approx 16.08 km from Upton St Leonards

8

SERENITY, 4 bedrooms and perfect for friends and families, Cirencester

Cirencester / Somerford Keynes

Somerford Keynes cottage

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$237

Price per night from

$237

Distance approx 11.14 km from Upton St Leonards

22

Rosie hat

Cotswolds / Tetbury

Tetbury shepherds hut

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Ask about children

Price per night from

$97

Price per night from

$97

Distance approx 6.15 km from Upton St Leonards

(2) Excellent 

13

Beautiful Grade 2 listed holiday cottage

Stroud District / Bisley

Bisley cottage

1 2 2 nights min

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

Price per night from

$148

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$148

Distance approx 16.75 km from Upton St Leonards

(1) Excellent 

12

Beautiful Lakeside Lodge in the Cotswolds Waterpark

Cotswolds / Cirencester

Cirencester house

2 4 2 nights min

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

Price per night from

$180

Responds fast!
avg. 17 minutes

Price per night from

$180

Distance approx 17.17 km from Upton St Leonards

13

37217 Cottage situated in Coleford (4mls SE)

Lydney / Bream

Bream house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$54

Price per night from

$54

Distance approx 15.07 km from Upton St Leonards

42

HIC01 Cottage situated in Cirencester

Cirencester / Poole Keynes

Poole Keynes cottage

2 4 7 nights min

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

Price per night from

$106

Price per night from

$106

Distance approx 7.04 km from Upton St Leonards

(3) Excellent 

16

St Luke's 1 Bed Apartment

Cotswolds / Cheltenham

Cheltenham apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary

Price per night from

$129

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$129

Distance approx 11.87 km from Upton St Leonards

13

CC018 Apartment situated in Cheltenham

Cotswolds / Gotherington

Gotherington house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child Friendly

Price per night from

$43

Price per night from

$43

Distance approx 17.2 km from Upton St Leonards

(23) Excellent 

Certificate of Excellence

41

Cotswold Water Park Retreat Waters Edge, hot tub, lakeside living

Cotswolds / South Cerney

South Cerney house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.5 mi
  • Child Friendly
  • Pet Friendly

Certificate of Excellence

Price per night from

$225

Responds fast!
avg. 17 minutes

Price per night from

$225

Distance approx 16.9 km from Upton St Leonards

(34) Excellent 

Certificate of Excellence

39

Cotswold Water Park Retreat Windrush with private Hot Tub

Cotswolds / South Cerney

South Cerney house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Certificate of Excellence

Price per night from

$180

Responds fast!
avg. 17 minutes

Price per night from

$180

Distance approx 13.29 km from Upton St Leonards

(5) Average 

22

Apple Store and Gypsy Rose at Maytree Cottage

Forest of Dean / Blakeney

Blakeney cottage

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Ask about children
  • Pet Friendly
  • Private garden

Price per night from

$193

Price per night from

$193

Distance approx 3 km from Upton St Leonards

(9) Very Good 

Certificate of Excellence

34

Luxury 2 Bedroom Apartment, Gloucester Docks

Cotswolds / Gloucester

Gloucester apartment

2 4 2 nights min

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

Certificate of Excellence

Price per night from

$116

Price per night from

$116

Distance approx 6.86 km from Upton St Leonards

(25) Very Good 

25

Half-pint Cottage

Stroud District / Stroud

Stroud cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary
  • Pet Friendly
  • Private garden

Price per night from

$103

Responds fast!
avg. 59 minutes

Price per night from

$103

Distance approx 13.75 km from Upton St Leonards

(25) Very Good 

Certificate of Excellence

8

Wonderful Cottage on the delightful River Coln

Cotswolds / Fossebridge

Fossebridge apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Pet Friendly

Certificate of Excellence

Price per night from

$58

Responds fast!
avg. 53 minutes

Price per night from

$58

Distance approx 6.77 km from Upton St Leonards

(5) Excellent 

19

Royal Parade

Cheltenham / Montpellier suburb

Montpellier suburb apartment

2 4 2 nights min

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

Price per night from

$232

Price per night from

$232

Distance approx 16.1 km from Upton St Leonards

(14) Excellent 

Certificate of Excellence

21

Tree Tops Woodpecker Annexe

Herefordshire / Ross-on-Wye

Ross-on-Wye studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Ask about children
  • Private garden

Certificate of Excellence

Price per night from

$77

Responds fast!
avg. 2 hours 6 minutes

Price per night from

$77

Distance approx 7.77 km from Upton St Leonards

24

40074 House situated in Stroud (4mls SE)

Stroud / Chalford

Chalford house

7 12 7 nights min

  • 7 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$382

Price per night from

$382

Distance approx 17.1 km from Upton St Leonards

10

EARBA Cottage situated in Slimbridge (10mls SW)

Gloucestershire / Cromhall

Cromhall house

1 2 7 nights min

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

Price per night from

$60

Price per night from

$60

Distance approx 19.38 km from Upton St Leonards

(21) Very Good 

18

Cosy Cottage

Cotswolds / Bourton on the Water

Bourton-on-the-Water cottage

2 4 3 nights min

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

Price per night from

$110

Price per night from

$110

Distance approx 16 km from Upton St Leonards

17

44932 Barn situated in Stow-on-the-Wold (5.5mls SW)

Cotswolds / Naunton

Naunton house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$88

Price per night from

$88

Distance approx 16.44 km from Upton St Leonards

(1) Excellent 

16

41827 Log Cabin situated in Bredon (4.5mls E)

Worcestershire / Ashton Under Hill

Ashton Under Hill house

2 4 7 nights min

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

Price per night from

$67

Price per night from

$67

Distance approx 16.36 km from Upton St Leonards

30

63156 House situated in Cirencester (5.5 mls S)

Cirencester / Somerford Keynes

Somerford Keynes cottage

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$202

Price per night from

$202

Distance approx 18.18 km from Upton St Leonards

20

60832 House situated in Lydney (3mls SW)

Lydney / Alvington

Alvington cottage

7 19 7 nights min

  • 7 bedrooms
  • sleeps 19
  • 7 nights min
  • Child Friendly

Price per night from

$597

Price per night from

$597

Distance approx 6.64 km from Upton St Leonards

(1) Very Good 

5

18 Lansdown Crescent

Cheltenham / Montpellier suburb

Montpellier suburb apartment

1 2 min stay varies

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

Price per night from

$187

Price per night from

$187

Distance approx 13.61 km from Upton St Leonards

14

56746 Cottage situated in Tetbury

Cotswolds / Tetbury

Tetbury cottage

2 3 7 nights min

  • 2 bedrooms
  • sleeps 3
  • 7 nights min
  • Child Friendly

Price per night from

$72

Price per night from

$72

Distance approx 7.51 km from Upton St Leonards

(3) Very Good 

22

The Annexe

Cheltenham / Charlton Kings

Charlton Kings studio

Studio 2 2 nights min

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

Price per night from

$58

Responds fast!
avg. 26 minutes

Price per night from

$58

Distance approx 14.64 km from Upton St Leonards

(1) Average 

4

3 bedroom holiday cottage (3 identical)

Stroud District / Wotton-under-Edge

Wotton-under-Edge cottage

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$206

Responds fast!
avg. 2 hours 22 minutes

Price per night from

$206