Vacation Rentals & Cottages in Upton St Leonards

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1,157 Houses

    11

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

    Gloucester / Upton St Leonards

    Upton St Leonards house

    3 5 3 nights min

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

    Price per night from

    $161

    Price per night from

    $161

      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

      $80

      Price per night from

      $80

      (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

        $101

        Price per night from

        $101

        Great rentals within 20 miles that match your search

        Distance approx 15.88 km from Upton St Leonards

          16

          NUMBER 8 HOWELLS MERE, 4 bedrooms and perfect for travellers, Lower Mill Estate

          Cirencester / Somerford Keynes

          Somerford Keynes cottage

          4 8 3 nights min

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

          Price per night from

          $171

          Price per night from

          $171

          Distance approx 16.36 km from Upton St Leonards

            27

            SPARROW HAWK HOUSE, 2 bedrooms and perfect for small families, Lower Mill Estate

            Cirencester / Somerford Keynes

            Somerford Keynes cottage

            2 4 3 nights min

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

            Price per night from

            $162

            Price per night from

            $162

            Distance approx 12.57 km from Upton St Leonards

              11

              Harebell Cottage

              Forest of Dean / Blakeney

              Blakeney cottage

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Child Friendly
              • Pet Friendly
              • Private garden

              Price per night from

              $88

              Price per night from

              $88

              Distance approx 12.57 km from Upton St Leonards

                10

                Celandine Cottage

                Forest of Dean / Blakeney

                Blakeney cottage

                2 4 min stay varies

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

                Price per night from

                $126

                Price per night from

                $126

                Distance approx 9.27 km from Upton St Leonards

                (1) Excellent 

                  15

                  Railway Hotel Apartments - 108

                  Stroud / Nailsworth

                  Nailsworth cottage

                  2 4 2 nights min

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

                  Price per night from

                  $444

                  Price per night from

                  $444

                  Distance approx 16.04 km from Upton St Leonards

                    5

                    MERE SIX, 3 bedrooms and perfect for friends and 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
                    • Pet Friendly

                    Price per night from

                    $181

                    Price per night from

                    $181

                    Distance approx 9.27 km from Upton St Leonards

                    (1) Excellent 

                      9

                      Railway Hotel Apartments - 106

                      Stroud / Nailsworth

                      Nailsworth cottage

                      1 2 2 nights min

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

                      Price per night from

                      $281

                      Price per night from

                      $281

                      Distance approx 16.77 km from Upton St Leonards

                        22

                        Swan Lake Lodge

                        Cotswolds / South Cerney

                        South Cerney house

                        3 6 min stay varies

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

                        Price per night from

                        $182

                        Price per night from

                        $182

                        Distance approx 16.68 km from Upton St Leonards

                        (23) Very Good 

                          27

                          Brambles Cottage

                          Malvern Hills / Little Malvern

                          Little Malvern cottage

                          3 5 min stay varies

                          • 3 bedrooms
                          • sleeps 5
                          • min stay varies
                          • Child Friendly
                          • Pet Friendly
                          • Private garden

                          Price per night from

                          $105

                          Price per night from

                          $105

                          Distance approx 13.09 km from Upton St Leonards

                          (82) Excellent 

                          Certificate of Excellence

                            19

                            The Cottage, Vineyard Street, Winchcombe, Gloucestershire, GL54 5LP

                            Cotswolds / Winchcombe

                            Winchcombe cottage

                            2 4 min stay varies

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

                            Certificate of Excellence

                            Price per night from

                            $104

                            Responds fast!
                            avg. 29 minutes

                            Price per night from

                            $104

                            Distance approx 10.82 km from Upton St Leonards

                            (4) Excellent 

                              29

                              Tythe Barn at Owlpen in the Cotswolds

                              Cotswolds / Tetbury

                              Tetbury barn

                              1 2 min stay varies

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

                              Price per night from

                              $134

                              Price per night from

                              $134

                              Distance approx 17.72 km from Upton St Leonards

                              (8) Very Good 

                                14

                                Falstaff Cottage

                                Malvern / Colwall

                                Colwall cottage

                                2 6 3 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 70 mi
                                • Child Friendly

                                Price per night from

                                $233

                                Price per night from

                                $233

                                Distance approx 7.5 km from Upton St Leonards

                                (29) Excellent 

                                Certificate of Excellence

                                  15

                                  The Coach House

                                  Gloucestershire / Forest of Dean

                                  Forest of Dean apartment

                                  1 2 2 nights min

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

                                  Certificate of Excellence

                                  Price per night from

                                  $89

                                  Responds fast!
                                  avg. 1 hour 2 minutes

                                  Price per night from

                                  $89

                                  Distance approx 17.26 km from Upton St Leonards

                                  (6) Excellent 

                                    28

                                    Westwood, luxurious modern holiday home, Ledbury

                                    Herefordshire / Ledbury

                                    Ledbury house

                                    4 8 min stay varies

                                    • 4 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Child Friendly
                                    • Pet Friendly
                                    • Private garden

                                    Price per night from

                                    $163

                                    Price per night from

                                    $163

                                    Distance approx 14.37 km from Upton St Leonards

                                    (12) Excellent 

                                    Certificate of Excellence

                                      29

                                      Sparrow Cottage (sleeps 3) rural,with garden. Forest of Dean. Ruardean Woodside

                                      Forest of Dean / Ruardean

                                      Ruardean cottage

                                      2 3 7 nights min

                                      • 2 bedrooms
                                      • sleeps 3
                                      • 7 nights min
                                      • Child Friendly
                                      • Car not necessary
                                      • Private garden

                                      Certificate of Excellence

                                      Price per night from

                                      $79

                                      Responds fast!
                                      avg. 1 hour 54 minutes

                                      Price per night from

                                      $79

                                      Distance approx 15.99 km from Upton St Leonards

                                      (78) Excellent 

                                      Certificate of Excellence

                                        21

                                        The Roost at Vine Tree

                                        Herefordshire / Ross-on-Wye

                                        Ross-on-Wye apartment

                                        1 2 2 nights min

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

                                        Certificate of Excellence

                                        Price per night from

                                        $119

                                        Responds fast!
                                        avg. 1 hour 24 minutes

                                        Price per night from

                                        $119

                                        Distance approx 3.09 km from Upton St Leonards

                                        (1) Excellent 

                                          26

                                          Troy House B&B

                                          Stroud District / Painswick

                                          Painswick b and b

                                          2 4 1 night min

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

                                          Price per night from

                                          $126

                                          Price per night from

                                          $126

                                          Distance approx 15.42 km from Upton St Leonards

                                          (30) Excellent 

                                          Certificate of Excellence

                                            17

                                            Pinnock Wood Farm Shepherds Hut

                                            Cotswolds / Winchcombe

                                            Winchcombe shepherds hut

                                            1 2 2 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 2 nights min

                                            Certificate of Excellence

                                            Price per night from

                                            $89

                                            Responds fast!
                                            avg. 1 hour 52 minutes

                                            Price per night from

                                            $89

                                            Distance approx 18.35 km from Upton St Leonards

                                            (3) Average 

                                              15

                                              1 The Old Barn Purlieus, Minety, Malmesbury, Wilts

                                              Wiltshire / Minety

                                              Minety cottage

                                              2 4 4 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 4 nights min
                                              • Suitable for children age 5+
                                              • Ask about pets

                                              Price per night from

                                              $89

                                              Price per night from

                                              $89

                                              Distance approx 19.04 km from Upton St Leonards

                                              (16) Excellent 

                                                21

                                                Longwood Cottage

                                                Herefordshire / Sollers Hope

                                                Sollers Hope cottage

                                                2 4 min stay varies

                                                • 2 bedrooms
                                                • sleeps 4
                                                • min stay varies
                                                • Suitable for children age 5+
                                                • Pet Friendly
                                                • Private garden

                                                Price per night from

                                                $111

                                                Responds fast!
                                                avg. 1 hour 21 minutes

                                                Price per night from

                                                $111

                                                Distance approx 5.96 km from Upton St Leonards

                                                (1) Excellent 

                                                  45

                                                  Tower Hill, Cheltenham

                                                  Cotswolds / Cheltenham

                                                  Cheltenham house

                                                  7 20 min stay varies

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

                                                  Price per night from

                                                  $2,219

                                                  Price per night from

                                                  $2,219

                                                  Distance approx 6.93 km from Upton St Leonards

                                                  (43) Excellent 

                                                  Certificate of Excellence

                                                    25

                                                    Tynings Barn

                                                    Cotswolds / Gloucester

                                                    Gloucester barn

                                                    2 4 3 nights min

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

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $119

                                                    Responds fast!
                                                    avg. 2 hours 33 minutes

                                                    Price per night from

                                                    $119

                                                    Distance approx 18.93 km from Upton St Leonards

                                                    (11) Excellent 

                                                    Certificate of Excellence

                                                      17

                                                      Bank Cottage - Detached Cottage on banks of River Severn - ideal for fishing

                                                      Malvern Hills / Hanley Castle

                                                      Hanley Castle cottage

                                                      3 8 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Child Friendly
                                                      • Pet Friendly
                                                      • Private garden

                                                      Certificate of Excellence

                                                      Price per night from

                                                      $170

                                                      Responds fast!
                                                      avg. 1 hour 10 minutes

                                                      Price per night from

                                                      $170

                                                      Distance approx 17.33 km from Upton St Leonards

                                                      (45) Very Good 

                                                      Certificate of Excellence

                                                        12

                                                        The Acorns

                                                        Forest of Dean / Joyford

                                                        Joyford farmhouse

                                                        2 6 3 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Child Friendly
                                                        • Pet Friendly
                                                        • Private garden

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $82

                                                        Responds fast!
                                                        avg. 1 hour 43 minutes

                                                        Price per night from

                                                        $82

                                                        Distance approx 17.17 km from Upton St Leonards

                                                        (13) Excellent 

                                                        Certificate of Excellence

                                                          10

                                                          Woodland Retreat

                                                          Herefordshire / Ledbury

                                                          Ledbury lodge

                                                          1 2 7 nights min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 7 nights min
                                                          • Private garden

                                                          Certificate of Excellence

                                                          Price per night from

                                                          $70

                                                          Responds fast!
                                                          avg. 51 minutes

                                                          Price per night from

                                                          $70

                                                          Distance approx 19.35 km from Upton St Leonards

                                                          (24) Excellent 

                                                          Certificate of Excellence

                                                            41

                                                            18th Century Character Cottage

                                                            Cotswolds / Bourton on the Water

                                                            Bourton-on-the-Water house

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Ask about children
                                                            • Private garden

                                                            Certificate of Excellence

                                                            Price per night from

                                                            $222

                                                            Price per night from

                                                            $222

                                                            Distance approx 16.08 km from Upton St Leonards

                                                            (6) Excellent 

                                                            Certificate of Excellence

                                                              26

                                                              Hobby's Rest: Close to Nature; Far from Ordinary.

                                                              Cirencester / Somerford Keynes

                                                              Somerford Keynes barn

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Private garden

                                                              Certificate of Excellence

                                                              Price per night from

                                                              $178

                                                              Price per night from

                                                              $178

                                                              Distance approx 16.74 km from Upton St Leonards

                                                              (9) Very Good 

                                                                24

                                                                39 Willow View

                                                                Cotswolds / South Cerney

                                                                South Cerney caravan/mobile home

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Nearest beach 2 mi
                                                                • Swimming pool
                                                                • Child Friendly

                                                                Price per night from

                                                                $134

                                                                Responds fast!
                                                                avg. 3 hours 10 minutes

                                                                Price per night from

                                                                $134

                                                                Distance approx 10.86 km from Upton St Leonards

                                                                (3) Average 

                                                                  25

                                                                  Court House, Owlpen, circa 1620

                                                                  Cotswolds / Tetbury

                                                                  Tetbury house

                                                                  3 4 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Pet Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $193

                                                                  Price per night from

                                                                  $193

                                                                  Distance approx 13.1 km from Upton St Leonards

                                                                    5

                                                                    Lunaria

                                                                    Cotswolds / Tetbury

                                                                    Tetbury apartment

                                                                    2 4 3 nights min

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

                                                                    Price per night from

                                                                    $170

                                                                    Price per night from

                                                                    $170

                                                                    Distance approx 9.96 km from Upton St Leonards

                                                                    (17) Very Good 

                                                                    Certificate of Excellence

                                                                      26

                                                                      Middle Cottage

                                                                      Stroud / Nailsworth

                                                                      Nailsworth cottage

                                                                      2 4 3 nights min

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

                                                                      Certificate of Excellence

                                                                      Price per night from

                                                                      $126

                                                                      Responds fast!
                                                                      avg. 45 minutes

                                                                      Price per night from

                                                                      $126

                                                                      Distance approx 17.12 km from Upton St Leonards

                                                                      (28) Excellent 

                                                                      Certificate of Excellence

                                                                        8

                                                                        Shepherds Retreat

                                                                        Herefordshire / Ledbury

                                                                        Ledbury shepherds hut

                                                                        1 2 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 2 nights min

                                                                        Certificate of Excellence

                                                                        Price per night from

                                                                        $92

                                                                        Responds fast!
                                                                        avg. 51 minutes

                                                                        Price per night from

                                                                        $92

                                                                        Distance approx 6.89 km from Upton St Leonards

                                                                          9

                                                                          24 Montpellier Spa Road

                                                                          Cheltenham / Montpellier suburb

                                                                          Montpellier suburb apartment

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $170

                                                                          Price per night from

                                                                          $170

                                                                          Distance approx 2.77 km from Upton St Leonards

                                                                            7

                                                                            High end Lodgings

                                                                            Cotswolds / Gloucester

                                                                            Gloucester apartment

                                                                            1 4 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 2 nights min
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $204

                                                                            Price per night from

                                                                            $204

                                                                            Distance approx 19.29 km from Upton St Leonards

                                                                            (3) Excellent 

                                                                              15

                                                                              Magnolia Cottage Apartments-Beech Apartment

                                                                              Cotswolds / Bourton on the Water

                                                                              Bourton-on-the-Water apartment

                                                                              2 3 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 3
                                                                              • min stay varies
                                                                              • Private garden

                                                                              Price per night from

                                                                              $92

                                                                              Responds fast!
                                                                              avg. 2 hours 30 minutes

                                                                              Price per night from

                                                                              $92